ACCESSION: MSBNK-RIKEN-PR300162
RECORD_TITLE: Hirsutine; 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$NAME: Hirsutine
CH$COMPOUND_CLASS: Corynanthean-type alkaloids
CH$FORMULA: C₂₂H₂₈N₂O₃
CH$EXACT_MASS: 368.477
CH$SMILES: CC[C@H]1CN2CCC3=C(NC4=CC=CC=C34)[C@H]2C[C@@H]1\C(=C/OC)C(=O)OC
CH$IUPAC: InChI=1S/C22H28N2O3/c1-4-14-12-24-10-9-16-15-7-5-6-8-19(15)23-21(16)20(24)11-17(14)18(13-26-2)22(25)27-3/h5-8,13-14,17,20,23H,4,9-12H2,1-3H3/b18-13+/t14-,17-,20+/m0/s1
CH$LINK: INCHIKEY NMLUOJBSAYAYEM-AZQGJTAVSA-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 5.850083
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 369.2172692

PK$SPLASH: splash10-014i-0319000000-e3fbfdcb9c375a5e1c05
PK$NUM_PEAK: 37
PK$PEAK: m/z int. rel.int.
  110.09235 7.0 7
  110.09819 10.0 10
  129.05405 16.0 16
  130.06676 7.0 7
  143.07295 6.0 6
  144.08002 155.0 155
  145.08504 17.0 17
  155.07271 7.0 7
  156.07892 6.0 6
  158.09637 13.0 13
  166.08488 10.0 10
  168.10042 5.0 5
  170.09587 37.0 37
  171.10185 13.0 13
  172.10934 9.0 9
  177.08943 8.0 8
  180.09917 8.0 8
  182.09427 6.0 6
  194.11821 12.0 12
  197.10431 5.0 5
  199.12236 8.0 8
  206.09798 6.0 6
  224.1228 6.0 6
  225.14032 5.0 5
  226.14279 57.0 57
  227.14871 15.0 15
  236.13875 5.0 5
  238.14304 43.0 43
  251.15428 15.0 15
  253.17032 11.0 11
  266.11774 7.0 7
  298.14304 18.0 18
  337.18985 23.0 23
  352.19025 5.0 5
  369.16672 6.0 6
  369.21756 1000.0 999
  369.27353 32.0 32
//