ACCESSION: MSBNK-RIKEN-PR300372
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$SPLASH: splash10-000i-0927000000-4bcb1b79ca8f3847aad1
PK$NUM_PEAK: 90
PK$PEAK: m/z int. rel.int.
  81.06969 5.0 5
  91.05553 6.0 6
  93.06972 9.0 9
  107.08539 17.0 17
  119.07508 7.0 7
  119.08589 19.0 19
  121.10071 38.0 38
  122.10159 5.0 5
  126.05513 44.0 44
  133.10001 5.0 5
  136.07619 31.0 31
  136.10857 14.0 14
  136.1143 29.0 29
  146.06989 8.0 8
  146.07968 10.0 10
  147.06215 11.0 11
  147.07101 11.0 11
  147.08255 14.0 14
  148.0773 14.0 14
  148.11229 9.0 9
  150.05351 28.0 28
  150.0594 11.0 11
  150.12825 204.0 204
  151.12056 6.0 6
  151.13316 17.0 17
  160.07716 31.0 31
  161.08875 7.0 7
  162.05379 5.0 5
  162.09167 27.0 27
  172.075 17.0 17
  174.09288 49.0 49
  175.06578 24.0 24
  176.07047 70.0 70
  176.10631 7.0 7
  177.07181 7.0 7
  177.08955 9.0 9
  178.08202 17.0 17
  178.08939 10.0 10
  178.12245 160.0 160
  179.10619 10.0 10
  179.12305 20.0 20
  179.13075 18.0 18
  184.07738 6.0 6
  187.09125 12.0 12
  188.07025 11.0 11
  188.0952 30.0 30
  188.10555 8.0 8
  189.08443 6.0 6
  189.0963 10.0 10
  189.10765 14.0 14
  190.08511 200.0 200
  191.08133 7.0 7
  191.09027 23.0 23
  196.13434 52.0 52
  197.13739 8.0 8
  201.10405 36.0 36
  202.08324 5.0 5
  202.11127 10.0 10
  208.13298 61.0 61
  209.14104 7.0 7
  210.13838 12.0 12
  210.1489 52.0 52
  220.13496 13.0 13
  229.09714 30.0 30
  230.10863 7.0 7
  237.1004 15.0 15
  238.10724 7.0 7
  239.12091 10.0 10
  255.11296 21.0 21
  265.10132 7.0 7
  270.147 7.0 7
  270.16153 7.0 7
  278.15082 10.0 10
  292.13071 5.0 5
  307.1633 6.0 6
  307.18115 40.0 40
  308.18887 17.0 17
  309.19235 9.0 9
  325.1839 21.0 21
  325.19806 23.0 23
  326.18814 10.0 10
  335.17593 30.0 30
  336.18362 6.0 6
  353.18698 9.0 9
  367.20053 40.0 40
  367.21945 7.0 7
  368.20511 12.0 12
  385.15424 15.0 15
  385.21286 1000.0 999
  385.27023 7.0 7
//