ACCESSION: MSBNK-RIKEN-PR310872
RECORD_TITLE: Isoflavone base + 3O, 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$NAME: Isoflavone base + 3O, O-MalonylHex
CH$COMPOUND_CLASS: Isoflavone O-glycosides
CH$FORMULA: C₂₄H₂₂O₁₃
CH$EXACT_MASS: 518.427
CH$SMILES: O=C(O)CC(=O)OCC4OC(OC=1C=C(O)C=2C(=O)C(=COC=2(C=1))C3=CC=C(O)C=C3)C(O)C(O)C4(O)
CH$IUPAC: InChI=1S/C24H22O13/c25-11-3-1-10(2-4-11)13-8-34-15-6-12(5-14(26)19(15)20(13)30)36-24-23(33)22(32)21(31)16(37-24)9-35-18(29)7-17(27)28/h1-6,8,16,21-26,31-33H,7,9H2,(H,27,28)
CH$LINK: INCHIKEY FRAUJUKWSKMNJY-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 4.69
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 519.1124

PK$SPLASH: splash10-00di-0090020000-ababa204279911538387
PK$NUM_PEAK: 46
PK$PEAK: m/z int. rel.int.
  95.0545 17.0 2
  99.14758 17.0 2
  108.02892 27.0 3
  119.04687 24.0 3
  127.03474 33.0 4
  145.04805 17.0 2
  147.05377 19.0 2
  149.00549 20.0 3
  149.02013 42.0 5
  153.01909 117.0 15
  153.03894 20.0 3
  159.02083 18.0 2
  159.04593 22.0 3
  209.92448 25.0 3
  212.07141 18.0 2
  215.06282 21.0 3
  215.07375 77.0 10
  216.07159 23.0 3
  243.06773 56.0 7
  244.04735 20.0 3
  244.06189 21.0 3
  253.06163 18.0 2
  254.05394 18.0 2
  254.82021 17.0 2
  271.02347 36.0 5
  271.06055 7947.0 999
  271.31006 17.0 2
  271.82166 18.0 2
  272.03259 27.0 3
  272.06448 1544.0 194
  273.0527 41.0 5
  273.06818 243.0 31
  273.29568 21.0 3
  274.06729 23.0 3
  296.4473 21.0 3
  337.91095 25.0 3
  433.04984 18.0 2
  433.10825 78.0 10
  433.12631 50.0 6
  434.08752 24.0 3
  434.13144 17.0 2
  435.12 18.0 2
  444.61154 32.0 4
  476.11237 22.0 3
  518.95862 24.0 3
  519.11298 3052.0 384
//