ACCESSION: MSBNK-RIKEN-PR310876
RECORD_TITLE: Isoflavone base + 1O, 1MeO, 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$NAME: Isoflavone base + 1O, 1MeO, O-MalonylHex
CH$COMPOUND_CLASS: Isoflavone O-glycosides
CH$FORMULA: C₂₅H₂₄O₁₂
CH$EXACT_MASS: 516.455
CH$SMILES: O=C(O)CC(=O)OCC4OC(OC1=CC=C2C(=O)C(=COC2(=C1))C3=CC=C(OC)C=C3)C(O)C(O)C4(O)
CH$IUPAC: InChI=1S/C25H24O12/c1-33-13-4-2-12(3-5-13)16-10-34-17-8-14(6-7-15(17)21(16)29)36-25-24(32)23(31)22(30)18(37-25)11-35-20(28)9-19(26)27/h2-8,10,18,22-25,30-32H,9,11H2,1H3,(H,26,27)
CH$LINK: INCHIKEY RDTAGQKYPGLCBK-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 5.79
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 517.134

PK$SPLASH: splash10-014i-0090000000-a3d8816145362e553083
PK$NUM_PEAK: 99
PK$PEAK: m/z int. rel.int.
  69.03754 16.0 3
  84.04268 18.0 3
  85.02959 53.0 9
  86.03344 21.0 4
  87.00777 19.0 3
  97.02861 16.0 3
  99.04445 19.0 3
  105.01814 33.0 6
  109.02941 102.0 17
  117.01317 17.0 3
  127.03918 253.0 43
  128.0405 27.0 5
  135.0386 32.0 5
  145.04532 33.0 6
  145.05075 79.0 13
  145.06007 16.0 3
  146.04944 18.0 3
  155.08572 17.0 3
  159.02434 16.0 3
  159.03363 53.0 9
  160.03233 17.0 3
  165.06743 16.0 3
  167.08591 35.0 6
  184.53879 16.0 3
  191.664 28.0 5
  195.07991 49.0 8
  195.09428 28.0 5
  196.08311 17.0 3
  207.08754 25.0 4
  208.16333 22.0 4
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  211.06596 18.0 3
  211.07547 19.0 3
  215.15022 16.0 3
  223.07784 326.0 55
  224.06383 26.0 4
  224.0721 39.0 7
  224.0834 17.0 3
  225.08902 16.0 3
  226.06934 19.0 3
  228.05959 25.0 4
  231.0468 19.0 3
  231.05281 46.0 8
  237.04144 17.0 3
  239.05791 50.0 8
  239.07083 134.0 23
  240.07822 147.0 25
  241.07315 31.0 5
  241.08167 35.0 6
  241.09431 16.0 3
  242.34309 20.0 3
  243.3596 18.0 3
  251.05319 54.0 9
  251.06734 149.0 25
  251.07536 162.0 27
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  252.07616 104.0 18
  252.08948 17.0 3
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  253.08302 37.0 6
  254.05721 206.0 35
  255.05957 33.0 6
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  267.07166 94.0 16
  268.07141 102.0 17
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  269.08203 5906.0 999
  270.08521 1097.0 186
  270.94705 20.0 3
  271.08356 122.0 21
  271.0961 93.0 16
  272.05438 16.0 3
  272.10468 45.0 8
  278.12921 16.0 3
  279.06589 34.0 6
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  311.10184 20.0 3
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  332.56384 20.0 3
  345.22781 26.0 4
  372.03442 16.0 3
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  516.11237 55.0 9
  516.14514 18.0 3
  516.72992 21.0 4
//