diff --git a/tools/ipapy2/.shed.yml b/tools/ipapy2/.shed.yml new file mode 100644 index 00000000..0e28f8bf --- /dev/null +++ b/tools/ipapy2/.shed.yml @@ -0,0 +1,15 @@ +name: ipaPy2 +owner: +remote_repository_url: "https://github.com/RECETOX/galaxytools/tree/master/tools/ipapy2" +homepage_url: "https://github.com/francescodc87/ipaPy2" +categories: + - Metabolomics +description: "Mass spectrometry data annotation tool." +long_description: "New Python implementation of the Integrated Probabilistic Annotation (IPA) - A Bayesian annotation method for LC/MS data integrating biochemical relations, isotope patterns and adduct formation." +auto_tool_repositories: + name_template: "{{ tool_id }}" + description_template: "{{ tool_name }} tool from the ipaPy2 package" +suite: + name: suite_ipapy2 + description: tools from the ipaPy2 suite are used for annotation of mass spectrometry data + type: repository_suite_definition \ No newline at end of file diff --git a/tools/ipapy2/ipapy2_MS1_annotation.xml b/tools/ipapy2/ipapy2_MS1_annotation.xml new file mode 100644 index 00000000..4bea3285 --- /dev/null +++ b/tools/ipapy2/ipapy2_MS1_annotation.xml @@ -0,0 +1,86 @@ + + + macros.xml + + + + ipapy2 + + + + + + +@init_import@ +import os + +df = pd.read_csv('${MS1_table}', keep_default_na=False) +df = df.replace('', None) +allAdds = pd.read_csv('${all_adducts}', keep_default_na=False) +allAdds = allAdds.replace('', None) +ppmunk = os.getenv('ppmunk', $ppm) +ppmthr = os.getenv('ppmthr', 2*$ppm) +annotations = ipa.MS1annotation(df, allAdds, ppm=$ppm, ratiosd=$ratiosd, ppmunk=ppmunk, ratiounk=$ratiounk, ppmthr=ppmthr, pRTNone=$pRTNone, pRTout=$pRTout, ncores=int(os.environ.get('GALAXY_SLOTS'))) +@annotation_flatten@ +annotations_flat.to_csv('${output}', index=False) + + + + + + + +
+ + + ppm associated to the 'unknown' annotation. If not provided equal to ppm. + + + + isotope ratio associated to the 'unknown' annotation. + +
+
+ + + acceptable ratio between predicted intensity and observed intensity of isotopes + + + + maximum ppm possible for the annotations. if not provided equal to 2*ppm. + + + + multiplicative factor for the RT if no RTrange present in the database. + + + + multiplicative factor for the RT if measured RT is outside the RTrange present in the database. + +
+
+ + + + + + + + + + + + + + + + + +
\ No newline at end of file diff --git a/tools/ipapy2/ipapy2_MS2_annotation.xml b/tools/ipapy2/ipapy2_MS2_annotation.xml new file mode 100644 index 00000000..e04eef23 --- /dev/null +++ b/tools/ipapy2/ipapy2_MS2_annotation.xml @@ -0,0 +1,108 @@ + + + macros.xml + + + + ipapy2 + + + + + + +@init_import@ +import os + +df = pd.read_csv('${MS1_table}', keep_default_na=False) +df = df.replace('', None) +dfMS2 = pd.read_csv('${MS2_table}', keep_default_na=False) +dfMS2 = dfMS2.replace('', None) +allAdds = pd.read_csv('${all_adducts}', keep_default_na=False) +allAdds = allAdds.replace('', None) +DBMS2 = pd.read_csv('${DBMS2_table}', keep_default_na=False) +DBMS2 = DBMS2.replace('', None) +ppmunk = os.getenv('ppmunk', $ppm) +ppmthr = os.getenv('ppmthr', 2*$ppm) +annotations = ipa.MSMSannotation(df, dfMS2, allAdds, DBMS2, ppm=$ppm, ratiosd=$ratiosd, ppmunk=ppmunk, ratiounk=$ratiounk, ppmthr=ppmthr, pRTNone=$pRTNone, pRTout=$pRTout, mzdCS=$mzdCS, ppmCS=$ppmCS, CSunk=$CSunk, evfilt=$evfilt, ncores=int(os.environ.get('GALAXY_SLOTS'))) +@annotation_flatten@ +annotations_flat.to_csv('${output}', index=False) + + + + + + + + + +
+ + + ppm associated to the 'unknown' annotation. If not provided equal to ppm. + + + + isotope ratio associated to the 'unknown' annotation. Default 0.5. + + + + cosine similarity score associated with the 'unknown' annotation. Default 0.7. + +
+ +
+ + acceptable ratio between predicted intensity and observed intensity of isotopes + + + maximum ppm possible for the annotations. if not provided equal to 2*ppm. + + + multiplicative factor for the RT if no RTrange present in the database. + + + multiplicative factor for the RT if measured RT is outside the RTrange present in the database. + + + maximum mz difference allowed when computing cosine similarity scores. + If one wants to use this parameter instead of ppmCS, this must be set to 0. Default 0. + + + maximum ppm allowed when computing cosine similarity scores. + If one wants to use this parameter instead of mzdCS, this must be set to 0. Default 10. + + + If true, only spectrum acquired with the same collision energy are considered. Default value False. + + + +
+
+ + + + + + + + + + + + + + + + + + + +
\ No newline at end of file diff --git a/tools/ipapy2/ipapy2_all_adducts.xml b/tools/ipapy2/ipapy2_all_adducts.xml new file mode 100644 index 00000000..d9dbe1fe --- /dev/null +++ b/tools/ipapy2/ipapy2_all_adducts.xml @@ -0,0 +1,51 @@ + + + macros.xml + + + + ipapy2 + + + + + + +@init_import@ +import os + +adducts_table = pd.read_csv('${adducts_table}') +DB_table = pd.read_csv('${DB_table}') +all_adducts = ipa.compute_all_adducts(adducts_table, DB_table, ionisation=int(${ionisation}), ncores=int(os.environ.get('GALAXY_SLOTS'))) +all_adducts.to_csv('${output}', index=False) + + + + + + + + + + + + + + + + + + + + + + + + + + \ No newline at end of file diff --git a/tools/ipapy2/ipapy2_clustering.xml b/tools/ipapy2/ipapy2_clustering.xml new file mode 100644 index 00000000..13ac73c0 --- /dev/null +++ b/tools/ipapy2/ipapy2_clustering.xml @@ -0,0 +1,81 @@ + + + macros.xml + + + + ipapy2 + + + + + + +@init_import@ + +intensity_table = pd.read_csv('${intensity_table}') +result = ipa.clusterFeatures(intensity_table, Cthr=$clustering.Cthr, RTwin=$clustering.RTwin, Intmode='${clustering.Intmode}') +result.to_csv('${output}', index=False) + + + + + +
+ + + Minimum correlation allowed in each cluster. Default value 0.8. + + + + Maximum difference in RT time between features in the same cluster. Default value 1. + + + + intensity mode. Default 'max' or 'ave'. + +
+
+ + + + + + + + + + + + + + + +
\ No newline at end of file diff --git a/tools/ipapy2/ipapy2_compute_bio.py b/tools/ipapy2/ipapy2_compute_bio.py new file mode 100644 index 00000000..42523827 --- /dev/null +++ b/tools/ipapy2/ipapy2_compute_bio.py @@ -0,0 +1,41 @@ +import argparse +import sys +import os +import pandas as pd +from ipaPy2 import ipa + + +def main(argv): + parser = argparse.ArgumentParser(description="cluster features before IPA pipeline.") + parser.add_argument("--DB_MS1", type=str, required=True, help="a dataframe containing the measured intensities across several samples.") + parser.add_argument("--annotations", type=str, help="Default value 0.8. Minimum correlation allowed in each cluster.") + parser.add_argument("--biochemical_mode", type=str, required=True, help="Default value 1. Maximum difference in RT time between features in the same cluster.") + parser.add_argument("--connection_list", type=str, help="intensity mode. Default 'max' or 'ave'.") + parser.add_argument("--bio_out", type=str, required=True, help="a dataframe of clustered features.") + args = parser.parse_args() + + DB_MS1 = pd.read_csv(args.DB_MS1) + DB_MS1 = DB_MS1.replace('', None) + + if args.annotations: + annotations_df = pd.read_csv(args.annotations, keep_default_na=False) + annotations_df = annotations_df.replace('', None) + annotations = {} + keys = set(annotations_df["peak_id"]) + for i in keys: + annotations[i] = annotations_df[annotations_df["peak_id"] == i].drop('peak_id', axis=1) + else: + annotations = None + + if args.biochemical_mode == "connections": + if args.connection_list: + connections = args.connection_list + else: + connections = ['C3H5NO', 'C6H12N4O', 'C4H6N2O2', 'C4H5NO3', 'C3H5NOS', 'C6H10N2O3S2', 'C5H7NO3', 'C5H8N2O2', 'C2H3NO', 'C6H7N3O', 'C6H11NO', 'C6H11NO', 'C6H12N2O', 'C5H9NOS', 'C9H9NO', 'C5H7NO', 'C3H5NO2', 'C4H7NO2', 'C11H10N2O', 'C9H9NO2', 'C5H9NO', 'C4H4O2', 'C3H5O', 'C10H12N5O6P', 'C10H15N2O3S', 'C10H14N2O2S', 'CH2ON', 'C21H34N7O16P3S', 'C21H33N7O15P3S', 'C10H15N3O5S', 'C5H7', 'C3H2O3', 'C16H30O', 'C8H8NO5P', 'CH3N2O', 'C5H4N5', 'C10H11N5O3', 'C10H13N5O9P2', 'C10H12N5O6P', 'C9H13N3O10P2', 'C9H12N3O7P', 'C4H4N3O', 'C10H13N5O10P2', 'C10H12N5O7P', 'C5H4N5O', 'C10H11N5O4', 'C10H14N2O10P2', 'C10H12N2O4', 'C5H5N2O2', 'C10H13N2O7P', 'C9H12N2O11P2', 'C9H11N2O8P', 'C4H3N2O2', 'C9H10N2O5', 'C2H3O2', 'C2H2O', 'C2H2', 'CO2', 'CHO2', 'H2O', 'H3O6P2', 'C2H4', 'CO', 'C2O2', 'H2', 'O', 'P', 'C2H2O', 'CH2', 'HPO3', 'NH2', 'PP', 'NH', 'SO3', 'N', 'C6H10O5', 'C6H10O6', 'C5H8O4', 'C12H20O11', 'C6H11O8P', 'C6H8O6', 'C6H10O5', 'C18H30O15'] + + Bio = ipa.Compute_Bio(DB_MS1, annotations=annotations, mode=args.biochemical_mode, connections=connections, ncores=int(os.environ.get('GALAXY_SLOTS'))) + Bio.to_csv(args.bio_out, index=False) + + +if __name__ == '__main__': + main(argv=sys.argv[1:]) \ No newline at end of file diff --git a/tools/ipapy2/ipapy2_compute_bio.xml b/tools/ipapy2/ipapy2_compute_bio.xml new file mode 100644 index 00000000..fb91046a --- /dev/null +++ b/tools/ipapy2/ipapy2_compute_bio.xml @@ -0,0 +1,59 @@ + + + macros.xml + + + + ipapy2 + + + + + + + + + + + + + + + + + + + + + + + + + + + + + + + + + + + + \ No newline at end of file diff --git