MassBank Record: MSBNK-RIKEN-PR304671
ACCESSION: MSBNK-RIKEN-PR304671
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: splash10-0uy0-0006026900-c50f76de352784c6045e
PK$NUM_PEAK: 64
PK$PEAK: m/z int. rel.int.
91.91073 8.0 8
136.50565 12.0 12
154.36374 7.0 7
207.99629 6.0 6
352.17279 29.0 29
352.19293 11.0 11
353.17593 24.0 24
353.1951 8.0 8
355.18909 14.0 14
366.19308 7.0 7
367.19937 428.0 428
368.18652 9.0 9
368.20724 169.0 169
368.95334 6.0 6
369.20688 5.0 5
379.19821 6.0 6
380.20496 16.0 16
381.21109 6.0 6
401.11676 6.0 6
463.21133 6.0 6
492.22733 6.0 6
493.21979 5.0 5
506.23355 22.0 22
506.26404 8.0 8
507.24277 35.0 35
507.26459 6.0 6
508.2565 44.0 44
510.25974 5.0 5
518.24054 7.0 7
519.25397 6.0 6
547.28528 7.0 7
548.271 6.0 6
548.29144 10.0 10
549.2843 20.0 20
550.27625 5.0 5
550.29761 13.0 13
551.28412 6.0 6
551.32428 12.0 12
589.30603 6.0 6
590.26276 11.0 11
602.29694 8.0 8
605.83154 6.0 6
623.73358 6.0 6
629.33191 9.0 9
633.37067 5.0 5
645.30518 6.0 6
656.35046 5.0 5
657.33411 15.0 15
660.34979 8.0 8
673.33032 7.0 7
673.36578 7.0 7
678.42242 11.0 11
681.27979 6.0 6
688.36334 408.0 408
688.42969 11.0 11
688.6452 7.0 7
689.32208 11.0 11
689.3653 182.0 182
690.37677 18.0 18
691.36609 6.0 6
691.41779 6.0 6
692.27563 8.0 8
702.88702 6.0 6
703.38538 1000.0 999
//