ACCESSION: MSBNK-RIKEN-PR300120
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$SMILES: COC1=CC2=C(C=C1)C1=C(N2)[C@@H]2C[C@@H]3[C@@H]4CO[C@H]1[C@@H]4N2C\C3=C\CO
CH$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/b10-4-/t13-,14-,16-,19+,20+/m0/s1
CH$LINK: INCHIKEY OUONWRIEOZGMSQ-NUUNSNFRSA-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 3.602583
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 339.170319

PK$SPLASH: splash10-000i-0319000000-1976ab619417755a0713
PK$NUM_PEAK: 69
PK$PEAK: m/z int. rel.int.
  77.03728 5.0 5
  96.08115 7.0 7
  103.05362 17.0 17
  106.06539 37.0 37
  110.09586 6.0 6
  118.0643 6.0 6
  120.08076 90.0 90
  124.07313 6.0 6
  136.07561 56.0 56
  137.08276 5.0 5
  138.09119 38.0 38
  139.09421 9.0 9
  144.07782 5.0 5
  147.07301 6.0 6
  148.07127 5.0 5
  150.09219 5.0 5
  158.05905 37.0 37
  159.0639 6.0 6
  160.07533 16.0 16
  161.08176 6.0 6
  164.1118 9.0 9
  166.07974 5.0 5
  172.08391 5.0 5
  173.084 62.0 62
  174.08847 24.0 24
  186.09135 10.0 10
  187.09581 5.0 5
  188.11014 8.0 8
  202.08528 31.0 31
  203.09575 7.0 7
  209.08076 9.0 9
  210.0872 10.0 10
  212.09561 6.0 6
  213.10626 7.0 7
  224.10622 32.0 32
  235.09828 9.0 9
  236.10924 13.0 13
  238.11613 7.0 7
  248.0977 7.0 7
  252.09526 11.0 11
  252.11118 8.0 8
  254.12555 7.0 7
  261.11301 7.0 7
  262.10989 5.0 5
  263.11383 11.0 11
  264.14066 6.0 6
  268.12607 5.0 5
  276.1391 6.0 6
  277.13165 10.0 10
  278.1041 6.0 6
  278.1427 15.0 15
  279.11768 7.0 7
  280.12943 5.0 5
  293.13162 14.0 14
  294.12244 6.0 6
  294.13821 23.0 23
  295.13748 6.0 6
  309.13229 7.0 7
  309.15945 283.0 283
  310.15598 34.0 34
  310.1666 38.0 38
  311.16071 11.0 11
  321.15335 12.0 12
  321.1796 6.0 6
  322.13596 5.0 5
  322.1467 13.0 13
  339.12698 7.0 7
  339.16849 1000.0 999
  339.22302 19.0 19
//