ACCESSION: MSBNK-RIKEN-PR304665
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$SPLASH: splash10-0udi-0002001900-af1eed9a8d2e5b4667fc
PK$NUM_PEAK: 35
PK$PEAK: m/z int. rel.int.
  227.09497 8.0 8
  327.43115 6.0 6
  352.18173 36.0 36
  352.1918 16.0 16
  353.17468 7.0 7
  367.19836 161.0 161
  368.19592 31.0 31
  368.21118 26.0 26
  369.21265 6.0 6
  378.20029 11.0 11
  379.21097 14.0 14
  492.23016 6.0 6
  506.22925 6.0 6
  506.24765 7.0 7
  507.24722 7.0 7
  522.24908 6.0 6
  546.31305 6.0 6
  547.26215 7.0 7
  548.27026 18.0 18
  549.29047 5.0 5
  550.29089 28.0 28
  551.30457 6.0 6
  555.65887 7.0 7
  615.35699 5.0 5
  617.70233 7.0 7
  630.3653 5.0 5
  656.27557 5.0 5
  671.38196 6.0 6
  673.36786 6.0 6
  688.35138 53.0 53
  688.37732 35.0 35
  689.35352 24.0 24
  689.38477 8.0 8
  690.37262 8.0 8
  703.38586 1000.0 999
//