ACCESSION: MSBNK-RIKEN-PR301836
RECORD_TITLE: Protopine; 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$NAME: Protopine
CH$COMPOUND_CLASS: Protopine alkaloids
CH$FORMULA: C₂₀H₁₉NO₅
CH$EXACT_MASS: 353.374
CH$SMILES: CN1CCC2=CC3=C(OCO3)C=C2C(=O)CC2=C(C1)C1=C(OCO1)C=C2
CH$IUPAC: InChI=1S/C20H19NO5/c1-21-5-4-13-7-18-19(25-10-24-18)8-14(13)16(22)6-12-2-3-17-20(15(12)9-21)26-11-23-17/h2-3,7-8H,4-6,9-11H2,1H3
CH$LINK: INCHIKEY GPTFURBXHJWNHR-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 4.362817
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 354.1335992

PK$SPLASH: splash10-000i-0941000000-a29118f6a62e58bd4e63
PK$NUM_PEAK: 139
PK$PEAK: m/z int. rel.int.
  91.055 24.0 24
  107.05009 31.0 31
  119.04181 12.0 12
  119.04946 36.0 36
  119.0564 8.0 8
  120.05164 7.0 7
  131.07269 10.0 10
  135.03812 19.0 19
  135.04482 74.0 74
  136.04494 16.0 16
  147.04135 25.0 25
  149.06004 310.0 310
  150.06352 24.0 24
  150.07364 6.0 6
  159.06154 21.0 21
  159.0701 22.0 22
  159.07832 7.0 7
  160.05965 9.0 9
  160.07541 21.0 21
  161.05714 6.0 6
  163.03937 17.0 17
  163.07121 6.0 6
  165.05551 134.0 134
  166.0609 11.0 11
  167.07933 6.0 6
  167.09013 9.0 9
  173.05798 12.0 12
  174.05421 16.0 16
  175.02959 7.0 7
  175.04018 42.0 42
  176.03986 11.0 11
  176.06956 29.0 29
  177.04877 7.0 7
  177.07953 30.0 30
  178.08452 19.0 19
  179.08743 20.0 20
  188.04463 6.0 6
  188.07004 824.0 823
  189.05399 5.0 5
  189.07805 1000.0 999
  190.06128 10.0 10
  190.08231 174.0 174
  191.08699 11.0 11
  195.07509 35.0 35
  195.08658 34.0 34
  196.08292 12.0 12
  201.07721 13.0 13
  204.0697 9.0 9
  205.05911 6.0 6
  206.08105 178.0 178
  207.07153 12.0 12
  207.08351 50.0 50
  208.06761 6.0 6
  208.08929 11.0 11
  209.06042 14.0 14
  217.06395 35.0 35
  217.07574 11.0 11
  218.07306 8.0 8
  219.07382 7.0 7
  219.08588 9.0 9
  223.07626 23.0 23
  224.07826 10.0 10
  224.08426 5.0 5
  225.0804 8.0 8
  225.09157 17.0 17
  226.09337 7.0 7
  233.06267 7.0 7
  235.07779 86.0 86
  236.06691 10.0 10
  236.07597 23.0 23
  237.05531 11.0 11
  237.06631 5.0 5
  237.08234 9.0 9
  237.09183 29.0 29
  238.05644 10.0 10
  238.09167 5.0 5
  240.06409 6.0 6
  245.05476 7.0 7
  245.0643 5.0 5
  247.05698 9.0 9
  247.06958 45.0 45
  247.08083 87.0 87
  248.07861 41.0 41
  249.08003 6.0 6
  249.09703 17.0 17
  250.08638 5.0 5
  251.06982 13.0 13
  253.08696 19.0 19
  261.03775 9.0 9
  261.0961 6.0 6
  262.06165 6.0 6
  263.07309 35.0 35
  263.103 5.0 5
  264.07449 8.0 8
  265.0672 8.0 8
  265.08713 58.0 58
  266.09042 9.0 9
  266.10104 8.0 8
  267.05527 14.0 14
  267.06815 23.0 23
  268.06619 13.0 13
  275.03757 6.0 6
  275.07043 201.0 201
  276.07108 30.0 30
  277.07516 11.0 11
  277.09045 12.0 12
  278.11755 18.0 18
  280.07278 5.0 5
  283.08383 7.0 7
  291.08987 7.0 7
  292.07785 6.0 6
  293.07733 37.0 37
  293.08771 24.0 24
  294.08163 5.0 5
  295.09003 13.0 13
  295.10266 23.0 23
  295.11548 7.0 7
  296.09824 5.0 5
  305.0759 12.0 12
  305.09048 12.0 12
  306.0838 14.0 14
  306.11084 12.0 12
  307.082 6.0 6
  307.09683 9.0 9
  307.12396 8.0 8
  320.08704 34.0 34
  321.09631 42.0 42
  322.09842 6.0 6
  323.07996 5.0 5
  323.09427 17.0 17
  332.09714 10.0 10
  334.09015 6.0 6
  334.10623 13.0 13
  334.12152 11.0 11
  335.11319 9.0 9
  336.1218 49.0 49
  336.14471 6.0 6
  337.13336 16.0 16
  354.13391 215.0 215
//