ACCESSION: MSBNK-RIKEN-PR304510
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$SPLASH: splash10-000i-0529000000-78ba45fb4e7c01f718d1
PK$NUM_PEAK: 93
PK$PEAK: m/z int. rel.int.
  92.04842 8.0 8
  104.04639 9.0 9
  120.05389 7.0 7
  131.03769 15.0 15
  157.04652 7.0 7
  158.05342 10.0 10
  158.06429 13.0 13
  168.06833 29.0 29
  170.06305 30.0 30
  171.05907 15.0 15
  171.06688 19.0 19
  171.078 15.0 15
  172.04289 7.0 7
  172.07521 7.0 7
  172.08171 9.0 9
  182.03902 27.0 27
  182.04608 40.0 40
  182.05385 64.0 64
  183.04352 12.0 12
  183.05383 34.0 34
  184.03476 11.0 11
  184.062 7.0 7
  186.05707 11.0 11
  195.05101 11.0 11
  195.06197 44.0 44
  196.0103 7.0 7
  196.06404 217.0 217
  196.08693 7.0 7
  197.07173 135.0 135
  197.08296 44.0 44
  198.0489 9.0 9
  198.05771 7.0 7
  199.04485 14.0 14
  199.05461 9.0 9
  199.07159 8.0 8
  209.08183 7.0 7
  210.04977 9.0 9
  211.08997 14.0 14
  212.06465 7.0 7
  220.06857 11.0 11
  223.06119 8.0 8
  223.08868 8.0 8
  235.08656 8.0 8
  236.09245 10.0 10
  236.10114 8.0 8
  236.1599 7.0 7
  246.07455 9.0 9
  246.08424 11.0 11
  247.0882 29.0 29
  248.09718 20.0 20
  248.1031 7.0 7
  249.09866 22.0 22
  249.10532 9.0 9
  250.11388 8.0 8
  255.10455 11.0 11
  257.1123 7.0 7
  261.09775 10.0 10
  262.10391 8.0 8
  263.12054 9.0 9
  265.13129 7.0 7
  266.11017 10.0 10
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  274.11197 14.0 14
  275.1048 7.0 7
  276.12491 8.0 8
  277.09375 17.0 17
  278.10593 7.0 7
  281.1282 11.0 11
  281.59756 7.0 7
  286.10245 9.0 9
  286.92307 10.0 10
  287.12662 7.0 7
  291.11694 16.0 16
  292.12112 7.0 7
  293.12854 9.0 9
  294.12949 11.0 11
  294.14093 9.0 9
  295.12695 23.0 23
  295.13834 32.0 32
  304.12503 15.0 15
  307.13626 7.0 7
  308.1424 7.0 7
  308.15253 15.0 15
  310.51083 8.0 8
  319.12775 9.0 9
  319.1524 10.0 10
  321.07404 10.0 10
  322.13168 342.0 342
  323.12454 35.0 35
  323.13779 56.0 56
  323.15747 8.0 8
  336.98413 7.0 7
  337.15381 1000.0 999
//