ACCESSION: MSBNK-RIKEN-PR300077
RECORD_TITLE: Kopsinoline; 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$NAME: Kopsinoline
CH$COMPOUND_CLASS: Aspidofractine alkaloids
CH$FORMULA: C₂₁H₂₆N₂O₃
CH$EXACT_MASS: 354.45
CH$SMILES: COC(=O)[C@@H]1C[C@@]23CCC[N@@]4(=O)CC[C@@]5([C@@H]24)C2=CC=CC=C2N[C@@]15CC3
CH$IUPAC: InChI=1S/C21H26N2O3/c1-26-17(24)15-13-19-7-4-11-23(25)12-10-20(18(19)23)14-5-2-3-6-16(14)22-21(15,20)9-8-19/h2-3,5-6,15,18,22H,4,7-13H2,1H3/t15-,18+,19-,20-,21-,23+/m0/s1
CH$LINK: INCHIKEY KWXHCCIXBUPHTG-ICLMVOIRSA-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 4.177267
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 355.2016192

PK$SPLASH: splash10-00di-0910000000-86586fc0022dbd67d832
PK$NUM_PEAK: 75
PK$PEAK: m/z int. rel.int.
  80.0499 8.0 8
  81.05569 14.0 14
  81.07154 13.0 13
  93.06254 6.0 6
  93.07245 7.0 7
  94.05967 11.0 11
  94.06599 10.0 10
  95.06744 10.0 10
  95.07417 22.0 22
  96.08058 19.0 19
  108.0779 30.0 30
  108.08247 12.0 12
  109.08839 225.0 225
  110.09003 32.0 32
  122.09467 28.0 28
  124.08951 7.0 7
  124.11182 1000.0 999
  125.09737 6.0 6
  125.11433 121.0 121
  126.11922 6.0 6
  129.05508 5.0 5
  129.06828 22.0 22
  134.09879 5.0 5
  136.11147 15.0 15
  140.06784 5.0 5
  146.09416 7.0 7
  154.0574 8.0 8
  154.06525 6.0 6
  154.07202 6.0 6
  155.0672 7.0 7
  155.07368 9.0 9
  156.07915 98.0 98
  157.08643 9.0 9
  167.06776 7.0 7
  167.07755 5.0 5
  168.07281 5.0 5
  168.08286 9.0 9
  169.04869 6.0 6
  169.07657 6.0 6
  169.08754 5.0 5
  171.08438 7.0 7
  180.0703 6.0 6
  182.09831 9.0 9
  183.05878 10.0 10
  183.06973 8.0 8
  192.0782 8.0 8
  193.09027 9.0 9
  194.08717 5.0 5
  194.1028 6.0 6
  195.08458 5.0 5
  204.08411 11.0 11
  205.08385 8.0 8
  206.06078 9.0 9
  206.07446 7.0 7
  206.09514 11.0 11
  207.09006 13.0 13
  209.10194 21.0 21
  209.10995 15.0 15
  209.12579 6.0 6
  218.10168 11.0 11
  219.09178 5.0 5
  219.10623 6.0 6
  221.08682 17.0 17
  221.11336 14.0 14
  222.11069 7.0 7
  223.1161 11.0 11
  223.12729 13.0 13
  224.12743 8.0 8
  234.08667 6.0 6
  234.10078 9.0 9
  237.13809 5.0 5
  238.08006 7.0 7
  249.13771 15.0 15
  250.14349 7.0 7
  251.15721 16.0 16
//