a/tools/ipapy2/ipapy2_gibbs_sampler.py b/tools/ipapy2/ipapy2_gibbs_sampler.py new file mode 100644 index 00000000..db5c3981 --- /dev/null +++ b/tools/ipapy2/ipapy2_gibbs_sampler.py @@ -0,0 +1,66 @@ +import argparse +import sys +import os +import pandas as pd +from ipaPy2 import ipa + + +def main(argv): + parser = argparse.ArgumentParser(description="cluster features before IPA pipeline.") + parser.add_argument("--MS1_table", type=str, required=True, help="a dataframe containing the measured intensities across several samples.") + parser.add_argument("--annotations", type=str, required=True, help="Default value 0.8. Minimum correlation allowed in each cluster.") + parser.add_argument("--integrating_mode", type=str, required=True, help="Default value 0.8. Minimum correlation allowed in each cluster.") + parser.add_argument("--Bio", type=str, required=True, help="intensity mode. Default 'max' or 'ave'.") + parser.add_argument("--noits", type=int, required=True, help="Default value 1. Maximum difference in RT time between features in the same cluster.") + parser.add_argument("--burn", type=int, help="intensity mode. Default 'max' or 'ave'.") + parser.add_argument("--delta_bio", type=float, help="intensity mode. Default 'max' or 'ave'.") + parser.add_argument("--delta_add", type=float, help="intensity mode. Default 'max' or 'ave'.") + parser.add_argument("--all_out", type=str, help="intensity mode. Default 'max' or 'ave'.") + parser.add_argument("--zs", type=str, help="intensity mode. Default 'max' or 'ave'.") + parser.add_argument("--gibbs_out", type=str, help="intensity mode. Default 'max' or 'ave'.") + parser.add_argument("--annotations_out", type=str, required=True, help="a dataframe of clustered features.") + parser.add_argument("--zs_out", type=str, help="a dataframe of clustered features.") + args = parser.parse_args() + + df = pd.read_csv(args.MS1_table, keep_default_na=False) + df = df.replace('', None) + + annotations_df = pd.read_csv(args.annotations, keep_default_na=False) + annotations_df = annotations_df.replace('', None) + annotations = {} + keys = set(annotations_df["peak_id"]) + for i in keys: + annotations[i] = annotations_df[annotations_df["peak_id"] == i].drop('peak_id', axis=1) + + if args.zs: + zs = [] + with open(args.zs, 'r') as f: + for line in f: + zs.append(int(line.strip())) + else: + zs = None + + if args.integrating_mode == "adducts": + zs = ipa.Gibbs_sampler_add(df, annotations, noits=args.noits, burn=args.burn, delta_add=args.delta_add, all_out=args.all_out, zs=zs) + else: + Bio = pd.read_csv(args.Bio, keep_default_na=False) + if args.integrating_mode == "biochemical": + zs = ipa.Gibbs_sampler_bio(df, annotations, Bio=Bio, noits=args.noits, burn=burn, delta_bio=args.delta_bio, all_out=args.all_out, zs=zs) + else: + zs = ipa.Gibbs_sampler_bio_add(df, annotations, Bio=Bio, noits=args.noits, burn=burn, delta_bio=args.delta_bio, delta_add=args.delta_add, all_out=args.all_out, zs=zs) + + annotations_flat = pd.DataFrame() + for peak_id in annotations: + annotation = annotations[peak_id] + annotation["peak_id"] = peak_id + annotations_flat = pd.concat([annotations_flat, annotation]) + + annotations_flat.to_csv(args.annotations_out, index=False) + if args.gibbs_out: + with open(args.zs_out, 'w') as f: + for s in zs: + f.write(str(s) +"\n") + + +if __name__ == '__main__': + main(argv=sys.argv[1:]) \ No newline at end of file diff --git a/tools/ipapy2/ipapy2_gibbs_sampler.xml b/tools/ipapy2/ipapy2_gibbs_sampler.xml new file mode 100644 index 00000000..3b1cb460 --- /dev/null +++ b/tools/ipapy2/ipapy2_gibbs_sampler.xml @@ -0,0 +1,92 @@ + + + macros.xml + + + + ipapy2 + + + + + + + + + + + + + + + + + + + + + + + + + + + + + + + + + + + + + + options['gibbs_out'] + + + + + + + + + + + + + + + + \ No newline at end of file diff --git a/tools/ipapy2/ipapy2_isotope_patterns.xml b/tools/ipapy2/ipapy2_isotope_patterns.xml new file mode 100644 index 00000000..f70f0ffd --- /dev/null +++ b/tools/ipapy2/ipapy2_isotope_patterns.xml @@ -0,0 +1,61 @@ + + + macros.xml + + + + ipapy2 + + + + + + +@init_import@ + +ipa_dataframe = pd.read_csv('${isotope_input}') +ipa.map_isotope_patterns(ipa_dataframe, isoDiff=$isotope.isoDiff, ppm=$isotope.ppm, ionisation=int(${ionisation}), MinIsoRatio=$isotope.isotope_ratio) +ipa_dataframe.to_csv('${isotope_output}', index=False) + + + + + + +
+ + + Difference between isotopes of charge 1. + + + + Maximum ppm value allowed between 2 isotopes. Default value 100. + + + + mininum intensity ratio expressed (Default value 0.5%). + Only isotopes with intensity higher than MinIsoRatio% of the main isotope are considered + +
+
+ + + + + + + + + + + + + + + +
\ No newline at end of file diff --git a/tools/ipapy2/macros.xml b/tools/ipapy2/macros.xml new file mode 100644 index 00000000..16757906 --- /dev/null +++ b/tools/ipapy2/macros.xml @@ -0,0 +1,39 @@ + + 1.3.0 + + + + 10.1021/acs.analchem.9b02354 + 10.1093/bioinformatics/btad455 + + + + + + + + + + + + + list of possible connections between compounds defined as formulas. Only necessary if mode='connections'. + + + + + + + +import pandas as pd +from ipaPy2 import ipa + + + +annotations_flat = pd.DataFrame() +for peak_id in annotations: + annotation = annotations[peak_id] + annotation["peak_id"] = peak_id + annotations_flat = pd.concat([annotations_flat, annotation]) + + \ No newline at end of file diff --git a/tools/ipapy2/test-data/DB_MS1.csv b/tools/ipapy2/test-data/DB_MS1.csv new file mode 100644 index 00000000..fcc6d126 --- /dev/null +++ b/tools/ipapy2/test-data/DB_MS1.csv @@ -0,0 +1,54 @@ +id,name,formula,inchi,smiles,RT,adductsPos,adductsNeg,description,pk,MS2,reactions +C00079,L-Phenylalanine,C9H11NO2,"InChI=1S/C9H11NO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H,11,12)/t8-/m0/s1",,120;160,M+H;M+Na;M+2H;2M+H,M-H;2M-H;M-2H;3M-H,,1,UA005501_1,R00686 R00688 R00689 R00690 R00691 R00692 R00693 R00694;R00695 R00697 R00698 R00699 R01375 R01376 R01795 R03660;R06744 R07211 R08463 R08652 R08690 R09535 R09578 R09579;R10286 R10287 R10495 R10499 R10729 R11068 R11918 +C00082,L-Tyrosine,C9H11NO3,"InChI=1S/C9H11NO3/c10-8(9(12)13)5-6-1-3-7(11)4-2-6/h1-4,8,11H,5,10H2,(H,12,13)/t8-/m0/s1",,50;90,M+H;M+Na;M+2H;2M+H,M-H;2M-H;M-2H;3M-H,,1,UA005601_1,R00031 R00728 R00729 R00730 R00731 R00732 R00733 R00734;R00735 R00736 R00737 R00739 R01795 R01815 R02078 R02918;R03539 R04730 R05671 R06626 R06751 R07211 R07212 R08825;R09254 R09521 R09830 R10059 R10246 R10671 R10964 R10968;R11366 R11917 R12150 R12161 +C00114,Choline,C5H14NO,"InChI=1S/C5H14NO/c1-6(2,3)4-5-7/h7H,4-5H2,1-3H3/q+1",,,M+H;M+Na;M+2H;2M+H,M-H;2M-H;M-2H;3M-H,,1,,R01021 R01022 R01023 R01025 R01026 R01027 R01028 R01029;R01030 R01310 R02381 R02542 R03075 R05739 R05794 R06871;R07377 R07386 R07409 R08212 R08557 R08558 R10285 +C00123,L-Leucine,C6H13NO2,"InChI=1S/C6H13NO2/c1-4(2)3-5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t5-/m0/s1",,70;110,M+H;M+Na;M+2H;2M+H,M-H;2M-H;M-2H;3M-H,,1,,R01088 R01089 R01090 R01091 R02552 R03657 R08411 R08664;R10944 +C00148,L-Proline,C5H9NO2,"InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/t4-/m0/s1",,35;55,M+H;M+Na;M+2H;2M+H,M-H;2M-H;M-2H;3M-H,,1,EMBL-MCF_specxxxxx_7,R00135 R00671 R01246 R01248 R01249 R01251 R01252 R01253;R01255 R03661 R06746 R09572 R09650 R10507 R10661 R11594;R12056 +C00183,L-Valine,C5H11NO2,"InChI=1S/C5H11NO2/c1-3(2)4(6)5(7)8/h3-4H,6H2,1-2H3,(H,7,8)/t4-/m0/s1",,40;70,M+H;M+Na;M+2H;2M+H,M-H;2M-H;M-2H;3M-H,,1,EMBL-MCF_specxxxxxx_11,R01212 R01214 R01215 R01434 R01437 R02200 R03665 R04870;R08663 R10031 R10941 R10942 +C00407,L-Isoleucine,C6H13NO2,"InChI=1S/C6H13NO2/c1-3-4(2)5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t4-,5-/m0/s1",,,M+H;M+Na;M+2H;2M+H,M-H;2M-H;M-2H;3M-H,,1,EMBL-MCF_spec3xxxxx_2,R02196 R02197 R02199 R02200 R03656 R06726 R09344 R09403;R10027 R10723 R10943 R11078 R11723 +C00431,5-Aminopentanoate,C5H11NO2,"InChI=1S/C5H11NO2/c6-4-2-1-3-5(7)8/h1-4,6H2,(H,7,8)",,,M+H;M+Na;M+2H;2M+H,M-H;2M-H;M-2H;3M-H,,1,EMBL-MCF_spec128577_1,R02273 R02274 R02276 R02825 +C00719,Betaine,C5H11NO2,"InChI=1S/C5H11NO2/c1-6(2,3)4-5(7)8/h4H2,1-3H3",,,M+H;M+Na;M+2H;2M+H,M-H;2M-H;M-2H;3M-H,,1,EMBL-MCF_spec107xxx_1,R02565 R02566 R02821 R07228 R07244 R08211 R08212 R10061;R10062 +C00763,D-Proline,C5H9NO2,"InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/t4-/m1/s1",,,M+H;M+Na;M+2H;2M+H,M-H;2M-H;M-2H;3M-H,,1,,R01255 R02825 R02894 R02895 R09496 +C01570,D-Leucine,C6H13NO2,"InChI=1S/C6H13NO2/c1-4(2)3-5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t5-/m1/s1",,,M+H;M+Na;M+2H;2M+H,M-H;2M-H;M-2H;3M-H,,1,, +C01799,D-Norvaline,C5H11NO2,"InChI=1S/C5H11NO2/c1-2-3-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m1/s1",,,M+H;M+Na;M+2H;2M+H,M-H;2M-H;M-2H;3M-H,,1,, +C01826,L-Norvaline,C5H11NO2,"InChI=1S/C5H11NO2/c1-2-3-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m0/s1",,,M+H;M+Na;M+2H;2M+H,M-H;2M-H;M-2H;3M-H,,1,EMBL-MCF_specxxxxxx_35,R03732 +C01877,4-Oxoproline,C5H7NO3,"InChI=1S/C5H7NO3/c7-3-1-4(5(8)9)6-2-3/h4,6H,1-2H2,(H,8,9)/t4-/m0/s1",,,M+H;M+Na;M+2H;2M+H,M-H;2M-H;M-2H;3M-H,,1,,R03290 R03292 +C01879,5-Oxoproline,C5H7NO3,"InChI=1S/C5H7NO3/c7-4-2-1-3(6-4)5(8)9/h3H,1-2H2,(H,6,7)(H,8,9)/t3-/m0/s1",,50;90,M+H;M+Na;M+2H;2M+H,M-H;2M-H;M-2H;3M-H,,1,EMBL-MCF_spec38257_1,R00251 R02743 R03749 R08910 R11861 R11862 +C01933,L-Norleucine,C6H13NO2,"InChI=1S/C6H13NO2/c1-2-3-4-5(7)6(8)9/h5H,2-4,7H2,1H3,(H,8,9)/t5-/m0/s1",,,M+H;M+Na;M+2H;2M+H,M-H;2M-H;M-2H;3M-H,,1,EMBL-MCF_spec59716_1,R03053 +C01957,Secologanate,C16H22O10,"InChI=1S/C16H22O10/c1-2-7-8(3-4-17)9(14(22)23)6-24-15(7)26-16-13(21)12(20)11(19)10(5-18)25-16/h2,4,6-8,10-13,15-16,18-21H,1,3,5H2,(H,22,23)/t7-,8+,10-,11-,12+,13-,15+,16+/m1/s1",,,M+H;M+Na;M+2H;2M+H,M-H;2M-H;M-2H;3M-H,,1,,R05833 R05834 +C02237,5-Oxo-D-proline,C5H7NO3,"InChI=1S/C5H7NO3/c7-4-2-1-3(6-4)5(8)9/h3H,1-2H2,(H,6,7)(H,8,9)/t3-/m1/s1",,,M+H;M+Na;M+2H;2M+H,M-H;2M-H;M-2H;3M-H,,1,EMBL-MCF_spec36931_1,R01583 +C02265,D-Phenylalanine,C9H11NO2,"InChI=1S/C9H11NO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H,11,12)/t8-/m1/s1",,,M+H;M+Na;M+2H;2M+H,M-H;2M-H;M-2H;3M-H,,1,,R00686 R01374 R01582 R03903 +C02378,6-Aminohexanoate,C6H13NO2,"InChI=1S/C6H13NO2/c7-5-3-1-2-4-6(8)9/h1-5,7H2,(H,8,9)",,,M+H;M+Na;M+2H;2M+H,M-H;2M-H;M-2H;3M-H,,1,,R00059 R05356 R05507 R10975 +C02486,(3R)-beta-Leucine,C6H13NO2,"InChI=1S/C6H13NO2/c1-4(2)5(7)3-6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t5-/m1/s1",,,M+H;M+Na;M+2H;2M+H,M-H;2M-H;M-2H;3M-H,,1,,R01091 +C03263,Coproporphyrinogen III,C36H44N4O8,"InChI=1S/C36H44N4O8/c1-17-21(5-9-33(41)42)29-14-27-19(3)22(6-10-34(43)44)30(39-27)15-28-20(4)24(8-12-36(47)48)32(40-28)16-31-23(7-11-35(45)46)18(2)26(38-31)13-25(17)37-29/h37-40H,5-16H2,1-4H3,(H,41,42)(H,43,44)(H,45,46)(H,47,48)",,,M+H;M+Na;M+2H;2M+H,M-H;2M-H;M-2H;3M-H,,1,,R03197 R03220 R04178 R06895 +C03290,L-threo-3-Phenylserine,C9H11NO3,"InChI=1S/C9H11NO3/c10-7(9(12)13)8(11)6-4-2-1-3-5-6/h1-5,7-8,11H,10H2,(H,12,13)/t7-,8-/m0/s1",,,M+H;M+Na;M+2H;2M+H,M-H;2M-H;M-2H;3M-H,,1,,R01766 +C03571,2-Amino-2-methylbutanoate,C5H11NO2,,,,M+H;M+Na;M+2H;2M+H,M-H;2M-H;M-2H;3M-H,,1,, +C04281,L-1-Pyrroline-3-hydroxy-5-carboxylate,C5H7NO3,"InChI=1S/C5H7NO3/c7-3-1-4(5(8)9)6-2-3/h2-4,7H,1H2,(H,8,9)",,,M+H;M+Na;M+2H;2M+H,M-H;2M-H;M-2H;3M-H,,1,,R03291 R03293 R03295 R04443 R04444 R04445 +C04282,1-Pyrroline-4-hydroxy-2-carboxylate,C5H7NO3,"InChI=1S/C5H7NO3/c7-3-1-4(5(8)9)6-2-3/h3,7H,1-2H2,(H,8,9)",,,M+H;M+Na;M+2H;2M+H,M-H;2M-H;M-2H;3M-H,,1,,R02280 R04221 R04446 R04447 R11428 +C04368,3-Amino-3-(4-hydroxyphenyl)propanoate,C9H11NO3,"InChI=1S/C9H11NO3/c10-8(5-9(12)13)6-1-3-7(11)4-2-6/h1-4,8,11H,5,10H2,(H,12,13)",,,M+H;M+Na;M+2H;2M+H,M-H;2M-H;M-2H;3M-H,,1,,R00739 +C04498,p-Coumaroylagmatine,C14H20N4O2,"InChI=1S/C14H20N4O2/c15-14(16)18-10-2-1-9-17-13(20)8-5-11-3-6-12(19)7-4-11/h3-8,19H,1-2,9-10H2,(H,17,20)(H4,15,16,18)",,,M+H;M+Na;M+2H;2M+H,M-H;2M-H;M-2H;3M-H,,1,,R01617 +C05131,(1-Ribosylimidazole)-4-acetate,C10H14N2O6,"InChI=1S/C10H14N2O6/c13-3-6-8(16)9(17)10(18-6)12-2-5(11-4-12)1-7(14)15/h2,4,6,8-10,13,16-17H,1,3H2,(H,14,15)/t6-,8-,9-,10-/m1/s1",,,M+H;M+Na;M+2H;2M+H,M-H;2M-H;M-2H;3M-H,,1,,R04479 +C05768,Coproporphyrinogen I,C36H44N4O8,"InChI=1S/C36H44N4O8/c1-17-21(5-9-33(41)42)29-14-26-19(3)23(7-11-35(45)46)31(39-26)16-28-20(4)24(8-12-36(47)48)32(40-28)15-27-18(2)22(6-10-34(43)44)30(38-27)13-25(17)37-29/h37-40H,5-16H2,1-4H3,(H,41,42)(H,43,44)(H,45,46)(H,47,48)",,,M+H;M+Na;M+2H;2M+H,M-H;2M-H;M-2H;3M-H,,1,,R04972 R04973 +C06417,D-Valine,C5H11NO2,"InChI=1S/C5H11NO2/c1-3(2)4(6)5(7)8/h3-4H,6H2,1-2H3,(H,7,8)/t4-/m1/s1",,,M+H;M+Na;M+2H;2M+H,M-H;2M-H;M-2H;3M-H,,1,, +C06418,D-Isoleucine,C6H13NO2,"InChI=1S/C6H13NO2/c1-3-4(2)5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t4-,5-/m1/s1",,,M+H;M+Na;M+2H;2M+H,M-H;2M-H;M-2H;3M-H,,1,, +C06420,D-Tyrosine,C9H11NO3,"InChI=1S/C9H11NO3/c10-8(9(12)13)5-6-1-3-7(11)4-2-6/h1-4,8,11H,5,10H2,(H,12,13)/t8-/m1/s1",,,M+H;M+Na;M+2H;2M+H,M-H;2M-H;M-2H;3M-H,,1,, +C07457,Amyl nitrite,C5H11NO2,"InChI=1S/C5H11NO2/c1-5(2)3-4-8-6-7/h5H,3-4H2,1-2H3",,,M+H;M+Na;M+2H;2M+H,M-H;2M-H;M-2H;3M-H,,1,, +C08263,beta-Alaninebetaine,C6H13NO2,"InChI=1S/C6H13NO2/c1-7(2,3)5-4-6(8)9/h4-5H2,1-3H3",,,M+H;M+Na;M+2H;2M+H,M-H;2M-H;M-2H;3M-H,,1,, +C08307,Hordatine A,C28H38N8O4,"InChI=1S/C28H38N8O4/c29-27(30)35-15-3-1-13-33-23(38)12-6-18-5-11-22-21(17-18)24(25(40-22)19-7-9-20(37)10-8-19)26(39)34-14-2-4-16-36-28(31)32/h5-12,17,24-25,37H,1-4,13-16H2,(H,33,38)(H,34,39)(H4,29,30,35)(H4,31,32,36)/b12-6+/t24-,25+/m0/s1",,,M+H;M+Na;M+2H;2M+H,M-H;2M-H;M-2H;3M-H,,1,, +C09800,Swertiamarin,C16H22O10,"InChI=1S/C16H22O10/c1-2-7-14(24-6-8-13(21)23-4-3-16(7,8)22)26-15-12(20)11(19)10(18)9(5-17)25-15/h2,6-7,9-12,14-15,17-20,22H,1,3-5H2/t7-,9+,10+,11-,12+,14-,15-,16+/m0/s1",,,M+H;M+Na;M+2H;2M+H,M-H;2M-H;M-2H;3M-H,,1,VF-NPL-QEHF0132xx_2, +C11673,Geniposidic acid,C16H22O10,"InChI=1S/C16H22O10/c17-3-6-1-2-7-8(14(22)23)5-24-15(10(6)7)26-16-13(21)12(20)11(19)9(4-18)25-16/h1,5,7,9-13,15-21H,2-4H2,(H,22,23)/t7-,9-,10-,11-,12+,13-,15+,16+/m1/s1",,,M+H;M+Na;M+2H;2M+H,M-H;2M-H;M-2H;3M-H,,1,VF-NPL-QEHF00xxxx_74,R05899 R05900 +C15987,4-Methylaminobutyrate,C5H11NO2,"InChI=1S/C5H11NO2/c1-6-4-2-3-5(7)8/h6H,2-4H2,1H3,(H,7,8)",,,M+H;M+Na;M+2H;2M+H,M-H;2M-H;M-2H;3M-H,,1,,R07515 R10101 R10102 +C16589,2-Oxosuberate,C8H12O5,"InChI=1S/C8H12O5/c9-6(8(12)13)4-2-1-3-5-7(10)11/h1-5H2,(H,10,11)(H,12,13)",,,M+H;M+Na;M+2H;2M+H,M-H;2M-H;M-2H;3M-H,,1,,R08215 R08328 +C16647,"N,N-Diethylglycine",C6H13NO2,"InChI=1S/C6H13NO2/c1-3-7(4-2)5-6(8)9/h3-5H2,1-2H3,(H,8,9)",,,M+H;M+Na;M+2H;2M+H,M-H;2M-H;M-2H;3M-H,,1,,R08300 +C16744,Spongothymidine,C10H14N2O6,"InChI=1S/C10H14N2O6/c1-4-2-12(10(17)11-8(4)16)9-7(15)6(14)5(3-13)18-9/h2,5-7,9,13-15H,3H2,1H3,(H,11,16,17)/t5-,6-,7+,9-/m1/s1",,,M+H;M+Na;M+2H;2M+H,M-H;2M-H;M-2H;3M-H,,1,, +C16963,Gardoside,C16H22O10,"InChI=1S/C16H22O10/c1-5-8(18)2-6-7(14(22)23)4-24-15(10(5)6)26-16-13(21)12(20)11(19)9(3-17)25-16/h4,6,8-13,15-21H,1-3H2,(H,22,23)/t6-,8+,9-,10-,11-,12+,13-,15+,16+/m1/s1",,,M+H;M+Na;M+2H;2M+H,M-H;2M-H;M-2H;3M-H,,1,, +C18170,3-Acetamidopropanal,C5H9NO2,"InChI=1S/C5H9NO2/c1-5(8)6-3-2-4-7/h4H,2-3H2,1H3,(H,6,8)",,500;560,M+H;M+Na;M+2H;2M+H,M-H;2M-H;M-2H;3M-H,,1,,R03899 R09074 +C19579,gamma-Hydroxy-3-pyridinebutanoate,C9H11NO3,"InChI=1S/C9H11NO3/c11-8(3-4-9(12)13)7-2-1-5-10-6-7/h1-2,5-6,8,11H,3-4H2,(H,12,13)",,,M+H;M+Na;M+2H;2M+H,M-H;2M-H;M-2H;3M-H,,1,,R09439 R09440 +C19712,N-Hydroxy-L-phenylalanine,C9H11NO3,,,,M+H;M+Na;M+2H;2M+H,M-H;2M-H;M-2H;3M-H,,1,,R09579 R09580 +C20807,3-Hydroxy-L-phenylalanine,C9H11NO3,,,,M+H;M+Na;M+2H;2M+H,M-H;2M-H;M-2H;3M-H,,1,,R10729 +C21092,D-allo-Isoleucine,C6H13NO2,,,,M+H;M+Na;M+2H;2M+H,M-H;2M-H;M-2H;3M-H,,1,,R11078 +C21096,L-allo-Isoleucine,C6H13NO2,,,,M+H;M+Na;M+2H;2M+H,M-H;2M-H;M-2H;3M-H,,1,,R11084 +C21308,(S)-beta-Tyrosine,C9H11NO3,,,,M+H;M+Na;M+2H;2M+H,M-H;2M-H;M-2H;3M-H,,1,,R11366 R11367 +C21776,"2-({[(4-Methoxyphenyl)methyl](methyl)amino}methyl)-2-methylpropane-1,3-diol",C14H23NO3,,,,M+H;M+Na;M+2H;2M+H,M-H;2M-H;M-2H;3M-H,,1,,R11930 +C22140,L-gamma-Glutamyl-(3R)-L-beta-ethynylserine,C10H14N2O6,"InChI=1S/C10H14N2O6/c1-2-6(13)8(10(17)18)12-7(14)4-3-5(11)9(15)16/h1,5-6,8,13H,3-4,11H2,(H,12,14)(H,15,16)(H,17,18)/t5-,6+,8-/m0/s1",,,M+H;M+Na;M+2H;2M+H,M-H;2M-H;M-2H;3M-H,,1,, +C22141,L-beta-Ethynylserine,C5H7NO3,,,,M+H;M+Na;M+2H;2M+H,M-H;2M-H;M-2H;3M-H,,1,, \ No newline at end of file diff --git a/tools/ipapy2/test-data/DB_MS2.csv b/tools/ipapy2/test-data/DB_MS2.csv new file mode 100644 index 00000000..1c90706d --- /dev/null +++ b/tools/ipapy2/test-data/DB_MS2.csv @@ -0,0 +1,58 @@ +compound_id,id,name,formula,inchi,precursorType,instrument,collision.energy,spectrum +EMBL-MCF_specxxxxxx_11,EMBL-MCF_spec103039,L-valine,C5H11NO2,"InChI=1S/C5H11NO2/c1-3(2)4(6)5(7)8/h3-4H,6H2,1-2H3,(H,7,8)/t4-/m0/s1",M+H,Thermo Q-Exactive Plus,35,55.0550575256:5.821211 57.0581207275:0.385600 58.0658950806:0.630274 58.3495445251:0.071247 59.0498695374:0.090730 59.0736999512:0.785509 61.0785980225:0.079884 72.0618743896:0.101367 72.0815124512:100.000000 72.1020126343:0.141023 72.7540664673:0.351120 73.078453064:0.150122 73.084777832:1.597497 77.9532852173:0.072738 81.8233795166:0.070211 89.4410705566:0.064118 101.239570618:0.078913 102.874641418:0.069568 108.20274353:0.069630 110.192855835:0.067897 116.710952759:0.067270 118.012329102:0.098210 118.086357117:18.115100 119.058662415:0.069043 119.089767456:0.289129 121.381546021:0.067230 +EMBL-MCF_specxxxxxx_11,EMBL-MCF_spec353465,L-valine,C5H11NO2,"InChI=1S/C5H11NO2/c1-3(2)4(6)5(7)8/h3-4H,6H2,1-2H3,(H,7,8)/t4-/m0/s1",M+H,Thermo Q-Exactive Plus,30,49.5028053042:0.000000 49.5031356971:0.000000 49.5034660933:0.000000 55.0516490231:0.000000 55.0520364956:0.000000 55.0524239723:0.000000 55.0551364232:5.709279 55.057419621:0.000000 55.0578071549:0.000000 55.0581946929:0.000000 62.1242926283:0.000000 62.1247571195:0.000000 62.125221616:0.000000 62.1270796539:0.273043 62.128879724:0.000000 62.1293442673:0.000000 62.1298088159:0.000000 68.6293568384:0.000000 68.6298961632:0.000000 68.6304354943:0.000000 68.6336716146:0.819714 68.636343722:0.000000 68.6368831294:0.000000 68.6374225432:0.000000 72.0744414086:0.000000 72.0750218487:0.000000 72.0756022958:0.000000 72.0814071529:100.000000 72.0871348063:0.000000 72.0877154007:0.000000 72.0882960021:0.000000 72.0888766105:0.000000 80.1443393571:0.000000 80.1450199619:0.000000 