ACCESSION: MSBNK-RIKEN-PR305688
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$SPLASH: splash10-02ai-0920000000-46b7dd0b5aac983a4468
PK$NUM_PEAK: 87
PK$PEAK: m/z int. rel.int.
  63.02415 42.0 42
  78.04041 20.0 20
  79.02069 19.0 19
  79.88261 20.0 20
  81.26894 20.0 20
  83.01004 24.0 24
  91.01403 27.0 27
  91.02113 28.0 28
  92.0249 24.0 24
  92.03138 35.0 35
  103.02058 19.0 19
  104.02583 338.0 338
  104.15041 19.0 19
  105.03227 52.0 52
  107.01289 20.0 20
  115.06364 35.0 35
  117.0364 55.0 55
  119.01429 20.0 20
  121.02843 28.0 28
  126.05392 38.0 38
  127.05522 24.0 24
  127.06063 36.0 36
  129.06152 20.0 20
  130.04382 22.0 22
  132.0197 457.0 457
  133.02274 34.0 34
  133.0343 39.0 39
  134.03583 21.0 21
  134.04163 27.0 27
  138.04613 21.0 21
  139.052 72.0 72
  139.05937 64.0 64
  140.04179 35.0 35
  141.03477 283.0 283
  142.03487 18.0 18
  143.04875 115.0 115
  151.00369 31.0 31
  152.02599 20.0 20
  153.02704 95.0 95
  154.0383 105.0 105
  155.05008 227.0 227
  157.02919 42.0 42
  158.0282 25.0 25
  166.04529 97.0 97
  167.04951 1000.0 999
  167.06543 25.0 25
  167.17662 19.0 19
  168.04907 150.0 150
  169.02296 35.0 35
  169.03102 86.0 86
  170.04129 34.0 34
  171.0069 19.0 19
  171.0502 27.0 27
  176.08217 39.0 39
  178.04463 25.0 25
  179.04584 53.0 53
  181.03296 18.0 18
  182.03845 422.0 422
  183.02983 40.0 40
  183.04317 397.0 397
  183.19676 24.0 24
  183.86259 27.0 27
  184.04233 59.0 59
  184.05698 83.0 83
  185.05185 24.0 24
  193.03299 22.0 22
  195.03081 16.0 16
  195.0428 194.0 194
  195.04993 177.0 177
  196.05273 33.0 33
  196.06111 19.0 19
  210.03227 254.0 254
  210.46565 28.0 28
  211.03963 840.0 839
  212.04341 100.0 100
  212.14178 61.0 61
  222.03574 29.0 29
  223.03517 23.0 23
  223.04437 45.0 45
  239.02823 50.0 50
  239.03847 66.0 66
  240.0262 18.0 18
  240.03807 21.0 21
  251.03046 45.0 45
  267.02603 42.0 42
  268.01898 20.0 20
  268.04291 35.0 35
//