ACCESSION: MSBNK-RIKEN-PR304565
RECORD_TITLE: Hirsuteine; 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$NAME: Hirsuteine
CH$COMPOUND_CLASS: Corynanthean-type alkaloids
CH$FORMULA: C₂₂H₂₆N₂O₃
CH$EXACT_MASS: 366.461
CH$SMILES: COC=C(C1CC2N(CCC3=C2NC2=CC=CC=C32)CC1C=C)C(=O)OC
CH$IUPAC: InChI=1S/C22H26N2O3/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/h4-8,13-14,17,20,23H,1,9-12H2,2-3H3
CH$LINK: INCHIKEY TZUGIFAYWNNSAO-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$CHROMATOGRAPHY: CAPILLARY_VOLTAGE -2.75 kV
AC$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 5.674817
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 365.18706624783

PK$SPLASH: splash10-0159-0937000000-a1be83ec58d03e35b10d
PK$NUM_PEAK: 32
PK$PEAK: m/z int. rel.int.
  101.02097 121.0 121
  142.06342 242.0 242
  142.07101 140.0 140
  151.06787 116.0 116
  153.06015 87.0 87
  154.06711 106.0 106
  167.05637 92.0 92
  169.07039 87.0 87
  169.07715 121.0 121
  181.08778 111.0 111
  183.08797 435.0 435
  184.09445 97.0 97
  193.06964 87.0 87
  194.0769 87.0 87
  194.086 97.0 97
  198.11482 116.0 116
  245.07967 87.0 87
  248.0784 92.0 92
  251.10568 97.0 97
  251.12579 101.0 101
  273.14551 126.0 126
  280.11859 101.0 101
  285.0986 101.0 101
  295.11456 227.0 227
  302.12683 97.0 97
  305.13303 121.0 121
  305.17282 97.0 97
  333.15497 193.0 193
  357.35345 87.0 87
  357.64136 121.0 121
  365.1879 1000.0 999
  365.20578 126.0 126
//