ACCESSION: MSBNK-RIKEN-PR300117
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$SPLASH: splash10-00di-0910000000-8a27777a70eddbe9faf4
PK$NUM_PEAK: 71
PK$PEAK: m/z int. rel.int.
  69.0662 6.0 6
  69.07118 9.0 9
  80.04813 13.0 13
  81.0569 13.0 13
  81.06678 13.0 13
  81.07188 25.0 25
  82.0666 11.0 11
  91.04865 9.0 9
  91.05836 7.0 7
  94.06757 15.0 15
  95.07407 18.0 18
  96.07996 18.0 18
  108.07207 8.0 8
  108.08115 46.0 46
  109.08778 212.0 212
  110.0931 34.0 34
  122.09185 17.0 17
  122.09774 6.0 6
  124.0733 8.0 8
  124.08162 8.0 8
  124.0937 8.0 8
  124.11137 1000.0 999
  125.11311 69.0 69
  125.11945 44.0 44
  130.06767 10.0 10
  136.10907 14.0 14
  137.11667 6.0 6
  144.07629 6.0 6
  154.0645 14.0 14
  154.07701 7.0 7
  155.0685 15.0 15
  156.06772 5.0 5
  156.07845 44.0 44
  156.08615 20.0 20
  166.0611 6.0 6
  168.07336 23.0 23
  173.08138 8.0 8
  180.07184 5.0 5
  181.08093 6.0 6
  183.0598 8.0 8
  183.09712 6.0 6
  192.07126 6.0 6
  194.09821 6.0 6
  195.09793 12.0 12
  204.08658 13.0 13
  205.09241 6.0 6
  206.06139 8.0 8
  206.09671 9.0 9
  208.10924 12.0 12
  209.10664 22.0 22
  209.1147 9.0 9
  217.08812 5.0 5
  218.09497 5.0 5
  220.10582 10.0 10
  221.06941 9.0 9
  221.08829 12.0 12
  221.1067 9.0 9
  221.11588 6.0 6
  222.08957 5.0 5
  222.11481 18.0 18
  223.11765 5.0 5
  223.12759 11.0 11
  224.11633 7.0 7
  224.13858 5.0 5
  234.08325 7.0 7
  236.12955 9.0 9
  237.13643 7.0 7
  249.13791 11.0 11
  250.13309 6.0 6
  251.16136 7.0 7
  355.19275 8.0 8
//