ACCESSION: MSBNK-RIKEN-PR309298
RECORD_TITLE: Flavone base + 3O, C-Pen, C-Pen; 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$NAME: Flavone base + 3O, C-Pen, C-Pen
CH$COMPOUND_CLASS: Flavone C,C-glycosides
CH$FORMULA: C₂₅H₂₆O₁₃
CH$EXACT_MASS: 534.47
CH$SMILES: O=C1C=C(OC2=C1C(O)=C(C(O)=C2C3OCC(O)C(O)C3(O))C4OCC(O)C(O)C4(O))C5=CC=C(O)C=C5
CH$IUPAC: InChI=1S/C25H26O13/c26-9-3-1-8(2-4-9)13-5-10(27)14-19(32)15(24-21(34)17(30)11(28)6-36-24)20(33)16(23(14)38-13)25-22(35)18(31)12(29)7-37-25/h1-5,11-12,17-18,21-22,24-26,28-35H,6-7H2
CH$LINK: INCHIKEY LDVNKZYMYPZDAI-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 3.86
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 533.1287

PK$SPLASH: splash10-001i-0015490000-e5e762a6ac08abb268d8
PK$NUM_PEAK: 75
PK$PEAK: m/z int. rel.int.
  152.04349 17.0 9
  205.05449 22.0 11
  215.05821 16.0 8
  231.0162 18.0 9
  233.05128 20.0 10
  246.04707 17.0 9
  249.07674 22.0 11
  256.02676 17.0 9
  260.37823 16.0 8
  264.05984 16.0 8
  281.0845 18.0 9
  282.04459 16.0 8
  283.05225 45.0 23
  283.0705 16.0 8
  284.07782 16.0 8
  295.97968 16.0 8
  295.99377 16.0 8
  297.0665 16.0 8
  297.07944 74.0 37
  297.08801 30.0 15
  299.0907 25.0 13
  304.45477 25.0 13
  308.01562 18.0 9
  321.0741 17.0 9
  323.04639 55.0 28
  324.06512 24.0 12
  324.75909 17.0 9
  325.06531 16.0 8
  325.09686 26.0 13
  326.07431 22.0 11
  333.08057 19.0 10
  337.07819 41.0 21
  341.0477 20.0 10
  341.07794 36.0 18
  348.28604 17.0 9
  350.07916 20.0 10
  353.06174 251.0 127
  353.08276 53.0 27
  353.10803 16.0 8
  354.05045 41.0 21
  354.06671 35.0 18
  355.08191 37.0 19
  365.06888 41.0 21
  366.05771 16.0 8
  367.08502 17.0 9
  383.06897 51.0 26
  383.08118 103.0 52
  384.06894 52.0 26
  384.08475 37.0 19
  385.09106 33.0 17
  395.08746 39.0 20
  405.87708 30.0 15
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  413.08441 108.0 54
  414.23038 16.0 8
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  427.08517 32.0 16
  436.92072 16.0 8
  441.07068 23.0 12
  443.07394 38.0 19
  443.08975 83.0 42
  443.10455 169.0 85
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  444.11313 21.0 11
  445.1109 16.0 8
  455.10632 16.0 8
  473.11285 225.0 114
  474.10861 16.0 8
  498.11508 17.0 9
  515.12457 18.0 9
  516.12915 18.0 9
  524.32581 49.0 25
  532.98816 17.0 9
  533.13019 1980.0 999
//