ACCESSION: MSBNK-RIKEN-PR304647
RECORD_TITLE: Voacamine; 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$NAME: Voacamine
CH$COMPOUND_CLASS: Ibogan-type alkaloids
CH$FORMULA: C₄₃H₅₂N₄O₅
CH$EXACT_MASS: 704.912
CH$SMILES: CCC1CC2CN3CCC4=C(NC5=CC(C6CC7C(C(CC8=C6NC6=CC=CC=C86)N(C)CC7=CC)C(=O)OC)=C(OC)C=C45)C(C2)(C13)C(=O)OC
CH$IUPAC: InChI=1S/C43H52N4O5/c1-7-24-15-23-20-43(42(49)52-6)39-27(13-14-47(21-23)40(24)43)29-19-36(50-4)30(17-34(29)45-39)31-16-28-25(8-2)22-46(3)35(37(28)41(48)51-5)18-32-26-11-9-10-12-33(26)44-38(31)32/h8-12,17,19,23-24,28,31,35,37,40,44-45H,7,13-16,18,20-22H2,1-6H3
CH$LINK: INCHIKEY VCMIRXRRQJNZJT-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 NEGATIVE
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$CHROMATOGRAPHY: CAPILLARY_VOLTAGE -2.75 kV
AC$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 4.938133
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 703.38649434783

PK$SPLASH: splash10-0uy0-0006029800-cf5287c0a2b54d5abd4b
PK$NUM_PEAK: 64
PK$PEAK: m/z int. rel.int.
  168.11278 11.0 11
  266.08401 9.0 9
  279.32214 8.0 8
  291.14355 11.0 11
  347.17404 8.0 8
  352.17078 52.0 52
  352.18884 9.0 9
  352.61371 8.0 8
  353.18011 35.0 35
  366.20316 23.0 23
  367.20248 622.0 621
  368.20151 36.0 36
  368.21588 23.0 23
  370.20303 13.0 13
  373.81738 11.0 11
  390.22482 8.0 8
  434.23911 8.0 8
  448.22736 18.0 18
  485.45468 9.0 9
  491.25629 8.0 8
  492.21765 17.0 17
  494.23068 22.0 22
  506.24744 31.0 31
  507.24353 61.0 61
  508.2627 16.0 16
  513.24237 8.0 8
  518.80676 12.0 12
  520.26886 16.0 16
  525.98792 8.0 8
  541.52972 9.0 9
  547.29785 11.0 11
  548.25238 10.0 10
  548.27399 26.0 26
  549.29089 32.0 32
  550.28784 22.0 22
  552.29578 8.0 8
  577.18994 11.0 11
  580.28601 8.0 8
  596.4306 8.0 8
  614.29645 8.0 8
  628.35217 8.0 8
  629.32648 12.0 12
  641.30585 9.0 9
  656.32715 16.0 16
  658.33691 14.0 14
  671.36157 8.0 8
  672.34088 14.0 14
  673.29114 12.0 12
  673.31415 9.0 9
  673.34888 8.0 8
  687.65759 8.0 8
  688.33112 62.0 62
  688.36859 571.0 570
  689.02032 11.0 11
  689.16248 10.0 10
  689.36682 284.0 284
  690.20844 13.0 13
  690.34656 23.0 23
  690.37335 17.0 17
  690.42255 11.0 11
  691.35809 14.0 14
  700.23383 10.0 10
  703.31726 22.0 22
  703.38788 1000.0 999
//