ACCESSION: MSBNK-RIKEN-PR302340
RECORD_TITLE: Formononetin-7-O-glucoside; LC-ESI-QTOF; MS2
DATE: 2019.03.28
AUTHORS: Tetsuya Mori, Center for Sustainable Resource Science, RIKEN
LICENSE: CC BY-NC-SA
PUBLICATION: Tsugawa H., Nakabayashi R., Mori T., Yamada Y., Takahashi M., Rai A., Sugiyama R., Yamamoto H., Nakaya T., Yamazaki M., Kooke R., Bac-Molenaar JA., Oztolan-Erol N., Keurentjes JJB., Arita M., Saito K. (2019) "A cheminformatics approach to characterize metabolomes in stable-isotope-labeled organisms" Nature Methods 16(4):295-298. [doi:10.1038/s41592-019-0358-2]
COMMENT: registered in RIKEN PlaSMA

CH$NAME: Formononetin-7-O-glucoside
CH$COMPOUND_CLASS: Isoflavonoid O-glycosides
CH$FORMULA: C₂₂H₂₂O₉
CH$EXACT_MASS: 430.409
CH$SMILES: COC1=CC=C(C=C1)C1=COC2=C(C=CC(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)=C2)C1=O
CH$IUPAC: InChI=1S/C22H22O9/c1-28-12-4-2-11(3-5-12)15-10-29-16-8-13(6-7-14(16)18(15)24)30-22-21(27)20(26)19(25)17(9-23)31-22/h2-8,10,17,19-23,25-27H,9H2,1H3/t17-,19-,20+,21-,22-/m1/s1
CH$LINK: INCHIKEY MGJLSBDCWOSMHL-MIUGBVLSSA-N

AC$INSTRUMENT: LC, Waters Acquity UPLC System; MS, Waters Xevo G2 Q-Tof
AC$INSTRUMENT_TYPE: LC-ESI-QTOF
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 6V
AC$MASS_SPECTROMETRY: DESOLVATION_GAS_FLOW 800/h
AC$MASS_SPECTROMETRY: DESOLVATION_TEMPERATURE 450 C
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$CHROMATOGRAPHY: CAPILLARY_VOLTAGE +3.00 kV
AC$CHROMATOGRAPHY: COLUMN_NAME Acquity bridged ethyl hybrid C18 (1.7 um, 2.1 mm * 100 mm, Waters)
AC$CHROMATOGRAPHY: COLUMN_TEMPERATURE 40 C
AC$CHROMATOGRAPHY: FLOW_GRADIENT A/B = (99.5%/0.5% at 0 min, 99.5%/0.5% at 0.1 min, 20%/80% at 10 min, 0.5%/99.5% at 10.1 min, 0.5%/99.5% at 12.0 min, 99.5%/0.5% at 12.1 min, 99.5%/0.5% at 15.0 min)
AC$CHROMATOGRAPHY: FLOW_RATE 0.3 ml/min at 0 min, 0.3 ml/min at 10 min, 0.4 ml/min at 10.1 min, 0.4 ml/min at 14.4 min, 0.3 ml/min at 14.5 min
AC$CHROMATOGRAPHY: RETENTION_TIME 5.035634
AC$CHROMATOGRAPHY: SOLVENT A water including 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B acetonitrile including 0.1% formic acid

MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$FOCUSED_ION: PRECURSOR_M/Z 431.1336587

PK$SPLASH: splash10-0uy1-0590000000-a6d45700e7e30366a55e
PK$NUM_PEAK: 163
PK$PEAK: m/z int. rel.int.
  53.12135 13.0 13
  68.99838 25.0 25
  77.03487 11.0 11
  79.01708 7.0 7
  79.05339 7.0 7
  80.02885 15.0 15
  81.03527 25.0 25
  90.05116 18.0 18
  96.64143 14.0 14
  103.0509 12.0 12
  103.05775 40.0 40
  105.06878 8.0 8
  107.01761 9.0 9
  107.04887 143.0 143
  108.02215 72.0 72
  108.05373 15.0 15
  109.02702 19.0 19
  117.73447 7.0 7
  118.01938 11.0 11
  118.02767 7.0 7
  118.04099 353.0 353
  118.07433 12.0 12
  118.76021 9.0 9
  118.93591 8.0 8
  119.04263 47.0 47
  120.02497 22.0 22
  120.771 9.0 9
  128.06271 14.0 14
  130.05486 11.0 11
  130.08043 17.0 17
  131.03999 9.0 9
  133.02791 21.0 21
  133.03598 12.0 12
  133.05222 24.0 24
  133.06519 101.0 101
  135.98752 18.0 18
  136.01598 209.0 209
  137.01984 99.0 99
  137.02687 135.0 135
  137.43161 7.0 7
  138.84177 12.0 12
  141.06976 16.0 16
  142.07341 28.0 28
  143.0817 14.0 14
  144.02071 15.0 15
  146.06358 11.0 11
  147.04613 8.0 8
  148.05586 28.0 28
  151.0354 14.0 14
  151.048 7.0 7
  152.05914 53.0 53
  152.07159 18.0 18
  153.06812 28.0 28
  154.06944 19.0 19
  155.0757 7.0 7
  156.0412 12.0 12
  156.05603 51.0 51
  156.0652 32.0 32
  157.06175 33.0 33
  158.03802 8.0 8
  158.06125 16.0 16
  158.07101 11.0 11
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  166.22086 10.0 10
  167.06709 8.0 8
  167.08543 29.0 29
  168.05872 7.0 7
  169.04279 18.0 18
  169.06 22.0 22
  169.06807 67.0 67
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  170.07307 207.0 207
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  180.05385 7.0 7
  180.61507 7.0 7
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  186.06461 14.0 14
  187.04002 22.0 22
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  196.01353 9.0 9
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  199.06795 43.0 43
  199.44016 8.0 8
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  200.071 8.0 8
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  208.0443 7.0 7
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  212.08974 9.0 9
  213.06216 11.0 11
  213.09099 682.0 681
  214.09682 115.0 115
  214.1955 7.0 7
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  215.07709 9.0 9
  225.03065 35.0 35
  225.05534 256.0 256
  225.07004 30.0 30
  226.02515 7.0 7
  226.0341 23.0 23
  226.06322 626.0 625
  227.03148 12.0 12
  227.04366 9.0 9
  227.06129 90.0 90
  227.0755 58.0 58
  236.04646 25.0 25
  237.05415 853.0 852
  237.74529 7.0 7
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  238.05702 173.0 173
  239.0321 8.0 8
  239.06067 19.0 19
  241.07681 7.0 7
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  252.99506 10.0 10
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  253.05098 1000.0 999
  254.03078 20.0 20
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  269.07346 301.0 301
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  269.26773 7.0 7
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  270.06052 57.0 57
  270.08636 158.0 158
  271.09628 14.0 14
  277.43146 11.0 11
  327.89005 9.0 9
//