ACCESSION: MSBNK-RIKEN-PR300159
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$SPLASH: splash10-000i-0219000000-7e0bbe1559abd02f1926
PK$NUM_PEAK: 56
PK$PEAK: m/z int. rel.int.
  103.05269 7.0 7
  106.06557 29.0 29
  118.06712 6.0 6
  120.08157 71.0 71
  121.08413 5.0 5
  136.07573 48.0 48
  137.08354 9.0 9
  138.09065 51.0 51
  138.09592 20.0 20
  139.0946 6.0 6
  148.07613 13.0 13
  158.05995 21.0 21
  158.06978 6.0 6
  159.06535 6.0 6
  160.0712 13.0 13
  160.0789 11.0 11
  166.084 9.0 9
  173.08403 41.0 41
  174.09299 20.0 20
  186.09079 7.0 7
  188.0699 10.0 10
  188.10811 13.0 13
  189.1111 5.0 5
  198.08891 7.0 7
  199.08974 6.0 6
  202.08685 28.0 28
  203.09032 6.0 6
  210.09587 6.0 6
  212.09926 8.0 8
  212.10942 7.0 7
  215.08798 9.0 9
  224.10683 24.0 24
  238.12511 6.0 6
  249.09695 6.0 6
  250.12062 7.0 7
  250.12984 6.0 6
  252.09474 8.0 8
  252.10561 12.0 12
  261.11572 6.0 6
  262.11346 8.0 8
  263.12714 5.0 5
  275.12399 5.0 5
  276.13538 6.0 6
  277.12061 5.0 5
  277.13284 17.0 17
  278.13672 7.0 7
  280.11597 6.0 6
  293.12598 18.0 18
  294.1369 23.0 23
  294.14996 6.0 6
  309.16003 282.0 282
  310.1647 67.0 67
  311.1698 6.0 6
  321.15747 10.0 10
  339.17136 1000.0 999
  339.22446 23.0 23
//