MassBank Record: MSBNK-RIKEN-PR300372
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
//