ACCESSION: MSBNK-RIKEN-PR301665
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$SPLASH: splash10-0ff0-0079000000-6e4df67e858587bd50fb
PK$NUM_PEAK: 96
PK$PEAK: m/z int. rel.int.
  189.07045 5.0 5
  192.08841 5.0 5
  196.91631 5.0 5
  203.06877 6.0 6
  204.06837 6.0 6
  205.08673 6.0 6
  206.09109 8.0 8
  215.05933 7.0 7
  215.07358 10.0 10
  216.07806 68.0 68
  217.07079 13.0 13
  217.09445 13.0 13
  218.0688 7.0 7
  218.09531 91.0 91
  218.10429 28.0 28
  219.10156 12.0 12
  228.07982 18.0 18
  232.07381 11.0 11
  232.08949 10.0 10
  233.08536 23.0 23
  234.06398 9.0 9
  234.09 24.0 24
  243.05374 8.0 8
  244.0751 119.0 119
  244.09195 11.0 11
  244.10307 5.0 5
  245.06908 9.0 9
  245.07906 22.0 22
  245.08688 11.0 11
  246.05389 5.0 5
  246.09218 347.0 347
  247.09668 132.0 132
  248.09618 23.0 23
  248.11041 37.0 37
  249.10696 8.0 8
  249.11899 11.0 11
  256.06851 6.0 6
  258.0946 6.0 6
  259.0643 27.0 27
  260.06796 31.0 31
  261.07236 25.0 25
  261.08017 63.0 63
  262.0799 8.0 8
  263.07288 9.0 9
  264.78583 7.0 7
  272.06799 24.0 24
  272.08298 6.0 6
  273.0759 22.0 22
  274.03754 14.0 14
  274.05481 28.0 28
  274.08505 647.0 646
  275.05304 10.0 10
  275.0896 244.0 244
  276.10254 177.0 177
  276.1239 7.0 7
  277.08276 6.0 6
  277.10834 35.0 35
  277.33755 6.0 6
  285.07831 6.0 6
  286.05249 8.0 8
  286.08975 13.0 13
  287.05362 15.0 15
  288.06195 15.0 15
  289.04785 16.0 16
  289.0748 99.0 99
  290.05188 6.0 6
  290.07236 17.0 17
  290.08237 11.0 11
  300.06458 5.0 5
  302.04907 12.0 12
  302.08304 234.0 234
  302.10995 10.0 10
  303.08511 115.0 115
  303.10352 11.0 11
  304.06653 22.0 22
  304.09607 576.0 575
  305.08484 19.0 19
  305.10074 131.0 131
  306.09888 18.0 18
  306.11237 21.0 21
  314.07004 8.0 8
  314.0849 12.0 12
  316.04599 12.0 12
  316.06384 20.0 20
  317.06772 529.0 528
  318.0575 39.0 39
  318.07565 102.0 102
  318.87454 5.0 5
  319.05276 6.0 6
  319.07446 16.0 16
  330.04486 8.0 8
  330.07278 152.0 152
  331.07965 59.0 59
  332.0206 10.0 10
  332.0491 31.0 31
  332.0914 1000.0 999
//