ACCESSION: MSBNK-RIKEN-PR308753
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: Annotation level-1

CH$NAME: Biochanin-7-O-glucoside
CH$COMPOUND_CLASS: Isoflavone 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$CHROMATOGRAPHY: CAPILLARY_VOLTAGE +3.00 kV
AC$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 5.76
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 491.1195

PK$SPLASH: splash10-001i-0090000000-e9fedea060bdfbe8b6e9
PK$NUM_PEAK: 70
PK$PEAK: m/z int. rel.int.
  87.01395 20.0 1
  91.01505 19.0 1
  99.64682 31.0 2
  101.02215 33.0 2
  120.22667 21.0 2
  132.02205 36.0 3
  135.00868 22.0 2
  147.8031 19.0 1
  149.75235 18.0 1
  150.99699 27.0 2
  154.33696 20.0 1
  166.83134 21.0 2
  168.31638 19.0 1
  178.34238 21.0 2
  211.5713 25.0 2
  212.72165 28.0 2
  219.43925 22.0 2
  223.03706 39.0 3
  224.04707 28.0 2
  226.02449 21.0 2
  227.31273 23.0 2
  234.99739 18.0 1
  239.02522 30.0 2
  240.03757 32.0 2
  244.68741 24.0 2
  246.06056 20.0 1
  252.03885 19.0 1
  253.04791 22.0 2
  267.02832 38.0 3
  267.04144 25.0 2
  267.05621 97.0 7
  268.03369 2343.0 172
  269.0397 329.0 24
  275.15958 19.0 1
  280.03876 21.0 2
  282.04489 22.0 2
  282.89896 20.0 1
  283.03372 23.0 2
  283.05893 13638.0 999
  283.10181 45.0 3
  284.06311 2442.0 179
  284.46399 18.0 1
  284.67578 27.0 2
  285.05563 116.0 8
  285.07104 193.0 14
  288.21423 18.0 1
  289.67743 21.0 2
  291.0538 18.0 1
  296.06808 64.0 5
  297.07898 105.0 8
  300.96222 24.0 2
  305.09216 24.0 2
  306.0722 26.0 2
  307.05377 18.0 1
  325.05072 38.0 3
  325.06946 126.0 9
  326.07291 49.0 4
  338.61618 36.0 3
  349.07318 24.0 2
  355.0654 39.0 3
  368.07507 27.0 2
  371.53998 37.0 3
  385.09021 24.0 2
  445.11002 489.0 36
  446.04901 27.0 2
  446.1037 45.0 3
  446.12329 128.0 9
  489.15866 18.0 1
  491.10574 379.0 28
  491.12668 241.0 18
//