ACCESSION: MSBNK-RIKEN-PR309400
RECORD_TITLE: Anthraquinone base + 1O, MeOH, 1MeO, O-Hex-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$NAME: Anthraquinone base + 1O, MeOH, 1MeO, O-Hex-Pen
CH$COMPOUND_CLASS: Anthraquinones
CH$FORMULA: C₂₇H₃₀O₁₄
CH$EXACT_MASS: 578.523
CH$SMILES: O=C3C=5C=CC=CC=5(C(=O)C=4C(OC)=C(C(OC2OC(COC1OCC(O)C(O)C1(O))C(O)C(O)C2(O))=CC3=4)CO)
CH$IUPAC: InChI=1S/C27H30O14/c1-37-25-13(7-28)15(6-12-17(25)19(31)11-5-3-2-4-10(11)18(12)30)40-27-24(36)22(34)21(33)16(41-27)9-39-26-23(35)20(32)14(29)8-38-26/h2-6,14,16,20-24,26-29,32-36H,7-9H2,1H3
CH$LINK: INCHIKEY XXKWBXGHSBIVHQ-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 5.24
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 577.1566

PK$SPLASH: splash10-004i-1520090000-17b194a41c6106b8df65
PK$NUM_PEAK: 98
PK$PEAK: m/z int. rel.int.
  59.01259 158.0 20
  71.01182 131.0 16
  71.01741 37.0 5
  73.25767 16.0 2
  77.02164 17.0 2
  85.03065 19.0 2
  85.63434 16.0 2
  86.3218 26.0 3
  89.02348 959.0 119
  90.0263 16.0 2
  96.33092 17.0 2
  97.02968 24.0 3
  101.02258 431.0 54
  101.02808 109.0 14
  102.02365 87.0 11
  113.01969 63.0 8
  113.02573 104.0 13
  113.23294 20.0 2
  119.035 113.0 14
  120.03595 17.0 2
  125.02325 57.0 7
  129.02457 20.0 2
  131.03348 844.0 105
  131.48647 16.0 2
  143.02829 20.0 2
  144.72551 18.0 2
  149.04466 2622.0 326
  150.04642 129.0 16
  151.04922 16.0 2
  151.05688 20.0 2
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  179.05049 17.0 2
  191.05473 709.0 88
  191.0778 18.0 2
  192.05516 49.0 6
  193.05745 16.0 2
  221.06543 187.0 23
  222.06941 20.0 2
  223.10858 17.0 2
  224.05128 18.0 2
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  236.06567 16.0 2
  237.05463 1094.0 136
  238.05968 184.0 23
  251.03062 114.0 14
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  251.08911 16.0 2
  252.01505 17.0 2
  252.04007 138.0 17
  252.07719 17.0 2
  253.03333 23.0 3
  253.0486 233.0 29
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  321.08133 23.0 3
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  577.15741 8046.0 999
//