ACCESSION: MSBNK-RIKEN-PR305166
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 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 6.720133
AC$CHROMATOGRAPHY: SOLVENT A water including 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B acetonitrile including 0.1% formic acid

MS$FOCUSED_ION: PRECURSOR_TYPE [M+HCOO]-
MS$FOCUSED_ION: PRECURSOR_M/Z 711.27706305183

PK$SPLASH: splash10-00os-0892000000-f78c353aa40c1233365d
PK$NUM_PEAK: 109
PK$PEAK: m/z int. rel.int.
  84.02681 29.0 29
  94.01154 21.0 21
  120.02442 27.0 27
  121.03063 67.0 67
  122.03235 58.0 58
  123.00668 151.0 151
  123.01279 72.0 72
  124.01019 48.0 48
  125.01366 41.0 41
  137.01941 38.0 38
  137.03281 36.0 36
  138.02994 219.0 219
  139.01379 30.0 30
  139.02858 20.0 20
  139.03693 42.0 42
  139.04813 21.0 21
  143.05206 23.0 23
  153.05353 47.0 47
  164.00952 41.0 41
  164.01865 38.0 38
  165.01935 122.0 122
  165.05016 19.0 19
  166.99065 43.0 43
  166.99844 167.0 167
  168.00662 29.0 29
  169.01509 24.0 24
  170.00633 19.0 19
  171.07178 20.0 20
  174.60628 26.0 26
  181.0132 94.0 94
  182.01851 54.0 54
  183.02852 69.0 69
  186.07961 24.0 24
  194.04942 21.0 21
  195.03009 636.0 635
  196.03256 158.0 158
  196.04973 19.0 19
  197.06978 28.0 28
  198.08641 61.0 61
  199.0753 21.0 21
  199.08887 48.0 48
  209.00612 211.0 211
  210.05092 195.0 195
  211.04851 32.0 32
  211.05814 19.0 19
  213.10887 19.0 19
  224.06558 23.0 23
  225.07587 1000.0 999
  226.07635 65.0 65
  226.099 19.0 19
  227.08003 50.0 50
  234.0499 36.0 36
  235.09334 28.0 28
  236.09378 19.0 19
  236.10637 19.0 19
  239.01773 36.0 36
  239.02818 105.0 105
  239.04341 27.0 27
  240.01588 25.0 25
  241.0345 27.0 27
  251.1123 49.0 49
  255.04114 23.0 23
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  265.13022 21.0 21
  269.05328 76.0 76
  269.06653 399.0 399
  270.06467 72.0 72
  272.09595 39.0 39
  278.06378 19.0 19
  293.12811 26.0 26
  301.09213 19.0 19
  303.14456 31.0 31
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  309.11862 24.0 24
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  320.15363 32.0 32
  320.1702 23.0 23
  337.09372 33.0 33
  348.14246 55.0 55
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  351.12387 19.0 19
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  381.18808 26.0 26
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  406.15942 48.0 48
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  578.21185 127.0 127
  597.97736 26.0 26
  605.19 19.0 19
  635.20648 19.0 19
  650.22021 19.0 19
  650.23944 31.0 31
  650.27679 24.0 24
//