ACCESSION: MSBNK-RIKEN-PR310870
RECORD_TITLE: Isoflavone base + 2O, O-MalonylHex; 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$NAME: Isoflavone base + 2O, O-MalonylHex
CH$COMPOUND_CLASS: Isoflavone O-glycosides
CH$FORMULA: C₂₄H₂₂O₁₂
CH$EXACT_MASS: 502.428
CH$SMILES: O=C(O)CC(=O)OCC4OC(OC=1C=CC=2C(=O)C(=COC=2(C=1))C3=CC=C(O)C=C3)C(O)C(O)C4(O)
CH$IUPAC: InChI=1S/C24H22O12/c25-12-3-1-11(2-4-12)15-9-33-16-7-13(5-6-14(16)20(15)29)35-24-23(32)22(31)21(30)17(36-24)10-34-19(28)8-18(26)27/h1-7,9,17,21-25,30-32H,8,10H2,(H,26,27)
CH$LINK: INCHIKEY MTXMHWSVSZKYBT-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 POSITIVE
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 4.19
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 503.118

PK$SPLASH: splash10-0a4i-0090010000-e0a57946beb12eb80a8a
PK$NUM_PEAK: 30
PK$PEAK: m/z int. rel.int.
  81.35095 17.0 4
  137.01987 48.0 11
  161.20979 18.0 4
  165.06807 17.0 4
  181.07088 20.0 5
  182.07343 41.0 9
  199.06888 34.0 8
  199.0797 80.0 18
  200.07356 35.0 8
  221.71725 27.0 6
  227.08153 21.0 5
  237.05414 17.0 4
  249.54893 20.0 5
  254.04643 24.0 5
  254.12112 17.0 4
  255.06502 4375.0 999
  256.06805 897.0 205
  257.06827 61.0 14
  258.07468 18.0 4
  260.04584 41.0 9
  285.13998 18.0 4
  320.74225 21.0 5
  323.12964 17.0 4
  325.00488 17.0 4
  399.11237 19.0 4
  406.92783 20.0 5
  445.06116 18.0 4
  459.15042 17.0 4
  503.08035 36.0 8
  503.11795 1112.0 254
//