ACCESSION: MSBNK-RIKEN-PR304519
RECORD_TITLE: Hydroxygardnutine; 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$NAME: Hydroxygardnutine
CH$COMPOUND_CLASS: Macroline alkaloids
CH$FORMULA: C₂₀H₂₂N₂O₃
CH$EXACT_MASS: 338.407
CH$SMILES: COC1=CC2=C(C=C1)C1=C(N2)C2CC3C4COC1C4N2CC3=CCO
CH$IUPAC: InChI=1S/C20H22N2O3/c1-24-11-2-3-12-15(6-11)21-18-16-7-13-10(4-5-23)8-22(16)19-14(13)9-25-20(19)17(12)18/h2-4,6,13-14,16,19-21,23H,5,7-9H2,1H3
CH$LINK: INCHIKEY OUONWRIEOZGMSQ-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 3.605183
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 337.15576614783

PK$SPLASH: splash10-001j-0930000000-bc09fbf8242659b18588
PK$NUM_PEAK: 54
PK$PEAK: m/z int. rel.int.
  128.04788 72.0 72
  129.03632 94.0 94
  143.04649 134.0 134
  144.04604 108.0 108
  145.04106 101.0 101
  154.05527 76.0 76
  155.05354 69.0 69
  166.06706 69.0 69
  168.06178 242.0 242
  168.07069 264.0 264
  169.04132 155.0 155
  169.05005 76.0 76
  169.07642 76.0 76
  170.0441 65.0 65
  170.06122 390.0 390
  170.94083 72.0 72
  171.06955 173.0 173
  172.05734 76.0 76
  182.04823 1000.0 999
  182.06841 87.0 87
  183.04216 159.0 159
  183.05431 563.0 562
  183.06299 119.0 119
  186.04608 79.0 79
  194.0591 170.0 170
  195.05037 137.0 137
  195.05986 79.0 79
  196.05753 347.0 347
  196.06924 361.0 361
  197.05811 166.0 166
  198.06035 227.0 227
  205.07796 101.0 101
  206.04752 87.0 87
  210.05312 72.0 72
  220.07684 79.0 79
  221.05862 72.0 72
  221.07419 116.0 116
  222.05281 69.0 69
  232.05629 76.0 76
  232.07355 83.0 83
  234.07292 267.0 267
  235.08264 76.0 76
  236.07068 97.0 97
  245.06413 130.0 130
  246.07457 69.0 69
  248.09003 72.0 72
  248.09961 112.0 112
  260.09085 76.0 76
  261.06372 97.0 97
  261.10434 87.0 87
  272.09302 76.0 76
  279.11124 76.0 76
  286.11331 72.0 72
  291.12131 90.0 90
//