ACCESSION: MSBNK-RIKEN-PR300886
RECORD_TITLE: (+)-Chelidonine; 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$NAME: Chelidonin
CH$NAME: (+)-Chelidonine
CH$NAME: [1,3]Benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridin-6-ol, 5b,6,7,12b,13,14-hexahydro-13-methyl-, (5bR,6S,12bS)-
CH$COMPOUND_CLASS: Hexahydrobenzophenanthridine alkaloids
CH$FORMULA: C₂₀H₁₉NO₅
CH$EXACT_MASS: 353.126323
CH$SMILES: CN1CC2=C(C=CC3=C2OCO3)[C@@H]4[C@H]1C5=CC6=C(C=C5C[C@@H]4O)OCO6
CH$IUPAC: InChI=1S/C20H19NO5/c1-21-7-13-11(2-3-15-20(13)26-9-23-15)18-14(22)4-10-5-16-17(25-8-24-16)6-12(10)19(18)21/h2-3,5-6,14,18-19,22H,4,7-9H2,1H3/t14-,18-,19+/m0/s1
CH$LINK: CAS 476-32-4
CH$LINK: CHEMSPIDER 171216
CH$LINK: COMPTOX DTXSID10878474
CH$LINK: INCHIKEY GHKISGDRQRSCII-ZOCIIQOWSA-N
CH$LINK: PUBCHEM CID:197810

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 4.533533
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$SPLASH: splash10-004j-0190000000-caea9cc9a62a3020a446
PK$NUM_PEAK: 71
PK$PEAK: m/z int. rel.int.
  131.05276 7.0 7
  135.04469 91.0 91
  136.04156 8.0 8
  136.04979 13.0 13
  143.04205 6.0 6
  143.05005 8.0 8
  149.05988 11.0 11
  159.04477 8.0 8
  161.05696 17.0 17
  161.0656 23.0 23
  163.04042 86.0 86
  164.04506 9.0 9
  173.06219 10.0 10
  175.04305 10.0 10
  176.07367 31.0 31
  179.08673 7.0 7
  187.03677 8.0 8
  188.07298 40.0 40
  189.07086 74.0 74
  190.06628 5.0 5
  190.07616 7.0 7
  191.08141 13.0 13
  207.06409 7.0 7
  207.08286 17.0 17
  217.06606 117.0 117
  218.07349 17.0 17
  219.08554 7.0 7
  235.07121 18.0 18
  235.08145 15.0 15
  236.07549 5.0 5
  236.08685 6.0 6
  237.09087 70.0 70
  238.10103 8.0 8
  245.06245 35.0 35
  245.07605 5.0 5
  246.06178 5.0 5
  246.07144 6.0 6
  247.0407 8.0 8
  247.07632 555.0 554
  248.08057 121.0 121
  249.07919 9.0 9
  249.08966 8.0 8
  263.06323 7.0 7
  263.07782 6.0 6
  265.07794 18.0 18
  265.08765 47.0 47
  265.10278 10.0 10
  266.08917 8.0 8
  267.07895 6.0 6
  275.02777 8.0 8
  275.07169 1000.0 999
  276.07416 205.0 205
  276.08563 45.0 45
  277.06903 6.0 6
  277.08362 22.0 22
  278.09668 5.0 5
  293.0654 5.0 5
  293.08212 30.0 30
  294.08322 9.0 9
  295.09384 25.0 25
  295.1127 6.0 6
  296.09998 9.0 9
  303.06558 6.0 6
  305.07938 33.0 33
  305.09451 16.0 16
  306.08081 9.0 9
  323.09665 26.0 26
  323.11154 7.0 7
  336.11667 11.0 11
  336.14417 8.0 8
  354.14301 9.0 9
//