MassBank Record: MSBNK-RIKEN-PR304659
ACCESSION: MSBNK-RIKEN-PR304659
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: splash10-0uy0-0007029800-7d08b0234a36fdf1a8b0
PK$NUM_PEAK: 67
PK$PEAK: m/z int. rel.int.
158.4325 8.0 8
310.16235 10.0 10
335.1871 14.0 14
341.14758 8.0 8
352.16364 12.0 12
352.18732 27.0 27
353.16275 10.0 10
353.17682 9.0 9
367.20016 624.0 623
368.19891 70.0 70
368.20874 111.0 111
369.20853 19.0 19
379.20419 18.0 18
379.22299 8.0 8
409.11862 14.0 14
435.68323 7.0 7
448.04974 9.0 9
448.93527 9.0 9
474.35269 9.0 9
480.22858 10.0 10
491.23825 9.0 9
491.26163 9.0 9
492.22061 7.0 7
495.23407 7.0 7
506.24872 8.0 8
507.2536 91.0 91
507.78265 9.0 9
508.2579 39.0 39
511.64401 7.0 7
520.25592 14.0 14
521.2406 9.0 9
521.26953 10.0 10
543.30975 12.0 12
548.25751 12.0 12
548.27704 36.0 36
549.28986 27.0 27
549.32782 9.0 9
550.28845 9.0 9
551.30273 8.0 8
566.2868 9.0 9
570.29718 8.0 8
613.28735 9.0 9
628.29126 9.0 9
657.38452 13.0 13
671.30273 9.0 9
671.3468 7.0 7
671.37543 9.0 9
673.3396 9.0 9
673.36523 11.0 11
674.32745 9.0 9
674.34485 11.0 11
688.30048 8.0 8
688.36414 678.0 677
688.4093 29.0 29
689.35889 133.0 133
689.38751 57.0 57
689.41187 27.0 27
690.33887 28.0 28
690.3678 34.0 34
690.38776 10.0 10
691.3454 15.0 15
691.375 7.0 7
693.03986 8.0 8
701.38037 8.0 8
703.38092 1000.0 999
703.43866 9.0 9
703.46356 9.0 9
//