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166.275717:0.015787 168.504123:0.009991 173.057559:1.488939 174.871096:0.010141 176.901335:0.009453 181.297463:0.012870 185.042253:9.842447 185.474603:0.010544 186.045554:0.523368 187.037096:0.099189 187.046941:0.013522 189.052500:0.566407 191.068007:5.490382 191.476312:0.009528 192.071443:0.315898 193.765375:0.008045 193.981171:0.011265 194.147508:0.010320 194.474274:0.013169 194.799229:0.009172 195.347832:0.012040 195.975324:0.008300 199.036764:0.821566 201.317046:0.011325 203.052757:22.941853 204.056264:1.340596 205.057124:0.022429 205.233506:0.012416 205.438961:0.008895 207.694602:0.009239 214.135249:0.472705 214.150572:0.581554 214.158911:0.243171 215.031129:0.019758 217.047313:56.494675 218.050615:5.568311 218.449517:0.013782 218.529464:0.009887 219.052344:0.156570 219.063139:0.093435 220.049475:0.007984 220.740085:0.011037 220.799164:0.013923 220.953104:0.009809 223.156045:0.011944 225.013449:0.123777 227.203378:0.013314 232.348619:0.010205 233.080647:0.046635 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380.614850:0.009496 381.111166:0.040709 384.289358:0.008632 385.446281:0.015544 393.180604:0.012903 395.095259:0.336929 395.214587:0.267849 395.276860:0.238701 395.329966:0.009458 395.718993:0.012720 396.098551:0.107313 396.215032:0.017813 396.279180:0.051409 396.420459:0.013508 396.456124:0.615285 397.110362:100.000000 397.328348:0.082588 397.460478:0.067228 398.114069:17.245999 399.115520:2.169378 399.237427:0.018381 399.308489:0.091705 407.706666:0.014675 412.213008:0.012903 420.492328:0.008902 423.736611:0.008678 +VF-NPL-QEHF00xxxx_74,VF-NPL-QEHF004766,geniposidic acid,C16H22O10,"InChI=1S/C16H22O10/c17-3-6-1-2-7-8(14(22)23)5-24-15(10(6)7)26-16-13(21)12(20)11(19)9(4-18)25-16/h1,5,7,9-13,15-21H,2-4H2,(H,22,23)/t7-,9-,10-,11-,12+,13-,15+,16+/m1/s1",M+Na,Thermo Q Exactive HF,45,50.291872:0.286642 50.314117:0.201290 50.398136:0.249564 50.492357:0.369435 53.170254:0.259153 53.370368:0.245939 53.650726:0.240439 53.698492:0.194736 54.079081:0.176968 54.891412:0.247836 55.169971:0.146144 55.175040:0.207370 55.535200:0.163422 55.871474:0.150468 55.948180:0.208020 56.786975:0.250736 56.789153:0.165745 56.840689:0.233261 56.999692:0.205207 57.023154:0.386090 57.901649:0.306412 59.372319:0.210937 59.482729:0.179738 59.512083:0.292642 60.098428:0.207790 60.224650:0.158187 62.592018:0.241034 63.182763:0.279826 63.968524:0.174817 63.978153:0.242757 65.578897:0.167431 65.862951:0.164734 66.172271:0.206285 66.497148:0.181390 67.417859:0.261016 67.451161:0.250370 68.164352:0.351772 68.695640:0.151692 68.769737:0.332967 69.467014:0.249851 69.472206:0.340743 69.600484:0.232716 69.625522:0.177480 72.286846:0.161405 74.189700:0.211735 74.655021:0.161203 76.644148:0.150363 76.866975:0.260727 76.933510:0.179055 78.165076:0.162678 78.326284:0.169020 79.046650:0.200234 79.634423:0.223137 80.594274:0.272387 80.805078:0.376070 81.212191:0.231139 81.612674:0.216578 82.294102:0.367751 82.787770:0.168332 83.410795:0.219953 84.273941:0.182591 84.341194:0.359709 84.491710:0.238774 85.903089:0.223054 87.044577:0.160708 88.135462:0.284434 88.457742:0.172124 89.071624:0.267222 89.139787:0.161803 89.800416:0.168891 90.385784:0.280926 92.167875:0.182210 93.227458:0.238081 94.778876:0.266937 94.961390:0.356821 95.821838:0.199585 96.513432:0.243565 97.365680:0.193648 98.512326:0.312426 99.319700:0.255776 99.868236:0.215864 101.892797:0.245441 103.047571:0.304010 103.629651:0.189124 107.666334:0.313207 108.385318:0.222987 111.317474:0.313506 114.340229:0.267391 124.156046:0.205840 125.145700:0.403305 129.986981:0.181408 134.647245:0.171597 136.118929:0.263443 136.910011:0.256345 137.254715:0.367531 139.238708:0.265295 139.601901:0.195750 140.482629:0.268871 141.822717:0.240219 145.884523:0.265776 146.194853:0.260012 147.475082:0.273864 149.847691:0.360324 153.053456:0.177009 154.377748:0.256716 160.400893:0.240087 163.433400:0.423656 164.489209:0.277363 164.919767:0.283087 165.450968:0.250227 166.966478:0.224161 169.547393:0.182828 172.255917:0.181271 172.378790:0.255947 173.111548:0.187819 174.004230:0.185994 174.405138:0.210461 175.108515:0.201604 175.392403:0.148499 185.042298:7.317323 187.933658:0.393195 187.999293:0.379400 188.510879:0.250342 188.567583:0.366181 191.068069:4.237766 194.581806:0.215519 199.569560:0.236290 203.052806:24.753241 211.561225:0.389750 213.336333:0.282184 213.586606:0.310044 214.129123:2.672888 214.140771:15.309772 214.152448:7.675977 217.047233:100.000000 218.050476:7.336331 220.546949:0.216157 221.642591:0.343324 227.530992:0.369664 228.407640:0.305072 235.057673:27.939273 240.703285:0.180326 247.030462:0.282121 250.137146:0.173584 252.027688:0.186223 254.994436:0.274720 255.388424:0.185409 256.745875:0.193152 258.998635:0.266829 266.079894:0.388279 267.654632:0.258125 277.315010:0.242886 284.256858:0.259531 285.270722:0.296414 285.379510:0.244385 285.794373:0.289093 286.236298:0.489816 302.569689:0.339617 306.336266:0.171525 307.815762:0.229954 314.349391:0.231322 322.852405:0.178844 337.789918:0.245006 345.687126:0.213045 348.261010:0.372142 351.235962:0.176416 353.311110:0.386310 353.901220:0.232376 354.005342:0.237542 354.245943:0.200864 355.737087:0.225153 360.498677:0.377551 361.602204:0.224303 363.035884:0.179501 367.552376:0.346432 376.102570:0.221369 379.100082:0.435652 381.009394:0.437594 392.316067:0.396484 396.457769:1.023933 397.110811:22.421118 398.114179:0.579765 404.037589:0.200769 410.381374:0.181189 413.533290:0.192424 +VF-NPL-QEHF00xxxx_74,VF-NPL-QEHF004767,geniposidic acid,C16H22O10,"InChI=1S/C16H22O10/c17-3-6-1-2-7-8(14(22)23)5-24-15(10(6)7)26-16-13(21)12(20)11(19)9(4-18)25-16/h1,5,7,9-13,15-21H,2-4H2,(H,22,23)/t7-,9-,10-,11-,12+,13-,15+,16+/m1/s1",M+Na,Thermo Q Exactive HF,65,50.077123:11.739013 50.739286:7.700284 50.875940:11.843003 51.088842:8.206889 52.382958:11.894099 53.135909:8.466632 53.386498:10.647062 53.542022:9.451332 54.399715:5.694740 54.869749:10.199048 55.055028:16.687354 55.349491:9.515127 55.471935:10.556077 55.519985:6.905906 55.823550:6.855604 57.031343:6.934465 57.033482:8.454007 57.160868:9.304306 57.440152:9.430346 57.452366:8.955852 57.999266:6.231617 58.267700:9.415246 58.646560:8.455486 58.745745:10.927879 59.361780:6.184569 59.751983:8.290914 59.817793:12.250856 60.253236:7.395868 60.258128:9.664340 60.472106:10.284882 60.517404:9.933435 60.519174:10.178908 60.806090:7.549789 60.987380:10.605467 61.881489:14.952185 62.084782:5.977544 62.153867:6.771435 62.330724:8.639680 62.665290:8.881693 63.137181:8.046755 63.481532:10.853617 64.102193:8.451505 64.137291:13.336507 64.560683:9.189229 64.872646:8.171569 65.176177:8.371698 65.180675:9.504529 65.363297:13.282645 65.410963:7.720390 65.647367:9.900097 65.745409:13.128358 66.057422:10.339161 66.207812:16.446935 66.214543:12.645515 66.984020:9.155342 67.146195:14.584399 67.553918:10.572850 67.606431:8.003985 67.895509:6.952498 68.951596:15.118580 69.034002:10.155396 69.768178:8.817668 69.801196:7.525686 70.804343:9.115211 70.806850:7.034606 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160.669591:0.137714 162.031083:0.178883 162.641467:0.204466 163.039640:0.251271 164.062201:0.187052 164.696491:0.202113 164.920891:1.452325 165.027920:0.156651 166.402278:0.161717 166.479502:0.254089 167.775718:0.166789 167.855358:0.139029 168.684793:0.179619 169.016972:0.087137 171.346612:0.162321 172.115381:6.703306 172.285392:0.232779 172.304537:0.244761 172.511569:0.189154 173.200624:0.133306 174.517897:0.168129 176.282580:0.153754 176.869967:0.273878 177.822839:0.229528 179.023076:0.083049 180.835069:0.181196 185.042193:15.127389 185.824375:0.160129 186.373784:0.165177 189.052259:100.000000 189.987052:0.173739 190.055718:6.596019 191.401939:0.210624 192.587426:0.151218 194.456623:0.172099 195.033346:0.112938 196.113902:0.165475 196.989758:0.264724 202.049128:0.234196 202.444974:0.180881 203.032022:0.250122 203.052588:18.512059 204.665251:0.126463 207.032911:1.532901 207.062844:10.602022 211.002756:0.253593 211.591307:0.176472 213.604543:0.243887 213.968580:11.870858 214.546562:0.233665 215.031393:2.396768 218.288723:0.195539 218.472263:0.199663 219.017959:0.145208 219.275079:0.136189 221.439379:0.164907 222.251257:0.236293 223.027993:0.245357 224.480967:0.265762 225.043415:1.244783 229.972724:1.225181 233.013200:0.085246 233.041937:29.779276 234.045260:1.071888 234.894534:0.166381 234.990406:0.234084 235.057816:11.954301 235.069991:0.143279 237.028376:0.726851 240.781133:0.183053 241.859196:0.206098 243.468273:0.213472 243.635596:0.212679 243.980676:0.180998 249.091018:0.259937 250.081151:93.640121 251.022544:0.713735 251.052798:13.947878 251.088662:34.551651 252.057851:0.262667 252.092473:0.344123 252.311143:0.191032 252.949275:0.085117 256.964587:0.189296 257.152028:0.247009 257.793467:0.236752 260.042360:0.244892 262.657527:0.247504 269.033151:7.051524 269.992979:0.177997 274.975117:3.110733 276.233132:0.181395 276.970884:0.344110 277.911138:0.563431 282.444325:0.067311 284.153536:1.863219 287.043710:9.547149 288.047781:0.096166 288.818942:0.061718 292.985531:1.268836 293.324991:0.261170 293.955496:0.214809 297.893215:0.154046 298.168588:0.288346 