ACCESSION: MSBNK-RIKEN-PR305162
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$FOCUSED_ION: PRECURSOR_TYPE [M-H]-
MS$FOCUSED_ION: PRECURSOR_M/Z 665.27158374783

PK$SPLASH: splash10-014l-0551096000-1827a18adce21a8e4d89
PK$NUM_PEAK: 157
PK$PEAK: m/z int. rel.int.
  79.01552 15.0 15
  102.42171 21.0 21
  106.07266 23.0 23
  109.44428 18.0 18
  121.02988 60.0 60
  122.03602 17.0 17
  123.03806 16.0 16
  137.02235 125.0 125
  138.03235 15.0 15
  150.99944 15.0 15
  151.03705 16.0 16
  152.04361 39.0 39
  165.02155 110.0 110
  166.99438 94.0 94
  167.00169 70.0 70
  167.02768 15.0 15
  167.03604 26.0 26
  168.04239 25.0 25
  181.00821 165.0 165
  181.01823 54.0 54
  182.0246 28.0 28
  183.02235 38.0 38
  187.04266 18.0 18
  193.0452 38.0 38
  195.03 467.0 467
  196.02275 21.0 21
  196.03398 20.0 20
  197.03548 15.0 15
  197.04497 19.0 19
  197.05171 21.0 21
  198.04111 15.0 15
  205.92108 27.0 27
  206.60858 15.0 15
  208.73383 15.0 15
  208.99655 68.0 68
  209.00812 121.0 121
  210.04167 26.0 26
  210.05487 184.0 184
  211.02271 24.0 24
  211.05315 51.0 51
  211.06415 16.0 16
  211.08199 15.0 15
  218.05873 21.0 21
  222.00816 17.0 17
  225.07396 67.0 67
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  236.09357 26.0 26
  239.0174 187.0 187
  239.38037 16.0 16
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  241.02368 39.0 39
  242.03415 16.0 16
  254.04005 16.0 16
  254.05238 23.0 23
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  269.06537 550.0 549
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  577.22107 145.0 145
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  579.21857 114.0 114
  579.24152 34.0 34
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  580.2287 39.0 39
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  589.25659 26.0 26
  590.18774 17.0 17
  591.23871 41.0 41
  592.22247 68.0 68
  592.24042 74.0 74
  593.24878 727.0 726
  594.25543 229.0 229
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  595.27374 19.0 19
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  652.28925 22.0 22
  665.27252 1000.0 999
//