ACCESSION: MSBNK-RIKEN-PR301843
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$SPLASH: splash10-0udi-0419000000-7d16c9ab3120b2d851b2
PK$NUM_PEAK: 39
PK$PEAK: m/z int. rel.int.
  107.05066 8.0 8
  119.04757 9.0 9
  135.04343 11.0 11
  147.04643 6.0 6
  149.05997 72.0 72
  159.06755 12.0 12
  165.05362 23.0 23
  167.08861 5.0 5
  176.06937 8.0 8
  178.08743 6.0 6
  179.09128 9.0 9
  188.07031 164.0 164
  189.07799 187.0 187
  190.08144 34.0 34
  195.08311 9.0 9
  206.08313 36.0 36
  207.08847 5.0 5
  209.06523 6.0 6
  217.06409 9.0 9
  223.07693 7.0 7
  235.06535 6.0 6
  235.07735 15.0 15
  237.05536 5.0 5
  247.07652 27.0 27
  253.08276 5.0 5
  263.07187 7.0 7
  265.08081 9.0 9
  275.07138 41.0 41
  278.11832 6.0 6
  293.08057 6.0 6
  295.09998 8.0 8
  305.07816 9.0 9
  320.08737 7.0 7
  323.08536 6.0 6
  334.10382 7.0 7
  336.10764 5.0 5
  336.12375 15.0 15
  354.13336 1000.0 999
  354.18536 24.0 24
//