ACCESSION: MSBNK-RIKEN-PR301822
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$SPLASH: splash10-000i-0941000000-0c034f23db3dabf78a16
PK$NUM_PEAK: 123
PK$PEAK: m/z int. rel.int.
  91.05648 7.0 7
  107.04346 7.0 7
  107.05331 7.0 7
  119.05088 52.0 52
  120.05306 10.0 10
  130.06454 6.0 6
  131.04915 9.0 9
  135.04309 67.0 67
  135.05269 8.0 8
  136.04842 8.0 8
  143.04857 5.0 5
  147.04344 14.0 14
  149.04121 6.0 6
  149.06012 351.0 351
  150.05383 8.0 8
  150.06395 32.0 32
  151.06514 6.0 6
  159.05009 6.0 6
  159.07034 39.0 39
  160.07355 18.0 18
  163.03365 9.0 9
  163.04292 9.0 9
  165.03682 8.0 8
  165.05614 123.0 123
  166.0538 5.0 5
  166.06256 6.0 6
  167.08736 19.0 19
  168.08887 5.0 5
  173.06235 9.0 9
  174.05582 5.0 5
  175.03926 42.0 42
  176.04317 5.0 5
  176.06763 20.0 20
  176.08165 6.0 6
  177.06148 14.0 14
  177.07787 50.0 50
  178.08595 35.0 35
  179.0869 8.0 8
  180.0853 5.0 5
  187.03835 14.0 14
  188.0712 763.0 762
  189.04694 5.0 5
  189.07838 1000.0 999
  190.0833 225.0 225
  191.08479 13.0 13
  191.09323 13.0 13
  195.08214 54.0 54
  196.07697 6.0 6
  204.07645 5.0 5
  205.06453 16.0 16
  206.082 148.0 148
  207.08263 83.0 83
  208.08234 12.0 12
  209.05846 17.0 17
  210.06676 7.0 7
  217.05905 15.0 15
  217.06778 20.0 20
  218.07549 9.0 9
  219.07782 13.0 13
  223.06752 6.0 6
  223.08057 33.0 33
  224.0817 7.0 7
  225.09024 14.0 14
  226.0986 11.0 11
  235.07631 104.0 104
  236.08023 17.0 17
  237.04445 7.0 7
  237.05681 27.0 27
  237.0896 35.0 35
  238.05934 7.0 7
  238.09346 5.0 5
  245.06465 15.0 15
  247.07495 169.0 169
  248.0667 14.0 14
  248.08142 27.0 27
  249.08278 11.0 11
  249.11803 6.0 6
  251.06454 6.0 6
  251.0795 9.0 9
  253.0889 17.0 17
  263.07004 38.0 38
  263.08316 8.0 8
  264.0806 5.0 5
  265.0867 72.0 72
  266.05481 6.0 6
  266.09094 11.0 11
  267.06644 46.0 46
  275.07104 195.0 195
  276.0766 73.0 73
  277.08255 8.0 8
  277.09329 9.0 9
  278.1203 38.0 38
  280.07242 7.0 7
  283.1004 8.0 8
  293.05798 6.0 6
  293.07159 9.0 9
  293.08691 35.0 35
  294.08624 16.0 16
  295.09445 38.0 38
  296.10306 8.0 8
  297.10614 6.0 6
  304.0961 6.0 6
  305.07495 16.0 16
  305.09427 5.0 5
  306.08591 13.0 13
  306.11279 23.0 23
  307.08817 9.0 9
  307.11258 7.0 7
  311.09332 7.0 7
  320.09027 47.0 47
  321.08081 6.0 6
  321.10056 47.0 47
  322.11447 7.0 7
  323.0899 18.0 18
  324.1073 6.0 6
  332.09613 12.0 12
  334.10962 41.0 41
  335.1142 12.0 12
  336.11737 31.0 31
  336.1301 45.0 45
  337.12103 16.0 16
  354.10187 6.0 6
  354.13483 209.0 209
//