302.164655:0.516597 305.022338:0.210361 311.294339:0.484350 316.180292:0.077927 319.049192:0.067789 319.808851:0.144004 321.094357:2.719998 322.445246:0.195472 332.042200:0.189705 336.669472:0.236197 343.670675:0.189932 344.803583:0.271117 344.976580:3.874755 348.404375:0.232532 352.135184:0.253634 357.151950:5.372254 366.409399:2.564941 368.824009:0.159159 377.252554:0.283256 383.299784:0.227399 383.473793:0.140089 388.757239:0.166294 394.583375:0.237656 395.096069:0.082625 396.421256:0.267758 413.106462:8.024872 413.141904:22.436583 413.323373:2.421746 414.144763:1.963231 415.302534:0.424521 428.668762:0.201869 430.087806:0.249218 +VF-NPL-QEHF00xxxx_74,VF-NPL-QEHF004770,geniposidic acid,C16H22O10,"InChI=1S/C16H22O10/c17-3-6-1-2-7-8(14(22)23)5-24-15(10(6)7)26-16-13(21)12(20)11(19)9(4-18)25-16/h1,5,7,9-13,15-21H,2-4H2,(H,22,23)/t7-,9-,10-,11-,12+,13-,15+,16+/m1/s1",M+K,Thermo Q Exactive HF,65,50.276741:0.255358 50.459141:0.356575 50.685041:0.368993 50.766106:0.220287 51.404994:0.471769 51.549760:0.434605 51.581975:0.283760 51.944100:0.377404 51.985307:0.281515 53.039417:0.196696 53.153152:0.338117 53.178466:0.280809 53.233309:0.118447 53.604153:0.368695 54.062205:0.314036 54.089115:0.243396 54.124538:0.113106 54.255906:0.381666 54.709797:0.114057 54.996336:0.285882 55.018544:0.142792 55.055079:15.903550 55.080078:0.260784 56.050314:1.272417 56.107864:0.339084 56.471537:0.311536 56.965606:29.519084 57.034263:0.134122 57.070700:44.680009 57.746775:0.456824 58.065900:0.564637 58.596710:0.294830 58.707626:0.244022 58.893873:0.438600 59.052419:0.291594 59.061151:0.232915 59.297310:0.486948 59.372904:0.447847 59.479128:0.498587 59.536033:0.312137 59.744575:0.461134 59.792599:0.325119 59.810965:0.307541 59.831890:0.377474 59.991057:34.145702 60.009979:0.348537 60.045214:19.489689 60.259583:0.132196 60.647208:0.425507 61.011397:0.219838 61.210456:0.433814 62.019226:0.169081 62.200892:0.262650 62.222387:0.343558 62.898626:0.337428 63.354894:0.327731 63.540836:0.331808 63.998403:0.153891 64.084594:0.228877 64.619547:0.308951 64.929723:0.447095 65.091502:0.296172 65.883145:0.383198 65.909939:0.324458 67.055039:13.340413 67.102473:0.300202 68.364578:0.405951 68.822696:0.304155 69.034320:3.834076 69.070644:5.117378 69.345580:0.246647 70.065922:1.995227 70.140247:0.448193 70.855210:0.462146 71.050047:0.284667 71.086329:0.876508 71.513481:0.292265 72.081407:0.438528 72.539221:0.219851 72.799267:0.411087 73.047539:1.395743 73.660057:0.315553 74.641182:0.442670 76.076441:0.157823 76.982946:0.344134 77.574027:0.307297 77.696235:0.295970 77.840745:0.115301 78.047265:0.119819 78.295414:0.334981 78.829322:0.326895 79.021928:1.268475 79.054942:7.322220 79.118317:0.275871 79.146697:0.347367 79.253397:0.293428 79.301526:0.228502 80.595769:0.412421 80.948597:0.301716 81.017711:0.164205 81.034179:0.136173 81.070551:10.337726 82.405841:0.278172 83.049712:3.128559 83.086070:0.181267 83.205169:0.339194 83.225340:0.259255 83.457116:0.252076 83.862485:0.350374 84.053089:0.524319 84.081494:0.534419 84.960373:0.397197 85.028970:1.585206 85.040355:0.969726 85.435148:0.331504 86.253400:0.371619 86.794679:0.278410 87.587483:0.323095 88.022188:34.868911 88.076461:0.141876 90.075281:0.115031 90.346459:0.237128 90.493817:0.434106 90.676243:0.235034 91.054812:35.305517 91.057915:7.934511 91.573893:0.392895 93.070473:3.106890 93.426496:0.467686 93.470844:0.345101 94.282037:0.427077 94.608023:0.236928 94.958697:0.448782 95.049698:1.932730 95.086052:5.269640 96.735767:0.338619 96.878035:0.456343 97.040156:0.185691 98.975884:17.664323 98.979290:0.161990 99.031207:0.337493 99.286705:0.418949 100.671787:0.508804 100.676660:0.449723 101.621860:0.105612 102.012850:0.108306 102.575169:0.337093 103.027306:0.320985 103.054696:1.326360 103.679854:0.310306 103.703883:0.303326 104.062650:0.459084 104.239352:0.106660 105.045501:0.127036 105.070329:1.315734 107.049735:0.498335 107.085981:3.834686 109.065251:0.169183 110.044711:0.122008 110.966538:0.303027 111.338481:0.370566 112.039978:0.279761 112.740441:0.400727 113.384646:0.437027 113.751130:0.310185 114.452125:0.335372 115.908700:0.466424 115.993202:0.236828 116.053175:30.727849 116.057484:0.200932 116.986227:14.474533 117.070176:3.511933 117.632200:0.304651 118.815353:0.274342 119.049038:0.363527 119.085851:100.000000 121.065261:0.930724 124.103289:0.118014 125.151956:0.383798 125.757826:0.460405 128.985804:0.191309 129.330463:0.116642 130.109730:0.324299 133.090561:0.386941 134.924463:0.110108 134.996598:3.822936 135.639995:0.283638 138.666513:0.382313 138.907603:0.437033 139.958600:0.405770 142.455688:0.485917 144.587223:0.262181 146.007200:0.223530 146.931419:0.329025 146.996644:0.473221 147.974428:0.432032 148.352327:0.458772 149.010887:0.129092 149.721902:0.438587 151.006638:0.391513 153.007059:0.149685 153.812985:0.395654 155.281877:0.336087 156.571755:0.137121 156.825811:0.398671 158.771318:0.324473 158.939786:0.362168 159.433942:0.135909 161.345801:0.487204 162.991193:0.126685 163.135404:0.320237 164.183511:0.392976 164.690158:0.424252 167.071212:0.119514 168.145148:0.140822 168.855411:0.428176 168.863550:0.368322 169.017212:0.643131 169.256195:0.273221 169.290901:0.507894 170.885416:0.289557 171.375814:0.422638 172.740291:0.338089 175.036203:0.440694 176.406247:0.426842 179.520942:0.391107 179.806659:0.415399 181.000588:0.492177 182.458332:0.350897 183.643183:0.282169 183.878528:0.436233 185.651599:0.511884 186.969417:0.323153 187.027922:0.249803 189.022190:0.149189 189.052400:45.346141 190.055702:0.506076 192.895559:0.470542 194.829910:0.496816 195.032620:1.484533 195.418457:0.327841 197.011521:0.138441 198.754601:0.362625 200.687228:0.292219 202.491967:0.394495 205.017303:0.131164 206.615397:0.123851 206.636102:0.347895 207.033346:1.915223 214.096997:0.242508 214.338714:0.369374 220.153339:1.871714 220.165261:3.131854 220.177701:2.896187 220.931408:0.346184 221.748675:0.341517 222.674827:0.272620 223.027797:1.238634 224.306693:0.597786 225.043582:0.683790 228.162873:0.410163 228.555831:0.353091 230.465034:0.269052 230.803764:0.120857 231.301548:0.440286 231.434123:0.463520 233.186431:0.436834 234.899404:0.258559 235.057824:0.897366 235.900021:0.198647 236.531987:0.335838 239.604297:0.444043 240.841785:0.112790 246.137496:0.123134 247.990561:0.507728 248.642557:0.122545 248.813610:0.386273 251.022927:0.518986 252.950138:0.290585 253.458076:0.443658 254.197571:0.303057 261.927991:0.290871 262.106333:0.316075 265.950936:0.381593 269.033009:1.112565 270.523516:0.265610 272.622472:0.355931 272.896050:0.569295 273.046806:0.133809 274.162227:0.355227 281.322415:0.280197 284.154118:0.204496 284.508672:0.381424 287.043896:1.082642 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370.793868:0.027413 372.061941:0.018111 376.553722:0.025230 379.748082:0.031845 381.696889:0.025008 386.356340:0.032556 400.291999:0.025033 407.061422:0.015129 412.917847:0.018043 417.254447:0.022689 \ No newline at end of file diff --git a/tools/ipapy2/test-data/MS1_annotations.csv b/tools/ipapy2/test-data/MS1_annotations.csv new file mode 100644 index 00000000..b30dcb27 --- /dev/null +++ b/tools/ipapy2/test-data/MS1_annotations.csv @@ -0,0 +1,158 @@ +id,name,formula,adduct,m/z,charge,RT range,ppm,isotope pattern score,fragmentation pattern score,prior,post,peak_id +C00148,L-Proline,C5H10NO2,M+H,116.07060453364,1,35;55,-0.5232473824191379,,,0.3180838666706876,,1 +C00763,D-Proline,C5H10NO2,M+H,116.07060453364,1,,-0.5232473824191379,,,0.3180838666706876,,1 +C18170,3-Acetamidopropanal,C5H10NO2,M+H,116.07060453364,1,500;560,-0.5232473824191379,,,0.3180838666706876,,1 +Unknown,Unknown,,,,,,3.0,,,0.04574839998793704,,1 +C00148,L-Proline,C10H19N2O4,2M+H,231.13393306728,1,35;55,-1.1247473555160623,,,0.3145378636708285,,501 +C00763,D-Proline,C10H19N2O4,2M+H,231.13393306728,1,,-1.1247473555160623,,,0.3145378636708285,,501 +C18170,3-Acetamidopropanal,C10H19N2O4,2M+H,231.13393306728,1,500;560,-1.1247473555160623,,,0.3145378636708285,,501 +Unknown,Unknown,,,,,,3.0,,,0.05638640898751447,,501 +Unknown,Unknown,,,,,,3.0,,,1,1,2 +Unknown,Unknown,,,,,,3.0,,,1,1,2407 +C00183,L-Valine,C5H12NO2,M+H,118.0862545981,1,40;70,-2.171278112469359,,,0.10654352762185178,,3 +C00431,5-Aminopentanoate,C5H12NO2,M+H,118.0862545981,1,,-2.171278112469359,,,0.10654352762185178,,3 +C00719,Betaine,C5H12NO2,M+H,118.0862545981,1,,-2.171278112469359,,,0.10654352762185178,,3 +C01799,D-Norvaline,C5H12NO2,M+H,118.0862545981,1,,-2.171278112469359,,,0.10654352762185178,,3 +C01826,L-Norvaline,C5H12NO2,M+H,118.0862545981,1,,-2.171278112469359,,,0.10654352762185178,,3 +C03571,2-Amino-2-methylbutanoate,C5H12NO2,M+H,118.0862545981,1,,-2.171278112469359,,,0.10654352762185178,,3 +C06417,D-Valine,C5H12NO2,M+H,118.0862545981,1,,-2.171278112469359,,,0.10654352762185178,,3 +C07457,Amyl nitrite,C5H12NO2,M+H,118.0862545981,1,,-2.171278112469359,,,0.10654352762185178,,3 +C15987,4-Methylaminobutyrate,C5H12NO2,M+H,118.0862545981,1,,-2.171278112469359,,,0.10654352762185178,,3 +Unknown,Unknown,,,,,,3.0,,,0.0411082514033339,,3 +Unknown,Unknown,,,,,,3.0,,,1,1,2015 +C00079,L-Phenylalanine,C9H12NO2,M+H,166.08625459809997,1,120;160,-1.2505435832647704,,,0.45629284154229943,,4 +C02265,D-Phenylalanine,C9H12NO2,M+H,166.08625459809997,1,,-1.2505435832647704,,,0.45629284154229943,,4 +Unknown,Unknown,,,,,,3.0,,,0.08741431691540112,,4 +C00079,L-Phenylalanine,C18H23N2O4,2M+H,331.16523319619995,1,120;160,-0.9418144439136233,,,0.2401062666341187,,999 +C02265,D-Phenylalanine,C18H23N2O4,2M+H,331.16523319619995,1,,-0.9418144439136233,,,0.2401062666341187,,999 +C03263,Coproporphyrinogen III,C36H46N4O8,M+2H,331.16523319619995,2,,-0.9418144439136233,,,0.2401062666341187,,999 +C05768,Coproporphyrinogen I,C36H46N4O8,M+2H,331.16523319619995,2,,-0.9418144439136233,,,0.2401062666341187,,999 +Unknown,Unknown,,,,,,3.0,,,0.039574933463525246,,999 +Unknown,Unknown,,,,,,3.0,,,1,1,2582 +Unknown,Unknown,,,,,,3.0,,,1,1,2954 +C01957,Secologanate,C16H24O10,M+2H,188.06792445238,2,,-0.7441586885047832,,,0.20278817257702714,0.19886533035876497,4398 +C09800,Swertiamarin,C16H24O10,M+2H,188.06792445238,2,,-0.7441586885047832,,,0.20278817257702714,0.19886533035876497,4398 +C11673,Geniposidic acid,C16H24O10,M+2H,188.06792445238,2,,-0.7441586885047832,,,0.20278817257702714,0.19886533035876497,4398 +C16963,Gardoside,C16H24O10,M+2H,188.06792445238,2,,-0.7441586885047832,,,0.20278817257702714,0.19886533035876497,4398 +C00079,L-Phenylalanine,C9H11NNaO2,M+Na,188.06819659809997,1,120;160,-2.1912163111045255,,,0.07890449705205307,0.09672265814151781,4398 +C02265,D-Phenylalanine,C9H11NNaO2,M+Na,188.06819659809997,1,,-2.1912163111045255,,,0.07890449705205307,0.07737812651321427,4398 +Unknown,Unknown,,,,,,3.0,,,0.031038315587785262,0.03043789391020809,4398 +C00123,L-Leucine,C6H14NO2,M+H,132.10190466256,1,70;110,-1.2116597442118062,,,0.08938513749355873,,5 +C00407,L-Isoleucine,C6H14NO2,M+H,132.10190466256,1,,-1.2116597442118062,,,0.08938513749355873,,5 +C01570,D-Leucine,C6H14NO2,M+H,132.10190466256,1,,-1.2116597442118062,,,0.08938513749355873,,5 +C01933,L-Norleucine,C6H14NO2,M+H,132.10190466256,1,,-1.2116597442118062,,,0.08938513749355873,,5 +C02378,6-Aminohexanoate,C6H14NO2,M+H,132.10190466256,1,,-1.2116597442118062,,,0.08938513749355873,,5 +C02486,(3R)-beta-Leucine,C6H14NO2,M+H,132.10190466256,1,,-1.2116597442118062,,,0.08938513749355873,,5 +C06418,D-Isoleucine,C6H14NO2,M+H,132.10190466256,1,,-1.2116597442118062,,,0.08938513749355873,,5 +C08263,beta-Alaninebetaine,C6H14NO2,M+H,132.10190466256,1,,-1.2116597442118062,,,0.08938513749355873,,5 +C16647,"N,N-Diethylglycine",C6H14NO2,M+H,132.10190466256,1,,-1.2116597442118062,,,0.08938513749355873,,5 +C21092,D-allo-Isoleucine,C6H14NO2,M+H,132.10190466256,1,,-1.2116597442118062,,,0.08938513749355873,,5 +C21096,L-allo-Isoleucine,C6H14NO2,M+H,132.10190466256,1,,-1.2116597442118062,,,0.08938513749355873,,5 +Unknown,Unknown,,,,,,3.0,,,0.016763487570854132,,5 +Unknown,Unknown,,,,,,3.0,,,1,1,2169 +C00123,L-Leucine,C12H27N2O4,2M+H,263.19653332512,1,70;110,-0.6839950273744673,,,0.08968478708873068,0.10964755446662842,2262 +C00407,L-Isoleucine,C12H27N2O4,2M+H,263.19653332512,1,,-0.6839950273744673,,,0.08968478708873068,0.08771804357330275,2262 +C01570,D-Leucine,C12H27N2O4,2M+H,263.19653332512,1,,-0.6839950273744673,,,0.08968478708873068,0.08771804357330275,2262 +C01933,L-Norleucine,C12H27N2O4,2M+H,263.19653332512,1,,-0.6839950273744673,,,0.08968478708873068,0.08771804357330275,2262 +C02378,6-Aminohexanoate,C12H27N2O4,2M+H,263.19653332512,1,,-0.6839950273744673,,,0.08968478708873068,0.08771804357330275,2262 +C02486,(3R)-beta-Leucine,C12H27N2O4,2M+H,263.19653332512,1,,-0.6839950273744673,,,0.08968478708873068,0.08771804357330275,2262 +C06418,D-Isoleucine,C12H27N2O4,2M+H,263.19653332512,1,,-0.6839950273744673,,,0.08968478708873068,0.08771804357330275,2262 +C08263,beta-Alaninebetaine,C12H27N2O4,2M+H,263.19653332512,1,,-0.6839950273744673,,,0.08968478708873068,0.08771804357330275,2262 +C16647,"N,N-Diethylglycine",C12H27N2O4,2M+H,263.19653332512,1,,-0.6839950273744673,,,0.08968478708873068,0.08771804357330275,2262 +C21092,D-allo-Isoleucine,C12H27N2O4,2M+H,263.19653332512,1,,-0.6839950273744673,,,0.08968478708873068,0.08771804357330275,2262 +C21096,L-allo-Isoleucine,C12H27N2O4,2M+H,263.19653332512,1,,-0.6839950273744673,,,0.08968478708873068,0.08771804357330275,2262 +Unknown,Unknown,,,,,,3.0,,,0.01346734202396253,0.013172009800343899,2262 +C01877,4-Oxoproline,C5H8NO3,M+H,130.04986908874997,1,,-1.0894955217565612,,,0.10897775351467592,,6 +C01879,5-Oxoproline,C5H8NO3,M+H,130.04986908874997,1,50;90,-1.0894955217565612,,,0.10897775351467592,,6 +C02237,5-Oxo-D-proline,C5H8NO3,M+H,130.04986908874997,1,,-1.0894955217565612,,,0.10897775351467592,,6 +C04281,L-1-Pyrroline-3-hydroxy-5-carboxylate,C5H8NO3,M+H,130.04986908874997,1,,-1.0894955217565612,,,0.10897775351467592,,6 +C04282,1-Pyrroline-4-hydroxy-2-carboxylate,C5H8NO3,M+H,130.04986908874997,1,,-1.0894955217565612,,,0.10897775351467592,,6 +C05131,(1-Ribosylimidazole)-4-acetate,C10H16N2O6,M+2H,130.04986908874997,2,,-1.0894955217565612,,,0.10897775351467592,,6 +C16744,Spongothymidine,C10H16N2O6,M+2H,130.04986908874997,2,,-1.0894955217565612,,,0.10897775351467592,,6 +C22140,L-gamma-Glutamyl-(3R)-L-beta-ethynylserine,C10H16N2O6,M+2H,130.04986908874997,2,,-1.0894955217565612,,,0.10897775351467592,,6 +C22141,L-beta-Ethynylserine,C5H8NO3,M+H,130.04986908874997,1,,-1.0894955217565612,,,0.10897775351467592,,6 +Unknown,Unknown,,,,,,3.0,,,0.019200218367916987,,6 +C01877,4-Oxoproline,C10H15N2O6,2M+H,259.09246217749995,1,,-0.5572431507691273,,,0.10934932622184204,,33 +C01879,5-Oxoproline,C10H15N2O6,2M+H,259.09246217749995,1,50;90,-0.5572431507691273,,,0.10934932622184204,,33 +C02237,5-Oxo-D-proline,C10H15N2O6,2M+H,259.09246217749995,1,,-0.5572431507691273,,,0.10934932622184204,,33 +C04281,L-1-Pyrroline-3-hydroxy-5-carboxylate,C10H15N2O6,2M+H,259.09246217749995,1,,-0.5572431507691273,,,0.10934932622184204,,33 +C04282,1-Pyrroline-4-hydroxy-2-carboxylate,C10H15N2O6,2M+H,259.09246217749995,1,,-0.5572431507691273,,,0.10934932622184204,,33 +C05131,(1-Ribosylimidazole)-4-acetate,C10H15N2O6,M+H,259.09246217749995,1,,-0.5572431507691273,,,0.10934932622184204,,33 +C16744,Spongothymidine,C10H15N2O6,M+H,259.09246217749995,1,,-0.5572431507691273,,,0.10934932622184204,,33 +C22140,L-gamma-Glutamyl-(3R)-L-beta-ethynylserine,C10H15N2O6,M+H,259.09246217749995,1,,-0.5572431507691273,,,0.10934932622184204,,33 +C22141,L-beta-Ethynylserine,C10H15N2O6,2M+H,259.09246217749995,1,,-0.5572431507691273,,,0.10934932622184204,,33 +Unknown,Unknown,,,,,,3.0,,,0.01585606400342151,,33 +C00183,L-Valine,C5H12NO2,M+H,118.0862545981,1,40;70,-1.4319880038362247,,,0.10853687713038368,,8 +C00431,5-Aminopentanoate,C5H12NO2,M+H,118.0862545981,1,,-1.4319880038362247,,,0.10853687713038368,,8 +C00719,Betaine,C5H12NO2,M+H,118.0862545981,1,,-1.4319880038362247,,,0.10853687713038368,,8 +C01799,D-Norvaline,C5H12NO2,M+H,118.0862545981,1,,-1.4319880038362247,,,0.10853687713038368,,8 +C01826,L-Norvaline,C5H12NO2,M+H,118.0862545981,1,,-1.4319880038362247,,,0.10853687713038368,,8 +C03571,2-Amino-2-methylbutanoate,C5H12NO2,M+H,118.0862545981,1,,-1.4319880038362247,,,0.10853687713038368,,8 +C06417,D-Valine,C5H12NO2,M+H,118.0862545981,1,,-1.4319880038362247,,,0.10853687713038368,,8 +C07457,Amyl nitrite,C5H12NO2,M+H,118.0862545981,1,,-1.4319880038362247,,,0.10853687713038368,,8 +C15987,4-Methylaminobutyrate,C5H12NO2,M+H,118.0862545981,1,,-1.4319880038362247,,,0.10853687713038368,,8 +Unknown,Unknown,,,,,,3.0,,,0.02316810582654676,,8 +Unknown,Unknown,,,,,,3.0,,,1,1,3044 +C08307,Hordatine A,C28H40N8O4,M+2H,276.15807686923,2,,-0.6031662439992381,,,0.8001426388917695,,9 +C21776,"2-({[(4-Methoxyphenyl)methyl](methyl)amino}methyl)-2-methylpropane-1,3-diol",C14H23NNaO3,M+Na,276.15701160443,1,,3.2542920594118643,,,0.08245153058258288,,9 +Unknown,Unknown,,,,,,3.0,,,0.11740583052564758,,9 +C08307,Hordatine A,C28H39N8O4,M+H,551.3088777384601,1,,-1.0501163385127417,,,0.8525755147970528,0.8525755147970528,1330 +Unknown,Unknown,,,,,,3.0,,,0.1474244852029472,0.1474244852029472,1330 +C00082,L-Tyrosine,C9H12NO3,M+H,182.08116921767,1,50;90,-1.127066960830867,,,0.12225722517881775,,10 +C03290,L-threo-3-Phenylserine,C9H12NO3,M+H,182.08116921767,1,,-1.127066960830867,,,0.12225722517881775,,10 +C04368,3-Amino-3-(4-hydroxyphenyl)propanoate,C9H12NO3,M+H,182.08116921767,1,,-1.127066960830867,,,0.12225722517881775,,10 +C06420,D-Tyrosine,C9H12NO3,M+H,182.08116921767,1,,-1.127066960830867,,,0.12225722517881775,,10 +C19579,gamma-Hydroxy-3-pyridinebutanoate,C9H12NO3,M+H,182.08116921767,1,,-1.127066960830867,,,0.12225722517881775,,10 +C19712,N-Hydroxy-L-phenylalanine,C9H12NO3,M+H,182.08116921767,1,,-1.127066960830867,,,0.12225722517881775,,10 +C20807,3-Hydroxy-L-phenylalanine,C9H12NO3,M+H,182.08116921767,1,,-1.127066960830867,,,0.12225722517881775,,10 +C21308,(S)-beta-Tyrosine,C9H12NO3,M+H,182.08116921767,1,,-1.127066960830867,,,0.12225722517881775,,10 +Unknown,Unknown,,,,,,3.0,,,0.021942198569457998,,10 +C00123,L-Leucine,C6H14NO2,M+H,132.10190466256,1,70;110,-1.1934919516598708,,,0.08939961938581567,,19 +C00407,L-Isoleucine,C6H14NO2,M+H,132.10190466256,1,,-1.1934919516598708,,,0.08939961938581567,,19 +C01570,D-Leucine,C6H14NO2,M+H,132.10190466256,1,,-1.1934919516598708,,,0.08939961938581567,,19 +C01933,L-Norleucine,C6H14NO2,M+H,132.10190466256,1,,-1.1934919516598708,,,0.08939961938581567,,19 +C02378,6-Aminohexanoate,C6H14NO2,M+H,132.10190466256,1,,-1.1934919516598708,,,0.08939961938581567,,19 +C02486,(3R)-beta-Leucine,C6H14NO2,M+H,132.10190466256,1,,-1.1934919516598708,,,0.08939961938581567,,19 +C06418,D-Isoleucine,C6H14NO2,M+H,132.10190466256,1,,-1.1934919516598708,,,0.08939961938581567,,19 +C08263,beta-Alaninebetaine,C6H14NO2,M+H,132.10190466256,1,,-1.1934919516598708,,,0.08939961938581567,,19 +C16647,"N,N-Diethylglycine",C6H14NO2,M+H,132.10190466256,1,,-1.1934919516598708,,,0.08939961938581567,,19 +C21092,D-allo-Isoleucine,C6H14NO2,M+H,132.10190466256,1,,-1.1934919516598708,,,0.08939961938581567,,19 +C21096,L-allo-Isoleucine,C6H14NO2,M+H,132.10190466256,1,,-1.1934919516598708,,,0.08939961938581567,,19 +Unknown,Unknown,,,,,,3.0,,,0.01660418675602744,,19 +C00763,D-Proline,C5H10NO2,M+H,116.07060453364,1,,-0.7084794667090921,,,0.31732884449735516,0.4648341180662727,90 +C00148,L-Proline,C5H10NO2,M+H,116.07060453364,1,35;55,-0.7084794667090921,,,0.31732884449735516,0.23241705903313634,90 +C18170,3-Acetamidopropanal,C5H10NO2,M+H,116.07060453364,1,500;560,-0.7084794667090921,,,0.31732884449735516,0.23241705903313634,90 +Unknown,Unknown,,,,,,3.0,,,0.048013466507934414,0.07033176386745463,90 +C00183,L-Valine,C5H12NO2,M+H,118.0862545981,1,40;70,-1.168621195337573,,,0.10889306818646385,0.13250900714547656,598 +C00431,5-Aminopentanoate,C5H12NO2,M+H,118.0862545981,1,,-1.168621195337573,,,0.10889306818646385,0.10600720571638125,598 +C00719,Betaine,C5H12NO2,M+H,118.0862545981,1,,-1.168621195337573,,,0.10889306818646385,0.10600720571638125,598 +C01799,D-Norvaline,C5H12NO2,M+H,118.0862545981,1,,-1.168621195337573,,,0.10889306818646385,0.10600720571638125,598 +C01826,L-Norvaline,C5H12NO2,M+H,118.0862545981,1,,-1.168621195337573,,,0.10889306818646385,0.10600720571638125,598 +C03571,2-Amino-2-methylbutanoate,C5H12NO2,M+H,118.0862545981,1,,-1.168621195337573,,,0.10889306818646385,0.10600720571638125,598 +C06417,D-Valine,C5H12NO2,M+H,118.0862545981,1,,-1.168621195337573,,,0.10889306818646385,0.10600720571638125,598 +C07457,Amyl nitrite,C5H12NO2,M+H,118.0862545981,1,,-1.168621195337573,,,0.10889306818646385,0.10600720571638125,598 +C15987,4-Methylaminobutyrate,C5H12NO2,M+H,118.0862545981,1,,-1.168621195337573,,,0.10889306818646385,0.10600720571638125,598 +Unknown,Unknown,,,,,,3.0,,,0.019962386321825242,0.01943334712347334,598 +C00763,D-Proline,C5H10NO2,M+H,116.07060453364,1,,-0.6585098810914435,,,0.31755854037471093,0.4653271513560653,992 +C00148,L-Proline,C5H10NO2,M+H,116.07060453364,1,35;55,-0.6585098810914435,,,0.31755854037471093,0.23266357567803264,992 +C18170,3-Acetamidopropanal,C5H10NO2,M+H,116.07060453364,1,500;560,-0.6585098810914435,,,0.31755854037471093,0.23266357567803264,992 +Unknown,Unknown,,,,,,3.0,,,0.04732437887586711,0.06934569728786952,992 +Unknown,Unknown,,,,,,3.0,,,1,1,2759 +C02265,D-Phenylalanine,C9H12NO2,M+H,166.08625459809997,1,,-0.8260653495714844,,,0.46350041197047365,0.6033199300299021,3460 +C00079,L-Phenylalanine,C9H12NO2,M+H,166.08625459809997,1,120;160,-0.8260653495714844,,,0.46350041197047365,0.30165996501495107,3460 +Unknown,Unknown,,,,,,3.0,,,0.07299917605905273,0.09502010495514683,3460 +C02265,D-Phenylalanine,C9H12NO2,M+H,166.08625459809997,1,,-0.9440763195286457,,,0.46189826833360753,0.6006082157298959,3512 +C00079,L-Phenylalanine,C9H12NO2,M+H,166.08625459809997,1,120;160,-0.9440763195286457,,,0.46189826833360753,0.30030410786494793,3512 +Unknown,Unknown,,,,,,3.0,,,0.07620346333278501,0.09908767640515627,3512 +C00082,L-Tyrosine,C18H23N2O6,2M+H,363.15506243534,1,50;90,-0.7813063051271507,,,0.12262419566264932,0.1487210449495498,3849 +C03290,L-threo-3-Phenylserine,C18H23N2O6,2M+H,363.15506243534,1,,-0.7813063051271507,,,0.12262419566264932,0.11897683595963984,3849 +C04368,3-Amino-3-(4-hydroxyphenyl)propanoate,C18H23N2O6,2M+H,363.15506243534,1,,-0.7813063051271507,,,0.12262419566264932,0.11897683595963984,3849 +C06420,D-Tyrosine,C18H23N2O6,2M+H,363.15506243534,1,,-0.7813063051271507,,,0.12262419566264932,0.11897683595963984,3849 +C19579,gamma-Hydroxy-3-pyridinebutanoate,C18H23N2O6,2M+H,363.15506243534,1,,-0.7813063051271507,,,0.12262419566264932,0.11897683595963984,3849 +C19712,N-Hydroxy-L-phenylalanine,C18H23N2O6,2M+H,363.15506243534,1,,-0.7813063051271507,,,0.12262419566264932,0.11897683595963984,3849 +C20807,3-Hydroxy-L-phenylalanine,C18H23N2O6,2M+H,363.15506243534,1,,-0.7813063051271507,,,0.12262419566264932,0.11897683595963984,3849 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+C00079,L-Phenylalanine,M+H,C9H12NO2,1,166.08625459809997,120;160,1,UA005501_1 +C00079,L-Phenylalanine,M+Na,C9H11NNaO2,1,188.06819659809997,120;160,1,UA005501_1 +C00079,L-Phenylalanine,M+2H,C9H13NO2,2,83.54676529905,120;160,1,UA005501_1 +C00079,L-Phenylalanine,2M+H,C18H23N2O4,1,331.16523319619995,120;160,1,UA005501_1 +C00082,L-Tyrosine,M+H,C9H12NO3,1,182.08116921766998,50;90,1,UA005601_1 +C00082,L-Tyrosine,M+Na,C9H11NNaO3,1,204.06311121766998,50;90,1,UA005601_1 +C00082,L-Tyrosine,M+2H,C9H13NO3,2,91.544222608835,50;90,1,UA005601_1 +C00082,L-Tyrosine,2M+H,C18H23N2O6,1,363.15506243533997,50;90,1,UA005601_1 +C00114,Choline,M+H,C5H15NO,1,105.11481507522001,,1, +C00114,Choline,M+Na,C5H14NNaO,1,127.09675707522001,,1, +C00114,Choline,M+2H,C5H16NO,2,53.06104553761,,1, +C00114,Choline,2M+H,C10H29N2O2,1,209.22235415044,,1, +C00123,L-Leucine,M+H,C6H14NO2,1,132.10190466256,70;110,1, +C00123,L-Leucine,M+Na,C6H13NNaO2,1,154.08384666256,70;110,1, 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+C00763,D-Proline,2M+H,C10H19N2O4,1,231.13393306728,,1, +C01570,D-Leucine,M+H,C6H14NO2,1,132.10190466256,,1, +C01570,D-Leucine,M+Na,C6H13NNaO2,1,154.08384666256,,1, +C01570,D-Leucine,M+2H,C6H15NO2,2,66.55459033128001,,1, +C01570,D-Leucine,2M+H,C12H27N2O4,1,263.19653332512,,1, +C01799,D-Norvaline,M+H,C5H12NO2,1,118.0862545981,,1, +C01799,D-Norvaline,M+Na,C5H11NNaO2,1,140.0681965981,,1, +C01799,D-Norvaline,M+2H,C5H13NO2,2,59.546765299049994,,1, +C01799,D-Norvaline,2M+H,C10H23N2O4,1,235.16523319619998,,1, +C01826,L-Norvaline,M+H,C5H12NO2,1,118.0862545981,,1,EMBL-MCF_specxxxxxx_35 +C01826,L-Norvaline,M+Na,C5H11NNaO2,1,140.0681965981,,1,EMBL-MCF_specxxxxxx_35 +C01826,L-Norvaline,M+2H,C5H13NO2,2,59.546765299049994,,1,EMBL-MCF_specxxxxxx_35 +C01826,L-Norvaline,2M+H,C10H23N2O4,1,235.16523319619998,,1,EMBL-MCF_specxxxxxx_35 +C01877,4-Oxoproline,M+H,C5H8NO3,1,130.04986908874997,,1, +C01877,4-Oxoproline,M+Na,C5H7NNaO3,1,152.03181108874998,,1, +C01877,4-Oxoproline,M+2H,C5H9NO3,2,65.528572544375,,1, +C01877,4-Oxoproline,2M+H,C10H15N2O6,1,259.09246217749995,,1, +C01879,5-Oxoproline,M+H,C5H8NO3,1,130.04986908874997,50;90,1,EMBL-MCF_spec38257_1 +C01879,5-Oxoproline,M+Na,C5H7NNaO3,1,152.03181108874998,50;90,1,EMBL-MCF_spec38257_1 +C01879,5-Oxoproline,M+2H,C5H9NO3,2,65.528572544375,50;90,1,EMBL-MCF_spec38257_1 +C01879,5-Oxoproline,2M+H,C10H15N2O6,1,259.09246217749995,50;90,1,EMBL-MCF_spec38257_1 +C01933,L-Norleucine,M+H,C6H14NO2,1,132.10190466256,,1,EMBL-MCF_spec59716_1 +C01933,L-Norleucine,M+Na,C6H13NNaO2,1,154.08384666256,,1,EMBL-MCF_spec59716_1 +C01933,L-Norleucine,M+2H,C6H15NO2,2,66.55459033128001,,1,EMBL-MCF_spec59716_1 +C01933,L-Norleucine,2M+H,C12H27N2O4,1,263.19653332512,,1,EMBL-MCF_spec59716_1 +C01957,Secologanate,M+H,C16H23O10,1,375.12857290476,,1, +C01957,Secologanate,M+Na,C16H22NaO10,1,397.11051490476,,1, +C01957,Secologanate,M+2H,C16H24O10,2,188.06792445238,,1, +C01957,Secologanate,2M+H,C32H45O20,1,749.2498698095201,,1, +C02237,5-Oxo-D-proline,M+H,C5H8NO3,1,130.04986908874997,,1,EMBL-MCF_spec36931_1 +C02237,5-Oxo-D-proline,M+Na,C5H7NNaO3,1,152.03181108874998,,1,EMBL-MCF_spec36931_1 +C02237,5-Oxo-D-proline,M+2H,C5H9NO3,2,65.528572544375,,1,EMBL-MCF_spec36931_1 +C02237,5-Oxo-D-proline,2M+H,C10H15N2O6,1,259.09246217749995,,1,EMBL-MCF_spec36931_1 +C02265,D-Phenylalanine,M+H,C9H12NO2,1,166.08625459809997,,1, +C02265,D-Phenylalanine,M+Na,C9H11NNaO2,1,188.06819659809997,,1, +C02265,D-Phenylalanine,M+2H,C9H13NO2,2,83.54676529905,,1, +C02265,D-Phenylalanine,2M+H,C18H23N2O4,1,331.16523319619995,,1, +C02378,6-Aminohexanoate,M+H,C6H14NO2,1,132.10190466256,,1, +C02378,6-Aminohexanoate,M+Na,C6H13NNaO2,1,154.08384666256,,1, +C02378,6-Aminohexanoate,M+2H,C6H15NO2,2,66.55459033128001,,1, +C02378,6-Aminohexanoate,2M+H,C12H27N2O4,1,263.19653332512,,1, +C02486,(3R)-beta-Leucine,M+H,C6H14NO2,1,132.10190466256,,1, +C02486,(3R)-beta-Leucine,M+Na,C6H13NNaO2,1,154.08384666256,,1, +C02486,(3R)-beta-Leucine,M+2H,C6H15NO2,2,66.55459033128001,,1, +C02486,(3R)-beta-Leucine,2M+H,C12H27N2O4,1,263.19653332512,,1, +C03263,Coproporphyrinogen III,M+H,C36H45N4O8,1,661.3231903924,,1, +C03263,Coproporphyrinogen III,M+Na,C36H44N4NaO8,1,683.3051323924,,1, +C03263,Coproporphyrinogen III,M+2H,C36H46N4O8,2,331.16523319619995,,1, +C03263,Coproporphyrinogen