ACCESSION: MSBNK-RIKEN-PR305665
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$SPLASH: splash10-02ti-0390000000-df8cddb7c4c09310a882
PK$NUM_PEAK: 76
PK$PEAK: m/z int. rel.int.
  76.03555 6.0 6
  91.0188 39.0 39
  104.02579 60.0 60
  107.01503 16.0 16
  108.0172 9.0 9
  120.02167 14.0 14
  121.03241 6.0 6
  132.02025 410.0 410
  133.02219 29.0 29
  134.03809 40.0 40
  135.00906 103.0 103
  136.0199 6.0 6
  141.02882 6.0 6
  142.04051 12.0 12
  142.0468 12.0 12
  143.0435 6.0 6
  143.05197 8.0 8
  147.01123 26.0 26
  151.00125 40.0 40
  151.00777 20.0 20
  154.04178 43.0 43
  155.05293 10.0 10
  156.05878 24.0 24
  158.03923 10.0 10
  166.04018 6.0 6
  167.01509 5.0 5
  167.04887 135.0 135
  168.04285 6.0 6
  168.05336 28.0 28
  169.02579 17.0 17
  170.0329 13.0 13
  171.03845 8.0 8
  171.0462 10.0 10
  178.03555 12.0 12
  178.04517 5.0 5
  179.04747 37.0 37
  180.05522 37.0 37
  182.03511 22.0 22
  183.04718 51.0 51
  184.0508 100.0 100
  194.0352 6.0 6
  194.80559 6.0 6
  195.03848 103.0 103
  195.04509 268.0 268
  195.11169 6.0 6
  196.05005 138.0 138
  197.05765 15.0 15
  198.03081 23.0 23
  198.04187 12.0 12
  199.03812 23.0 23
  199.0508 7.0 7
  211.03871 758.0 757
  212.04437 265.0 265
  213.05687 7.0 7
  214.05107 6.0 6
  222.02936 22.0 22
  223.03836 299.0 299
  224.04463 149.0 149
  225.04823 11.0 11
  225.05913 8.0 8
  226.02005 70.0 70
  226.0307 61.0 61
  227.02841 8.0 8
  239.03401 969.0 968
  240.03984 287.0 287
  241.03296 7.0 7
  241.04466 35.0 35
  243.05235 5.0 5
  250.0307 15.0 15
  251.02954 11.0 11
  261.97421 6.0 6
  267.02905 1000.0 999
  268.03592 811.0 810
  269.03772 148.0 148
  270.03952 11.0 11
  283.06714 10.0 10
//