ACCESSION: MSBNK-RIKEN-PR309188
RECORD_TITLE: Isoflavone base + 1O, 1MeO, O-Hex-Hex; 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-3

CH$NAME: Isoflavone base + 1O, 1MeO, O-Hex-Hex
CH$COMPOUND_CLASS: Isoflavone O-glycosides
CH$FORMULA: C₂₈H₃₂O₁₄
CH$EXACT_MASS: 592.55
CH$SMILES: O=C3C(=COC=4C=C(OC2OC(CO)C(O)C(OC1OC(CO)C(O)C(O)C1(O))C2(O))C=CC3=4)C5=CC=C(OC)C=C5
CH$IUPAC: InChI=1S/C28H32O14/c1-37-13-4-2-12(3-5-13)16-11-38-17-8-14(6-7-15(17)20(16)31)39-28-25(36)26(22(33)19(10-30)41-28)42-27-24(35)23(34)21(32)18(9-29)40-27/h2-8,11,18-19,21-30,32-36H,9-10H2,1H3
CH$LINK: INCHIKEY FIIYLNUSFHWRAF-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 4.85
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 637.1781

PK$SPLASH: splash10-014i-0090010000-d718377d959df1ce9841
PK$NUM_PEAK: 29
PK$PEAK: m/z int. rel.int.
  87.00594 26.0 20
  205.63567 32.0 24
  223.0451 23.0 18
  237.05267 17.0 13
  252.04041 98.0 75
  253.04819 49.0 37
  267.06512 1308.0 999
  268.05432 43.0 33
  268.06461 110.0 84
  268.07776 76.0 58
  269.06494 16.0 12
  270.07703 17.0 13
  279.0596 24.0 18
  279.07272 22.0 17
  282.92059 16.0 12
  333.07047 17.0 13
  413.0896 20.0 15
  559.14404 37.0 28
  560.15326 17.0 13
  561.133 16.0 12
  561.14789 22.0 17
  577.15149 16.0 12
  591.15198 42.0 32
  591.17334 102.0 78
  591.19775 18.0 14
  592.16321 20.0 15
  592.18506 18.0 14
  593.13953 18.0 14
  593.1756 16.0 12
//