III,2M+H,C72H89N8O16,1,1321.6391047847999,,1, +C03290,L-threo-3-Phenylserine,M+H,C9H12NO3,1,182.08116921766998,,1, +C03290,L-threo-3-Phenylserine,M+Na,C9H11NNaO3,1,204.06311121766998,,1, +C03290,L-threo-3-Phenylserine,M+2H,C9H13NO3,2,91.544222608835,,1, +C03290,L-threo-3-Phenylserine,2M+H,C18H23N2O6,1,363.15506243533997,,1, +C03571,2-Amino-2-methylbutanoate,M+H,C5H12NO2,1,118.0862545981,,1, +C03571,2-Amino-2-methylbutanoate,M+Na,C5H11NNaO2,1,140.0681965981,,1, +C03571,2-Amino-2-methylbutanoate,M+2H,C5H13NO2,2,59.546765299049994,,1, +C03571,2-Amino-2-methylbutanoate,2M+H,C10H23N2O4,1,235.16523319619998,,1, +C04281,L-1-Pyrroline-3-hydroxy-5-carboxylate,M+H,C5H8NO3,1,130.04986908874997,,1, +C04281,L-1-Pyrroline-3-hydroxy-5-carboxylate,M+Na,C5H7NNaO3,1,152.03181108874998,,1, +C04281,L-1-Pyrroline-3-hydroxy-5-carboxylate,M+2H,C5H9NO3,2,65.528572544375,,1, +C04281,L-1-Pyrroline-3-hydroxy-5-carboxylate,2M+H,C10H15N2O6,1,259.09246217749995,,1, +C04282,1-Pyrroline-4-hydroxy-2-carboxylate,M+H,C5H8NO3,1,130.04986908874997,,1, +C04282,1-Pyrroline-4-hydroxy-2-carboxylate,M+Na,C5H7NNaO3,1,152.03181108874998,,1, +C04282,1-Pyrroline-4-hydroxy-2-carboxylate,M+2H,C5H9NO3,2,65.528572544375,,1, +C04282,1-Pyrroline-4-hydroxy-2-carboxylate,2M+H,C10H15N2O6,1,259.09246217749995,,1, +C04368,3-Amino-3-(4-hydroxyphenyl)propanoate,M+H,C9H12NO3,1,182.08116921766998,,1, +C04368,3-Amino-3-(4-hydroxyphenyl)propanoate,M+Na,C9H11NNaO3,1,204.06311121766998,,1, +C04368,3-Amino-3-(4-hydroxyphenyl)propanoate,M+2H,C9H13NO3,2,91.544222608835,,1, +C04368,3-Amino-3-(4-hydroxyphenyl)propanoate,2M+H,C18H23N2O6,1,363.15506243533997,,1, +C04498,p-Coumaroylagmatine,M+H,C14H21N4O2,1,277.16590190146,,1, +C04498,p-Coumaroylagmatine,M+Na,C14H20N4NaO2,1,299.14784390146,,1, +C04498,p-Coumaroylagmatine,M+2H,C14H22N4O2,2,139.08658895073,,1, +C04498,p-Coumaroylagmatine,2M+H,C28H41N8O4,1,553.3245278029201,,1, +C05131,(1-Ribosylimidazole)-4-acetate,M+H,C10H15N2O6,1,259.09246217749995,,1, +C05131,(1-Ribosylimidazole)-4-acetate,M+Na,C10H14N2NaO6,1,281.07440417749996,,1, +C05131,(1-Ribosylimidazole)-4-acetate,M+2H,C10H16N2O6,2,130.04986908874997,,1, +C05131,(1-Ribosylimidazole)-4-acetate,2M+H,C20H29N4O12,1,517.177648355,,1, +C05768,Coproporphyrinogen I,M+H,C36H45N4O8,1,661.3231903924,,1, +C05768,Coproporphyrinogen I,M+Na,C36H44N4NaO8,1,683.3051323924,,1, +C05768,Coproporphyrinogen I,M+2H,C36H46N4O8,2,331.16523319619995,,1, +C05768,Coproporphyrinogen I,2M+H,C72H89N8O16,1,1321.6391047847999,,1, +C06417,D-Valine,M+H,C5H12NO2,1,118.0862545981,,1, +C06417,D-Valine,M+Na,C5H11NNaO2,1,140.0681965981,,1, +C06417,D-Valine,M+2H,C5H13NO2,2,59.546765299049994,,1, +C06417,D-Valine,2M+H,C10H23N2O4,1,235.16523319619998,,1, +C06418,D-Isoleucine,M+H,C6H14NO2,1,132.10190466256,,1, +C06418,D-Isoleucine,M+Na,C6H13NNaO2,1,154.08384666256,,1, +C06418,D-Isoleucine,M+2H,C6H15NO2,2,66.55459033128001,,1, +C06418,D-Isoleucine,2M+H,C12H27N2O4,1,263.19653332512,,1, +C06420,D-Tyrosine,M+H,C9H12NO3,1,182.08116921766998,,1, +C06420,D-Tyrosine,M+Na,C9H11NNaO3,1,204.06311121766998,,1, +C06420,D-Tyrosine,M+2H,C9H13NO3,2,91.544222608835,,1, +C06420,D-Tyrosine,2M+H,C18H23N2O6,1,363.15506243533997,,1, +C07457,Amyl nitrite,M+H,C5H12NO2,1,118.0862545981,,1, +C07457,Amyl nitrite,M+Na,C5H11NNaO2,1,140.0681965981,,1, +C07457,Amyl nitrite,M+2H,C5H13NO2,2,59.546765299049994,,1, +C07457,Amyl nitrite,2M+H,C10H23N2O4,1,235.16523319619998,,1, +C08263,beta-Alaninebetaine,M+H,C6H14NO2,1,132.10190466256,,1, +C08263,beta-Alaninebetaine,M+Na,C6H13NNaO2,1,154.08384666256,,1, +C08263,beta-Alaninebetaine,M+2H,C6H15NO2,2,66.55459033128001,,1, +C08263,beta-Alaninebetaine,2M+H,C12H27N2O4,1,263.19653332512,,1, +C08307,Hordatine A,M+H,C28H39N8O4,1,551.3088777384601,,1, +C08307,Hordatine A,M+Na,C28H38N8NaO4,1,573.2908197384601,,1, +C08307,Hordatine A,M+2H,C28H40N8O4,2,276.15807686923,,1, +C08307,Hordatine A,2M+H,C56H77N16O8,1,1101.61047947692,,1, +C09800,Swertiamarin,M+H,C16H23O10,1,375.12857290476,,1,VF-NPL-QEHF0132xx_2 +C09800,Swertiamarin,M+Na,C16H22NaO10,1,397.11051490476,,1,VF-NPL-QEHF0132xx_2 +C09800,Swertiamarin,M+2H,C16H24O10,2,188.06792445238,,1,VF-NPL-QEHF0132xx_2 +C09800,Swertiamarin,2M+H,C32H45O20,1,749.2498698095201,,1,VF-NPL-QEHF0132xx_2 +C11673,Geniposidic acid,M+H,C16H23O10,1,375.12857290476,,1,VF-NPL-QEHF00xxxx_74 +C11673,Geniposidic acid,M+Na,C16H22NaO10,1,397.11051490476,,1,VF-NPL-QEHF00xxxx_74 +C11673,Geniposidic acid,M+2H,C16H24O10,2,188.06792445238,,1,VF-NPL-QEHF00xxxx_74 +C11673,Geniposidic acid,2M+H,C32H45O20,1,749.2498698095201,,1,VF-NPL-QEHF00xxxx_74 +C15987,4-Methylaminobutyrate,M+H,C5H12NO2,1,118.0862545981,,1, +C15987,4-Methylaminobutyrate,M+Na,C5H11NNaO2,1,140.0681965981,,1, +C15987,4-Methylaminobutyrate,M+2H,C5H13NO2,2,59.546765299049994,,1, +C15987,4-Methylaminobutyrate,2M+H,C10H23N2O4,1,235.16523319619998,,1, +C16589,2-Oxosuberate,M+H,C8H13O5,1,189.07574948461,,1, +C16589,2-Oxosuberate,M+Na,C8H12NaO5,1,211.05769148461,,1, +C16589,2-Oxosuberate,M+2H,C8H14O5,2,95.041512742305,,1, +C16589,2-Oxosuberate,2M+H,C16H25O10,1,377.14422296922,,1, +C16647,"N,N-Diethylglycine",M+H,C6H14NO2,1,132.10190466256,,1, +C16647,"N,N-Diethylglycine",M+Na,C6H13NNaO2,1,154.08384666256,,1, +C16647,"N,N-Diethylglycine",M+2H,C6H15NO2,2,66.55459033128001,,1, +C16647,"N,N-Diethylglycine",2M+H,C12H27N2O4,1,263.19653332512,,1, +C16744,Spongothymidine,M+H,C10H15N2O6,1,259.09246217749995,,1, +C16744,Spongothymidine,M+Na,C10H14N2NaO6,1,281.07440417749996,,1, +C16744,Spongothymidine,M+2H,C10H16N2O6,2,130.04986908874997,,1, +C16744,Spongothymidine,2M+H,C20H29N4O12,1,517.177648355,,1, +C16963,Gardoside,M+H,C16H23O10,1,375.12857290476,,1, +C16963,Gardoside,M+Na,C16H22NaO10,1,397.11051490476,,1, +C16963,Gardoside,M+2H,C16H24O10,2,188.06792445238,,1, +C16963,Gardoside,2M+H,C32H45O20,1,749.2498698095201,,1, +C18170,3-Acetamidopropanal,M+H,C5H10NO2,1,116.07060453364001,500;560,1, +C18170,3-Acetamidopropanal,M+Na,C5H9NNaO2,1,138.05254653364,500;560,1, +C18170,3-Acetamidopropanal,M+2H,C5H11NO2,2,58.53894026682,500;560,1, +C18170,3-Acetamidopropanal,2M+H,C10H19N2O4,1,231.13393306728,500;560,1, +C19579,gamma-Hydroxy-3-pyridinebutanoate,M+H,C9H12NO3,1,182.08116921766998,,1, +C19579,gamma-Hydroxy-3-pyridinebutanoate,M+Na,C9H11NNaO3,1,204.06311121766998,,1, +C19579,gamma-Hydroxy-3-pyridinebutanoate,M+2H,C9H13NO3,2,91.544222608835,,1, +C19579,gamma-Hydroxy-3-pyridinebutanoate,2M+H,C18H23N2O6,1,363.15506243533997,,1, +C19712,N-Hydroxy-L-phenylalanine,M+H,C9H12NO3,1,182.08116921766998,,1, +C19712,N-Hydroxy-L-phenylalanine,M+Na,C9H11NNaO3,1,204.06311121766998,,1, +C19712,N-Hydroxy-L-phenylalanine,M+2H,C9H13NO3,2,91.544222608835,,1, +C19712,N-Hydroxy-L-phenylalanine,2M+H,C18H23N2O6,1,363.15506243533997,,1, +C20807,3-Hydroxy-L-phenylalanine,M+H,C9H12NO3,1,182.08116921766998,,1, +C20807,3-Hydroxy-L-phenylalanine,M+Na,C9H11NNaO3,1,204.06311121766998,,1, +C20807,3-Hydroxy-L-phenylalanine,M+2H,C9H13NO3,2,91.544222608835,,1, +C20807,3-Hydroxy-L-phenylalanine,2M+H,C18H23N2O6,1,363.15506243533997,,1, +C21092,D-allo-Isoleucine,M+H,C6H14NO2,1,132.10190466256,,1, +C21092,D-allo-Isoleucine,M+Na,C6H13NNaO2,1,154.08384666256,,1, +C21092,D-allo-Isoleucine,M+2H,C6H15NO2,2,66.55459033128001,,1, +C21092,D-allo-Isoleucine,2M+H,C12H27N2O4,1,263.19653332512,,1, +C21096,L-allo-Isoleucine,M+H,C6H14NO2,1,132.10190466256,,1, +C21096,L-allo-Isoleucine,M+Na,C6H13NNaO2,1,154.08384666256,,1, +C21096,L-allo-Isoleucine,M+2H,C6H15NO2,2,66.55459033128001,,1, +C21096,L-allo-Isoleucine,2M+H,C12H27N2O4,1,263.19653332512,,1, +C21308,(S)-beta-Tyrosine,M+H,C9H12NO3,1,182.08116921766998,,1, +C21308,(S)-beta-Tyrosine,M+Na,C9H11NNaO3,1,204.06311121766998,,1, +C21308,(S)-beta-Tyrosine,M+2H,C9H13NO3,2,91.544222608835,,1, +C21308,(S)-beta-Tyrosine,2M+H,C18H23N2O6,1,363.15506243533997,,1, +C21776,"2-({[(4-Methoxyphenyl)methyl](methyl)amino}methyl)-2-methylpropane-1,3-diol",M+H,C14H24NO3,1,254.17506960443,,1, +C21776,"2-({[(4-Methoxyphenyl)methyl](methyl)amino}methyl)-2-methylpropane-1,3-diol",M+Na,C14H23NNaO3,1,276.15701160443,,1, +C21776,"2-({[(4-Methoxyphenyl)methyl](methyl)amino}methyl)-2-methylpropane-1,3-diol",M+2H,C14H25NO3,2,127.59117280221501,,1, +C21776,"2-({[(4-Methoxyphenyl)methyl](methyl)amino}methyl)-2-methylpropane-1,3-diol",2M+H,C28H47N2O6,1,507.34286320886,,1, +C22140,L-gamma-Glutamyl-(3R)-L-beta-ethynylserine,M+H,C10H15N2O6,1,259.09246217749995,,1, +C22140,L-gamma-Glutamyl-(3R)-L-beta-ethynylserine,M+Na,C10H14N2NaO6,1,281.07440417749996,,1, +C22140,L-gamma-Glutamyl-(3R)-L-beta-ethynylserine,M+2H,C10H16N2O6,2,130.04986908874997,,1, +C22140,L-gamma-Glutamyl-(3R)-L-beta-ethynylserine,2M+H,C20H29N4O12,1,517.177648355,,1, +C22141,L-beta-Ethynylserine,M+H,C5H8NO3,1,130.04986908874997,,1, +C22141,L-beta-Ethynylserine,M+Na,C5H7NNaO3,1,152.03181108874998,,1, +C22141,L-beta-Ethynylserine,M+2H,C5H9NO3,2,65.528572544375,,1, +C22141,L-beta-Ethynylserine,2M+H,C10H15N2O6,1,259.09246217749995,,1, diff --git a/tools/ipapy2/test-data/clustered.csv b/tools/ipapy2/test-data/clustered.csv new file mode 100644 index 00000000..8dfab45e --- /dev/null +++ b/tools/ipapy2/test-data/clustered.csv @@ -0,0 +1,49 @@ +ids,rel.ids,mzs,RTs,Int +1,0,116.0705438,45.77042282,2170016768.0 +88,0,117.0736777,45.78758564,125652040.0 +501,0,231.1336731,46.18394843,25192232.0 +4429,0,232.136923,46.17671467,2635593.5 +2,1,104.1068297,40.8433086,1889171712.0 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