ACCESSION: MSBNK-RIKEN-PR309291
RECORD_TITLE: Flavone base + 4O, C-(dehydro-dHex)-dHex; 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$NAME: Flavone base + 4O, C-(dehydro-dHex)-dHex
CH$COMPOUND_CLASS: Flavone C-glycosides
CH$FORMULA: C₂₇H₂₈O₁₄
CH$EXACT_MASS: 576.507
CH$SMILES: O=C1C=C(OC2=CC(O)=C(C(O)=C12)C4OC(C(=O)C(O)C4(OC3OC(C)C(O)C(O)C3(O)))C)C=5C=CC(O)=C(O)C=5
CH$IUPAC: InChI=1S/C27H28O14/c1-8-20(33)23(36)26(41-27-24(37)22(35)19(32)9(2)39-27)25(38-8)18-14(31)7-16-17(21(18)34)13(30)6-15(40-16)10-3-4-11(28)12(29)5-10/h3-9,19,22-29,31-32,34-37H,1-2H3
CH$LINK: INCHIKEY GKLSYIMLZDYQBJ-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 4.66
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 575.1386

PK$SPLASH: splash10-004i-0035490000-efcf1a4e3f38a7981c31
PK$NUM_PEAK: 61
PK$PEAK: m/z int. rel.int.
  214.06364 18.0 15
  284.02878 21.0 18
  285.03809 73.0 62
  285.05942 16.0 14
  286.04599 27.0 23
  295.04703 19.0 16
  297.03561 45.0 38
  297.05005 39.0 33
  298.04453 84.0 71
  298.05588 51.0 43
  298.07748 16.0 14
  299.05536 43.0 37
  299.06354 25.0 21
  309.03448 52.0 44
  309.04791 68.0 58
  310.04971 16.0 14
  311.04263 54.0 46
  311.08234 16.0 14
  313.0433 16.0 14
  314.53873 16.0 14
  321.07382 25.0 21
  322.06781 21.0 18
  323.04828 18.0 15
  324.06631 17.0 14
  325.03668 16.0 14
  327.04745 98.0 83
  328.0498 16.0 14
  329.12677 17.0 14
  334.4549 16.0 14
  337.01816 34.0 29
  337.03409 139.0 118
  338.03046 16.0 14
  339.03873 20.0 17
  339.05161 32.0 27
  339.07074 16.0 14
  351.05658 16.0 14
  353.01669 16.0 14
  354.05676 16.0 14
  358.05023 18.0 15
  365.06415 20.0 17
  393.05981 50.0 43
  407.13977 18.0 15
  411.06726 275.0 234
  412.06747 23.0 20
  412.08441 17.0 14
  412.1051 22.0 19
  413.08694 17.0 14
  413.1077 17.0 14
  429.06091 37.0 31
  429.12698 24.0 20
  473.08759 45.0 38
  473.10492 52.0 44
  473.13058 16.0 14
  474.09921 18.0 15
  474.11487 18.0 15
  501.08981 22.0 19
  533.19568 20.0 17
  533.25244 20.0 17
  546.13428 21.0 18
  574.13287 55.0 47
  575.13898 1175.0 999
//