ACCESSION: MSBNK-RIKEN-PR308890
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: Annotation level-1

CH$NAME: Voacamine
CH$COMPOUND_CLASS: Alkaloids
CH$FORMULA: C₄₃H₅₂N₄O₅
CH$EXACT_MASS: 704.912
CH$SMILES: CCC1CC2CN3CCC4=C(NC5=C4C=C(OC)C(=C5)C4CC5C(C(CC6=C4NC4=CC=CC=C64)N(C)CC5=CC)C(=O)OC)C(C2)(C13)C(=O)OC
CH$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$CHROMATOGRAPHY: CAPILLARY_VOLTAGE +3.00 kV
AC$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 4.94
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 703.38649

PK$SPLASH: splash10-0udi-0002012900-e56de2a508274cd5adab
PK$NUM_PEAK: 60
PK$PEAK: m/z int. rel.int.
  178.93379 19.0 5
  196.09659 20.0 5
  231.69522 22.0 6
  244.32874 18.0 5
  263.12131 18.0 5
  272.99716 25.0 6
  352.17538 104.0 27
  353.18805 48.0 12
  353.20639 22.0 6
  353.43112 22.0 6
  354.17499 44.0 11
  366.1879 40.0 10
  367.20294 646.0 166
  368.19955 67.0 17
  368.21405 21.0 5
  379.19876 55.0 14
  379.24457 18.0 5
  405.25299 30.0 8
  466.771 19.0 5
  472.14618 21.0 5
  488.21637 18.0 5
  490.24872 21.0 5
  492.22583 18.0 5
  494.2558 22.0 6
  495.23227 18.0 5
  495.24677 20.0 5
  504.22897 22.0 6
  506.24478 88.0 23
  507.23621 33.0 9
  507.26541 94.0 24
  507.29596 25.0 6
  509.26953 18.0 5
  512.85181 20.0 5
  518.26562 19.0 5
  519.25562 18.0 5
  519.36353 20.0 5
  522.28699 53.0 14
  534.26794 21.0 5
  546.55896 30.0 8
  548.26373 34.0 9
  548.27679 66.0 17
  549.27405 22.0 6
  550.27185 23.0 6
  550.29425 44.0 11
  551.29645 23.0 6
  552.31354 28.0 7
  592.56921 27.0 7
  596.50446 30.0 8
  641.3042 25.0 6
  641.32513 22.0 6
  642.30994 29.0 7
  671.34406 34.0 9
  688.19171 18.0 5
  688.3598 348.0 90
  688.37982 136.0 35
  689.35687 81.0 21
  689.37384 166.0 43
  690.33179 27.0 7
  703.31006 22.0 6
  703.38837 3876.0 999
//