ACCESSION: MSBNK-RIKEN-PR304516
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$SPLASH: splash10-0002-0941000000-0b887fd7e4c1f8d221a0
PK$NUM_PEAK: 102
PK$PEAK: m/z int. rel.int.
  94.02929 14.0 14
  104.05727 14.0 14
  120.04266 16.0 16
  121.05991 16.0 16
  144.04546 11.0 11
  156.02975 17.0 17
  157.04521 14.0 14
  158.0596 50.0 50
  168.04111 14.0 14
  168.06392 41.0 41
  168.07253 13.0 13
  169.03244 12.0 12
  169.05354 21.0 21
  170.05838 346.0 346
  171.06676 96.0 96
  171.07938 11.0 11
  181.04958 38.0 38
  181.05774 24.0 24
  182.04666 335.0 335
  182.06409 15.0 15
  183.0475 87.0 87
  183.05441 61.0 61
  184.06902 16.0 16
  184.07695 28.0 28
  185.06259 18.0 18
  195.0589 39.0 39
  196.06261 1000.0 999
  197.02861 12.0 12
  197.05299 39.0 39
  197.06816 282.0 282
  197.31917 17.0 17
  198.05171 87.0 87
  198.06575 11.0 11
  199.06062 199.0 199
  200.0649 13.0 13
  209.04605 14.0 14
  209.07591 13.0 13
  210.05573 20.0 20
  210.09296 16.0 16
  211.06474 23.0 23
  212.06635 14.0 14
  213.08144 13.0 13
  223.08568 28.0 28
  223.10493 11.0 11
  224.06775 13.0 13
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  225.07292 19.0 19
  235.0854 26.0 26
  236.09601 37.0 37
  237.08156 18.0 18
  246.08327 13.0 13
  247.08809 66.0 66
  248.08035 32.0 32
  248.09485 55.0 55
  249.0777 23.0 23
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  250.06516 16.0 16
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  250.09636 14.0 14
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  259.09891 26.0 26
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  266.10458 90.0 90
  266.12039 19.0 19
  267.10641 40.0 40
  273.10263 19.0 19
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  277.13821 44.0 44
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  289.10043 17.0 17
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  290.09848 21.0 21
  291.11823 33.0 33
  292.12012 96.0 96
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  322.12692 270.0 270
  322.1376 114.0 114
  322.17023 20.0 20
  323.12335 16.0 16
  323.13788 49.0 49
  323.15616 20.0 20
//