ACCESSION: MSBNK-RIKEN-PR305647
RECORD_TITLE: Biochanin A; 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$NAME: Biochanin A
CH$COMPOUND_CLASS: 4'-O-methylisoflavones
CH$FORMULA: C₁₆H₁₂O₅
CH$EXACT_MASS: 284.267
CH$SMILES: COC1=CC=C(C=C1)C1=COC2=CC(O)=CC(O)=C2C1=O
CH$IUPAC: InChI=1S/C16H12O5/c1-20-11-4-2-9(3-5-11)12-8-21-14-7-10(17)6-13(18)15(14)16(12)19/h2-8,17-18H,1H3
CH$LINK: INCHIKEY WUADCCWRTIWANL-UHFFFAOYSA-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 NEGATIVE
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$CHROMATOGRAPHY: CAPILLARY_VOLTAGE -2.75 kV
AC$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 7.614033
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 283.06119704783

PK$SPLASH: splash10-014i-0390000000-d2090001baf80e38bfd8
PK$NUM_PEAK: 79
PK$PEAK: m/z int. rel.int.
  83.01274 13.0 13
  91.01623 19.0 19
  91.02055 7.0 7
  104.02418 58.0 58
  107.01221 27.0 27
  116.02474 7.0 7
  130.04018 11.0 11
  132.01973 379.0 379
  132.03387 5.0 5
  133.02061 16.0 16
  133.02661 21.0 21
  134.00143 5.0 5
  134.03479 45.0 45
  135.0071 99.0 99
  136.01279 7.0 7
  137.00951 8.0 8
  141.0316 6.0 6
  142.04053 17.0 17
  143.04648 13.0 13
  144.04999 16.0 16
  147.00972 5.0 5
  148.00974 9.0 9
  151.00166 33.0 33
  151.05685 9.0 9
  154.03546 11.0 11
  154.04274 40.0 40
  155.04121 11.0 11
  155.04869 16.0 16
  156.01939 8.0 8
  156.05711 21.0 21
  166.03641 10.0 10
  167.0489 115.0 115
  168.04782 23.0 23
  168.06587 7.0 7
  171.04538 7.0 7
  172.04953 14.0 14
  173.06348 5.0 5
  178.05057 7.0 7
  179.0484 24.0 24
  180.05513 25.0 25
  181.06435 7.0 7
  182.03575 7.0 7
  183.0433 76.0 76
  184.04083 13.0 13
  184.05208 94.0 94
  185.0553 8.0 8
  187.05937 5.0 5
  194.04279 8.0 8
  195.04326 272.0 272
  196.05014 110.0 110
  197.05736 18.0 18
  198.02528 5.0 5
  198.03574 14.0 14
  199.03035 11.0 11
  199.04105 8.0 8
  200.04468 7.0 7
  210.01976 6.0 6
  211.03777 747.0 746
  212.04346 225.0 225
  213.04193 25.0 25
  213.04967 7.0 7
  222.03268 13.0 13
  223.03738 291.0 291
  223.05847 6.0 6
  224.04494 136.0 136
  225.04633 22.0 22
  226.02348 128.0 128
  227.02429 15.0 15
  228.64223 6.0 6
  239.03209 893.0 892
  239.05815 8.0 8
  240.03882 293.0 293
  241.04286 45.0 45
  250.02708 12.0 12
  251.03596 9.0 9
  267.02704 1000.0 999
  268.03568 840.0 839
  269.03668 156.0 156
  270.03778 23.0 23
//