ACCESSION: MSBNK-RIKEN-PR304543
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$SPLASH: splash10-001i-0940000000-02c96145ce278913f86b
PK$NUM_PEAK: 66
PK$PEAK: m/z int. rel.int.
  105.02459 52.0 52
  129.03296 54.0 54
  131.03291 70.0 70
  140.04469 46.0 46
  142.07056 93.0 93
  143.05693 103.0 103
  144.05186 183.0 183
  152.13443 67.0 67
  154.05276 64.0 64
  155.05638 139.0 139
  156.04544 82.0 82
  158.05978 88.0 88
  167.06116 54.0 54
  168.03989 70.0 70
  168.05286 67.0 67
  168.06662 271.0 271
  169.04361 165.0 165
  169.05414 111.0 111
  170.06088 742.0 741
  171.06258 106.0 106
  178.07019 93.0 93
  181.04329 70.0 70
  181.06816 119.0 119
  182.0491 1000.0 999
  183.05222 340.0 340
  183.06258 188.0 188
  194.06572 131.0 131
  194.08487 72.0 72
  195.05368 235.0 235
  196.06152 536.0 535
  196.07443 80.0 80
  197.04625 62.0 62
  197.07346 57.0 57
  198.0535 139.0 139
  199.05115 52.0 52
  206.06461 54.0 54
  208.0587 119.0 119
  209.06812 77.0 77
  209.07793 77.0 77
  219.05986 77.0 77
  219.09705 46.0 46
  220.07065 98.0 98
  221.08952 57.0 57
  232.04947 52.0 52
  232.06516 85.0 85
  233.06322 49.0 49
  233.07132 147.0 147
  234.07452 265.0 265
  235.08275 255.0 255
  246.08424 106.0 106
  246.09442 52.0 52
  247.08508 52.0 52
  248.08717 70.0 70
  249.06378 64.0 64
  249.09671 116.0 116
  257.07748 72.0 72
  259.09323 113.0 113
  262.0838 75.0 75
  262.09784 57.0 57
  264.10754 111.0 111
  273.08017 59.0 59
  275.07483 57.0 57
  276.08102 54.0 54
  277.11801 64.0 64
  291.04312 72.0 72
  293.12817 46.0 46
//