ACCESSION: MSBNK-RIKEN-PR309397
RECORD_TITLE: Anthraquinone base + 1O, MeOH, 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$NAME: Anthraquinone base + 1O, MeOH, O-Hex-Pen
CH$COMPOUND_CLASS: Anthraquinones
CH$FORMULA: C₂₆H₂₈O₁₃
CH$EXACT_MASS: 548.497
CH$SMILES: O=C1C=5C=CC=CC=5(C(=O)C=2C(O)=C(C=CC1=2)COC4OC(COC3OCC(O)C(O)C3(O))C(O)C(O)C4(O))
CH$IUPAC: InChI=1S/C26H28O13/c27-14-8-37-25(23(34)20(14)31)38-9-15-21(32)22(33)24(35)26(39-15)36-7-10-5-6-13-16(17(10)28)19(30)12-4-2-1-3-11(12)18(13)29/h1-6,14-15,20-28,31-35H,7-9H2
CH$LINK: INCHIKEY BMOUMJCDDOLCGR-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 5.06
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 547.1464

PK$SPLASH: splash10-0f72-2940000000-1d7c109212eb4cfc1727
PK$NUM_PEAK: 71
PK$PEAK: m/z int. rel.int.
  59.01412 77.0 53
  71.01176 123.0 84
  73.02823 19.0 13
  73.03708 16.0 11
  85.10439 16.0 11
  89.02264 543.0 371
  90.0301 16.0 11
  91.02994 17.0 12
  100.68945 20.0 14
  101.02242 328.0 224
  113.02084 78.0 53
  119.03338 80.0 55
  125.02477 34.0 23
  131.03279 462.0 315
  132.03777 40.0 27
  135.09825 18.0 12
  138.04924 16.0 11
  148.89929 17.0 12
  148.97772 26.0 18
  149.01204 16.0 11
  149.0446 1464.0 999
  150.04811 141.0 96
  151.04805 20.0 14
  161.04259 16.0 11
  161.0531 16.0 11
  168.02617 17.0 12
  191.0513 401.0 274
  191.05934 276.0 188
  191.07031 16.0 11
  193.06035 19.0 13
  194.03769 18.0 12
  206.19859 44.0 30
  209.06682 22.0 15
  210.06641 16.0 11
  221.06374 32.0 22
  225.06232 16.0 11
  231.05083 16.0 11
  236.04042 30.0 20
  236.05022 69.0 47
  237.05565 422.0 288
  238.05008 48.0 33
  238.06203 101.0 69
  251.07112 38.0 26
  251.08142 35.0 24
  252.03468 89.0 61
  252.04546 173.0 118
  252.08057 19.0 13
  253.05246 442.0 302
  254.05122 23.0 16
  254.05872 43.0 29
  255.40869 24.0 16
  267.06744 38.0 26
  267.561 17.0 12
  274.15381 21.0 14
  277.05862 16.0 11
  279.07666 18.0 12
  281.08313 32.0 22
  281.67395 20.0 14
  295.05853 72.0 49
  296.06531 16.0 11
  311.08951 17.0 12
  319.32104 28.0 19
  324.75589 16.0 11
  325.12781 18.0 12
  400.12503 18.0 12
  417.099 19.0 13
  427.10239 16.0 11
  457.11646 21.0 14
  490.25824 18.0 12
  531.16754 17.0 12
  546.14258 16.0 11
//