ACCESSION: MSBNK-RIKEN-PR301643
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$SPLASH: splash10-0ff0-0079000000-674a5d35437524c654b8
PK$NUM_PEAK: 87
PK$PEAK: m/z int. rel.int.
  189.07156 16.0 16
  191.06775 6.0 6
  200.99501 6.0 6
  203.07391 6.0 6
  204.0843 6.0 6
  205.08189 13.0 13
  215.07367 16.0 16
  216.08272 81.0 81
  217.08322 25.0 25
  217.09579 21.0 21
  218.07529 5.0 5
  218.09535 81.0 81
  218.10368 41.0 41
  219.08324 13.0 13
  219.10449 25.0 25
  219.2878 7.0 7
  228.08038 10.0 10
  229.09201 6.0 6
  231.06894 7.0 7
  232.07085 6.0 6
  233.06853 10.0 10
  233.08589 5.0 5
  244.06313 22.0 22
  244.07948 122.0 122
  245.06763 6.0 6
  245.07919 32.0 32
  246.09206 258.0 258
  247.09352 70.0 70
  247.1026 60.0 60
  247.87399 6.0 6
  248.09094 16.0 16
  248.10887 70.0 70
  248.11841 24.0 24
  248.90613 6.0 6
  249.07875 5.0 5
  249.11331 12.0 12
  253.59967 6.0 6
  256.07764 7.0 7
  258.09665 15.0 15
  259.06357 12.0 12
  260.07269 10.0 10
  260.08926 6.0 6
  261.07462 22.0 22
  261.08905 37.0 37
  262.0863 21.0 21
  272.06714 19.0 19
  273.07501 17.0 17
  274.05356 8.0 8
  274.08929 675.0 674
  275.01733 5.0 5
  275.06894 14.0 14
  275.09476 203.0 203
  276.1012 149.0 149
  277.0975 14.0 14
  277.10843 50.0 50
  286.04968 6.0 6
  286.09134 6.0 6
  287.05466 16.0 16
  288.06308 18.0 18
  288.07687 6.0 6
  289.07626 81.0 81
  290.08762 15.0 15
  302.02011 7.0 7
  302.08102 201.0 201
  303.07916 32.0 32
  303.09558 49.0 49
  304.09882 561.0 560
  305.09219 37.0 37
  305.10852 48.0 48
  306.10504 18.0 18
  306.15149 5.0 5
  314.08118 17.0 17
  315.06384 5.0 5
  315.08942 5.0 5
  316.06146 24.0 24
  316.07092 10.0 10
  317.04837 18.0 18
  317.06973 444.0 444
  318.04337 9.0 9
  318.07297 116.0 116
  318.10049 10.0 10
  319.07974 7.0 7
  330.05643 13.0 13
  330.08038 189.0 189
  331.08636 53.0 53
  332.05841 14.0 14
  332.09445 1000.0 999
//