ACCESSION: MSBNK-RIKEN-PR300352
RECORD_TITLE: 7alpha-Voacangine hydroxyindolenine; 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$NAME: 7alpha-Voacangine hydroxyindolenine
CH$COMPOUND_CLASS: Ibogan-type alkaloids
CH$FORMULA: C₂₂H₂₈N₂O₄
CH$EXACT_MASS: 384.476
CH$SMILES: CC[C@@H]1C[C@@H]2CN3CCC4(O)C5=C(C=CC(OC)=C5)N=C4C(C2)(C13)C(=O)OC
CH$IUPAC: InChI=1S/C22H28N2O4/c1-4-14-9-13-11-21(20(25)28-3)18(14)24(12-13)8-7-22(26)16-10-15(27-2)5-6-17(16)23-19(21)22/h5-6,10,13-14,18,26H,4,7-9,11-12H2,1-3H3/t13-,14+,18?,21?,22?/m0/s1
CH$LINK: INCHIKEY AVRFPRAAVSCSSZ-GSEWTJHMSA-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 POSITIVE
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 4.014633
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 385.2121838

PK$SPLASH: splash10-000i-0927000000-99c86b228161ea5a832f
PK$NUM_PEAK: 97
PK$PEAK: m/z int. rel.int.
  91.0537 9.0 9
  93.06454 5.0 5
  93.0697 11.0 11
  107.08599 13.0 13
  119.08518 31.0 31
  121.09929 42.0 42
  121.10452 15.0 15
  122.05965 7.0 7
  122.096 8.0 8
  126.05549 41.0 41
  129.07755 5.0 5
  131.08269 6.0 6
  133.09779 5.0 5
  136.07413 43.0 43
  136.11192 46.0 46
  137.05887 9.0 9
  137.07475 5.0 5
  146.07088 15.0 15
  147.06786 17.0 17
  147.08018 12.0 12
  148.07246 11.0 11
  148.11263 9.0 9
  150.05115 12.0 12
  150.05846 16.0 16
  150.12645 198.0 198
  151.13036 29.0 29
  160.06311 8.0 8
  160.07611 34.0 34
  160.11237 6.0 6
  162.05798 7.0 7
  162.09111 35.0 35
  172.07378 21.0 21
  174.08223 16.0 16
  174.09119 29.0 29
  175.05841 20.0 20
  175.06842 23.0 23
  175.08572 6.0 6
  176.06941 80.0 80
  176.10561 8.0 8
  177.09204 11.0 11
  178.08658 24.0 24
  178.12247 174.0 174
  179.10211 7.0 7
  179.11676 6.0 6
  179.12949 14.0 14
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  188.07176 28.0 28
  188.0938 38.0 38
  189.07549 8.0 8
  189.09695 15.0 15
  189.10634 9.0 9
  190.06593 6.0 6
  190.08566 201.0 201
  191.09006 28.0 28
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  200.10458 5.0 5
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  201.11044 14.0 14
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  239.12576 11.0 11
  255.11118 28.0 28
  255.12292 10.0 10
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  307.18063 38.0 38
  308.17325 8.0 8
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  325.15845 7.0 7
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  385.16968 13.0 13
  385.21069 1000.0 999
//