ACCESSION: MSBNK-RIKEN-PR300890
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$SPLASH: splash10-000i-0930000000-a726de6ab75ec961a7a6
PK$NUM_PEAK: 57
PK$PEAK: m/z int. rel.int.
  77.03761 11.0 11
  79.05066 6.0 6
  79.05883 7.0 7
  103.04499 7.0 7
  103.05365 10.0 10
  105.03392 5.0 5
  115.05186 5.0 5
  127.59084 6.0 6
  130.06798 6.0 6
  131.05237 14.0 14
  135.04645 53.0 53
  146.06131 8.0 8
  147.04695 6.0 6
  152.05968 8.0 8
  158.05743 11.0 11
  161.05992 8.0 8
  163.03804 14.0 14
  163.05394 13.0 13
  165.06813 6.0 6
  176.05896 13.0 13
  177.0766 11.0 11
  178.0766 76.0 76
  179.08627 49.0 49
  180.08485 8.0 8
  187.06073 5.0 5
  188.04439 5.0 5
  188.0598 20.0 20
  188.06842 19.0 19
  189.07016 1000.0 999
  190.07414 234.0 234
  191.08575 38.0 38
  192.05515 6.0 6
  192.06287 6.0 6
  192.07625 6.0 6
  201.06902 14.0 14
  202.07396 6.0 6
  205.06049 18.0 18
  205.07385 11.0 11
  206.05507 5.0 5
  206.06854 8.0 8
  207.08237 33.0 33
  209.05545 10.0 10
  217.06557 173.0 173
  218.06732 52.0 52
  219.07921 15.0 15
  220.09082 6.0 6
  235.07907 8.0 8
  236.07359 11.0 11
  237.08337 7.0 7
  246.06903 44.0 44
  247.07504 135.0 135
  248.07654 26.0 26
  250.04979 5.0 5
  250.06783 5.0 5
  262.06805 6.0 6
  275.07166 24.0 24
  276.07837 7.0 7
//