ACCESSION: MSBNK-RIKEN-PR304534
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$SPLASH: splash10-000i-0449000000-42792dfd38965de2efcb
PK$NUM_PEAK: 114
PK$PEAK: m/z int. rel.int.
  95.05071 11.0 11
  99.93448 7.0 7
  109.07423 10.0 10
  122.06152 14.0 14
  123.06197 10.0 10
  142.80238 7.0 7
  149.32896 7.0 7
  154.05385 7.0 7
  157.05159 18.0 18
  159.05495 8.0 8
  168.04617 22.0 22
  168.07199 7.0 7
  170.0533 39.0 39
  171.06645 27.0 27
  181.05157 22.0 22
  182.04288 40.0 40
  182.05367 30.0 30
  182.06508 27.0 27
  183.04591 13.0 13
  183.05705 34.0 34
  184.05917 13.0 13
  186.09 10.0 10
  195.04901 6.0 6
  195.0647 23.0 23
  196.06174 218.0 218
  197.03938 7.0 7
  197.06995 174.0 174
  197.08809 8.0 8
  198.04471 10.0 10
  198.07689 15.0 15
  199.06282 37.0 37
  200.06155 14.0 14
  200.09326 8.0 8
  209.05194 8.0 8
  210.04576 14.0 14
  210.07388 31.0 31
  211.0569 8.0 8
  211.08949 30.0 30
  212.08646 6.0 6
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  214.08278 21.0 21
  219.0817 7.0 7
  222.0713 7.0 7
  233.07227 9.0 9
  234.07893 21.0 21
  234.09546 6.0 6
  235.0793 13.0 13
  236.08507 11.0 11
  236.09579 11.0 11
  236.11012 10.0 10
  246.07085 7.0 7
  247.08011 9.0 9
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  248.08237 17.0 17
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  253.09265 9.0 9
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  286.10605 10.0 10
  287.13 6.0 6
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  293.11438 24.0 24
  293.13651 31.0 31
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  321.13327 10.0 10
  322.01559 7.0 7
  322.13138 355.0 355
  322.36032 15.0 15
  322.45245 7.0 7
  323.1315 66.0 66
  337.1109 11.0 11
  337.15555 1000.0 999
//