ACCESSION: MSBNK-RIKEN-PR309187
RECORD_TITLE: Isoflavone base + 1O, 1MeO, O-Pen-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$NAME: Isoflavone base + 1O, 1MeO, O-Pen-Hex
CH$COMPOUND_CLASS: Isoflavone O-glycosides
CH$FORMULA: C₂₇H₃₀O₁₃
CH$EXACT_MASS: 562.524
CH$SMILES: COC1=CC=C(C=C1)C1=COC2=C(C=CC(OC3OC(CC(O)C3O)OC3OC(CO)C(O)C(O)C3O)=C2)C1=O
CH$IUPAC: InChI=1S/C27H30O13/c1-35-13-4-2-12(3-5-13)16-11-36-18-8-14(6-7-15(18)21(16)30)37-26-22(31)17(29)9-20(39-26)40-27-25(34)24(33)23(32)19(10-28)38-27/h2-8,11,17,19-20,22-29,31-34H,9-10H2,1H3
CH$LINK: INCHIKEY NATAJDBKBAPGCB-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 5.13
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 561.1607

PK$SPLASH: splash10-014i-0090000000-aaad26be48645dbae73d
PK$NUM_PEAK: 27
PK$PEAK: m/z int. rel.int.
  112.96511 20.0 21
  137.11681 16.0 17
  149.04266 34.0 36
  156.65921 16.0 17
  167.04788 19.0 20
  221.44171 20.0 21
  224.04538 18.0 19
  225.04974 17.0 18
  251.03061 50.0 53
  252.03592 58.0 61
  252.05606 20.0 21
  252.06726 17.0 18
  253.05406 39.0 41
  267.02914 18.0 19
  267.06454 946.0 999
  268.03677 16.0 17
  268.06696 149.0 157
  269.03693 16.0 17
  269.05057 17.0 18
  269.06888 33.0 35
  271.42468 17.0 18
  280.06979 18.0 19
  307.0527 25.0 26
  400.10413 23.0 24
  547.13776 23.0 24
  559.19971 20.0 21
  561.15918 50.0 53
//