ACCESSION: MSBNK-RIKEN-PR306570
RECORD_TITLE: Biochanin-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$NAME: Biochanin-7-O-glucoside
CH$COMPOUND_CLASS: Isoflavonoid O-glycosides
CH$FORMULA: C₂₂H₂₂O₁₀
CH$EXACT_MASS: 446.408
CH$SMILES: COC1=CC=C(C=C1)C1=COC2=CC(OC3OC(CO)C(O)C(O)C3O)=CC(O)=C2C1=O
CH$IUPAC: InChI=1S/C22H22O10/c1-29-11-4-2-10(3-5-11)13-9-30-15-7-12(6-14(24)17(15)18(13)25)31-22-21(28)20(27)19(26)16(8-23)32-22/h2-7,9,16,19-24,26-28H,8H2,1H3
CH$LINK: INCHIKEY LFEUICHQZGNOHD-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 5.755017
AC$CHROMATOGRAPHY: SOLVENT A water including 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B acetonitrile including 0.1% formic acid

MS$FOCUSED_ION: PRECURSOR_TYPE [M+HCOO]-
MS$FOCUSED_ION: PRECURSOR_M/Z 491.11949975183

PK$SPLASH: splash10-014i-0090000000-2ba4e0ad17d74b18fe8d
PK$NUM_PEAK: 49
PK$PEAK: m/z int. rel.int.
  63.02271 7.0 7
  132.013 6.0 6
  132.02164 19.0 19
  135.00919 16.0 16
  137.94707 5.0 5
  151.04976 5.0 5
  180.05112 19.0 19
  183.03773 6.0 6
  184.05122 9.0 9
  195.03438 10.0 10
  195.04552 16.0 16
  195.05518 8.0 8
  196.04688 8.0 8
  198.0334 12.0 12
  199.03333 5.0 5
  200.03906 5.0 5
  208.05098 15.0 15
  211.03528 61.0 61
  212.04576 30.0 30
  223.04124 31.0 31
  223.04785 8.0 8
  224.04279 20.0 20
  224.05473 12.0 12
  226.02614 17.0 17
  226.037 11.0 11
  226.0506 6.0 6
  227.02896 8.0 8
  239.03441 178.0 178
  240.04005 100.0 100
  241.03732 13.0 13
  241.23831 7.0 7
  242.04713 8.0 8
  250.03775 5.0 5
  251.03233 12.0 12
  255.06316 6.0 6
  264.03778 5.0 5
  267.02939 163.0 163
  267.99936 9.0 9
  268.03641 1000.0 999
  269.04071 182.0 182
  270.04541 25.0 25
  280.03406 7.0 7
  280.04407 13.0 13
  282.0636 6.0 6
  283.05905 104.0 104
  284.05423 10.0 10
  284.06271 5.0 5
  285.62808 5.0 5
  295.05966 8.0 8
//