ACCESSION: MSBNK-RIKEN-PR301850
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$SPLASH: splash10-000i-0941000000-6348917ba706658b1010
PK$NUM_PEAK: 128
PK$PEAK: m/z int. rel.int.
  91.05051 5.0 5
  91.05604 10.0 10
  107.04955 27.0 27
  109.06485 9.0 9
  119.04839 28.0 28
  119.05602 10.0 10
  131.0518 7.0 7
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  132.08034 8.0 8
  135.04633 77.0 77
  136.04462 6.0 6
  146.05309 8.0 8
  146.06058 13.0 13
  147.0388 17.0 17
  147.04437 23.0 23
  147.05531 6.0 6
  149.03621 7.0 7
  149.06027 374.0 374
  150.05449 6.0 6
  150.06514 26.0 26
  159.04704 6.0 6
  159.06084 19.0 19
  159.07059 34.0 34
  160.07089 9.0 9
  160.08148 6.0 6
  161.07967 6.0 6
  163.03712 6.0 6
  163.04488 5.0 5
  165.05544 108.0 108
  166.05951 13.0 13
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  174.05116 7.0 7
  175.02773 6.0 6
  175.04013 32.0 32
  176.03868 5.0 5
  176.07314 15.0 15
  177.05113 9.0 9
  177.07822 38.0 38
  178.07965 12.0 12
  178.08929 35.0 35
  179.0759 7.0 7
  179.08583 22.0 22
  188.04933 8.0 8
  188.07138 849.0 848
  189.07796 1000.0 999
  190.0829 165.0 165
  191.08658 42.0 42
  192.1037 8.0 8
  195.0813 41.0 41
  196.0809 13.0 13
  201.0797 6.0 6
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  311.08978 5.0 5
  311.09866 12.0 12
  320.0925 55.0 55
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  323.0798 6.0 6
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  334.10858 50.0 50
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  337.11594 7.0 7
  337.13269 12.0 12
  338.11935 5.0 5
  354.13409 220.0 220
//