ACCESSION: MSBNK-RIKEN-PR304522
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$SPLASH: splash10-000i-0339000000-8bb99e7c611f6a1ddd8d
PK$NUM_PEAK: 96
PK$PEAK: m/z int. rel.int.
  83.04696 9.0 9
  145.05118 17.0 17
  153.06316 14.0 14
  168.06984 37.0 37
  169.04659 9.0 9
  169.056 9.0 9
  169.08037 11.0 11
  170.06435 58.0 58
  171.07373 9.0 9
  181.07072 15.0 15
  182.04918 46.0 46
  183.04503 15.0 15
  183.05182 35.0 35
  184.06902 6.0 6
  189.97952 13.0 13
  195.05205 15.0 15
  196.06189 181.0 181
  196.07558 24.0 24
  197.05769 50.0 50
  197.0721 16.0 16
  198.05432 42.0 42
  198.07767 31.0 31
  199.05829 26.0 26
  200.06136 16.0 16
  205.0705 12.0 12
  209.05161 7.0 7
  210.04747 9.0 9
  210.06552 11.0 11
  211.07687 6.0 6
  211.09555 9.0 9
  220.06369 11.0 11
  220.07234 9.0 9
  222.09935 12.0 12
  224.07787 6.0 6
  225.07765 9.0 9
  233.06628 9.0 9
  235.06529 10.0 10
  236.06157 8.0 8
  236.08624 10.0 10
  236.1032 24.0 24
  237.06535 15.0 15
  237.07318 6.0 6
  237.10477 6.0 6
  246.07544 7.0 7
  248.09579 11.0 11
  249.10025 16.0 16
  249.10995 25.0 25
  250.10191 8.0 8
  251.07428 7.0 7
  258.1265 7.0 7
  259.08258 8.0 8
  261.10825 16.0 16
  263.11768 11.0 11
  263.12839 9.0 9
  264.12332 9.0 9
  264.13727 6.0 6
  265.13773 10.0 10
  266.1069 6.0 6
  267.11151 15.0 15
  274.10226 28.0 28
  275.11429 16.0 16
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  289.14465 9.0 9
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  291.11472 7.0 7
  292.10568 12.0 12
  292.12384 40.0 40
  292.14142 7.0 7
  293.08017 10.0 10
  294.1384 28.0 28
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  299.81378 14.0 14
  304.11041 9.0 9
  307.1362 17.0 17
  308.15439 8.0 8
  319.13922 19.0 19
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  322.15756 9.0 9
  323.12704 81.0 81
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  326.01361 6.0 6
  337.10083 10.0 10
  337.15442 1000.0 999
  337.18362 9.0 9
  337.21014 13.0 13
//