ACCESSION: MSBNK-RIKEN-PR301653
RECORD_TITLE: Sanguinarine; 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: registered in RIKEN PlaSMA

CH$NAME: Sanguinarine
CH$COMPOUND_CLASS: Quaternary benzophenanthridine alkaloids
CH$FORMULA: C₂₀H₁₄NO₄⁺
CH$EXACT_MASS: 332.335
CH$SMILES: C[N+]1=CC2=C3OCOC3=CC=C2C2=C1C1=CC3=C(OCO3)C=C1C=C2
CH$IUPAC: InChI=1S/C20H14NO4/c1-21-8-15-12(4-5-16-20(15)25-10-22-16)13-3-2-11-6-17-18(24-9-23-17)7-14(11)19(13)21/h2-8H,9-10H2,1H3/q+1
CH$LINK: INCHIKEY INVGWHRKADIJHF-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 4.8517
AC$CHROMATOGRAPHY: SOLVENT A water including 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B acetonitrile including 0.1% formic acid

MS$FOCUSED_ION: PRECURSOR_TYPE [M]+
MS$FOCUSED_ION: PRECURSOR_M/Z 332.0911858

PK$SPLASH: splash10-0ff0-0079000000-bbd9cb63caeb39ef88a9
PK$NUM_PEAK: 93
PK$PEAK: m/z int. rel.int.
  189.05702 6.0 6
  189.06876 15.0 15
  190.06526 5.0 5
  200.54099 6.0 6
  204.07887 12.0 12
  205.0712 7.0 7
  207.08133 6.0 6
  215.06615 11.0 11
  215.07945 8.0 8
  216.08501 57.0 57
  217.0873 64.0 64
  218.06723 6.0 6
  218.09363 87.0 87
  219.09177 6.0 6
  219.10306 17.0 17
  228.08685 8.0 8
  230.21126 8.0 8
  232.06496 7.0 7
  233.06374 17.0 17
  233.08159 12.0 12
  233.08902 16.0 16
  234.0945 12.0 12
  240.03488 6.0 6
  244.06906 37.0 37
  244.07782 102.0 102
  245.07281 22.0 22
  245.08452 26.0 26
  246.06868 12.0 12
  246.09248 307.0 307
  247.0623 9.0 9
  247.0737 10.0 10
  247.09674 75.0 75
  247.10899 19.0 19
  248.07933 9.0 9
  248.09647 26.0 26
  248.10861 59.0 59
  248.12215 13.0 13
  249.10356 6.0 6
  249.11749 12.0 12
  256.08249 9.0 9
  258.09256 9.0 9
  259.05197 8.0 8
  259.0636 13.0 13
  259.07687 11.0 11
  260.07117 31.0 31
  261.07022 23.0 23
  261.08987 12.0 12
  262.08203 19.0 19
  272.0766 27.0 27
  273.06036 12.0 12
  273.08441 12.0 12
  274.0509 10.0 10
  274.08673 664.0 663
  275.05185 6.0 6
  275.09055 227.0 227
  276.10382 153.0 153
  277.11029 27.0 27
  277.12341 9.0 9
  286.08807 8.0 8
  287.04929 8.0 8
  287.06122 13.0 13
  288.05673 21.0 21
  289.04034 5.0 5
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  291.41257 6.0 6
  300.06738 6.0 6
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  302.07892 235.0 235
  303.08344 77.0 77
  303.09778 29.0 29
  304.0527 8.0 8
  304.06717 15.0 15
  304.09756 616.0 615
  305.09793 101.0 101
  306.0795 7.0 7
  306.10318 10.0 10
  314.08136 10.0 10
  315.03671 6.0 6
  316.05893 22.0 22
  316.07941 6.0 6
  317.02826 10.0 10
  317.06931 434.0 434
  318.0704 97.0 97
  318.09143 16.0 16
  319.05908 9.0 9
  319.08035 6.0 6
  319.09128 7.0 7
  330.07483 189.0 189
  331.07901 31.0 31
  332.05838 11.0 11
  332.09155 1000.0 999
//