ACCESSION: MSBNK-RIKEN-PR306614
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$FOCUSED_ION: PRECURSOR_TYPE [M-H]-
MS$FOCUSED_ION: PRECURSOR_M/Z 445.11402044783

PK$SPLASH: splash10-014i-0290000000-502ead89e7eeb640aadd
PK$NUM_PEAK: 46
PK$PEAK: m/z int. rel.int.
  118.02783 65.0 65
  122.99969 39.0 39
  130.03828 41.0 41
  132.01794 288.0 288
  132.02827 34.0 34
  143.04309 29.0 29
  151.00238 109.0 109
  155.04384 66.0 66
  167.04523 36.0 36
  176.19814 34.0 34
  180.05727 66.0 66
  195.03987 266.0 266
  195.05284 68.0 68
  196.04163 37.0 37
  196.05177 70.0 70
  200.0437 45.0 45
  201.14861 32.0 32
  210.02844 29.0 29
  211.04036 92.0 92
  211.05885 94.0 94
  212.04297 70.0 70
  213.03734 29.0 29
  213.05492 50.0 50
  223.0365 162.0 162
  224.0475 185.0 185
  226.02368 105.0 105
  237.05913 39.0 39
  238.02492 68.0 68
  238.05486 41.0 41
  239.03261 332.0 332
  239.03975 178.0 178
  239.10681 31.0 31
  240.02011 37.0 37
  240.03758 292.0 292
  240.52969 32.0 32
  241.03682 39.0 39
  241.04854 29.0 29
  250.02312 39.0 39
  264.88608 45.0 45
  267.02982 650.0 649
  267.0387 204.0 204
  268.03784 1000.0 999
  269.03174 160.0 160
  269.04977 71.0 71
  283.05087 45.0 45
  296.06067 42.0 42
//