ACCESSION: MSBNK-RIKEN-PR301570
RECORD_TITLE: Syrosingopine; 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$NAME: Syrosingopine
CH$COMPOUND_CLASS: Yohimbine alkaloids
CH$FORMULA: C₃₅H₄₂N₂O₁₁
CH$EXACT_MASS: 666.724
CH$SMILES: CCOC(=O)OC1=C(OC)C=C(C=C1OC)C(=O)OC1CC2CN3CCC4=C(NC5=C4C=CC(OC)=C5)C3CC2C(C1OC)C(=O)OC
CH$IUPAC: InChI=1S/C35H42N2O11/c1-7-46-35(40)48-31-26(42-3)12-18(13-27(31)43-4)33(38)47-28-14-19-17-37-11-10-22-21-9-8-20(41-2)15-24(21)36-30(22)25(37)16-23(19)29(32(28)44-5)34(39)45-6/h8-9,12-13,15,19,23,25,28-29,32,36H,7,10-11,14,16-17H2,1-6H3
CH$LINK: INCHIKEY ZCDNRPPFBQDQHR-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 POSITIVE
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$CHROMATOGRAPHY: CAPILLARY_VOLTAGE +3.00 kV
AC$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 6.720183
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 667.2861366

PK$SPLASH: splash10-00e9-0920000000-89addb5234347fa48b17
PK$NUM_PEAK: 162
PK$PEAK: m/z int. rel.int.
  85.02814 5.0 5
  91.05287 14.0 14
  94.06631 15.0 15
  97.06474 8.0 8
  106.06607 7.0 7
  108.0811 7.0 7
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  111.04368 13.0 13
  117.07269 9.0 9
  118.06799 11.0 11
  120.08083 17.0 17
  121.06238 6.0 6
  123.08121 6.0 6
  130.06601 16.0 16
  131.07452 30.0 30
  131.08366 11.0 11
  132.08388 37.0 37
  136.07452 8.0 8
  142.06551 12.0 12
  143.06728 14.0 14
  143.07602 24.0 24
  144.06963 6.0 6
  144.08034 31.0 31
  145.0652 6.0 6
  145.08615 11.0 11
  146.09755 6.0 6
  147.06699 5.0 5
  147.07866 21.0 21
  148.07774 39.0 39
  149.06163 12.0 12
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  153.05435 77.0 77
  154.05986 12.0 12
  155.07489 8.0 8
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  158.05702 7.0 7
  159.06932 89.0 89
  160.07626 78.0 78
  161.06793 6.0 6
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  161.09094 7.0 7
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  164.10925 8.0 8
  172.07646 19.0 19
  173.08412 23.0 23
  174.09219 1000.0 999
  174.13242 5.0 5
  175.0956 154.0 154
  176.10156 27.0 27
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  181.05 662.0 661
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  506.20636 25.0 25
  507.211 7.0 7
//