ACCESSION: MSBNK-RIKEN-PR305163
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$SPLASH: splash10-014i-0010039000-55a334ce78616cec13ff
PK$NUM_PEAK: 125
PK$PEAK: m/z int. rel.int.
  122.0302 7.0 7
  135.63824 7.0 7
  148.0481 7.0 7
  165.01649 6.0 6
  165.02562 6.0 6
  181.01416 7.0 7
  182.0119 8.0 8
  183.02681 6.0 6
  188.92203 6.0 6
  193.04994 11.0 11
  193.05717 7.0 7
  195.02785 15.0 15
  195.03543 7.0 7
  196.03094 7.0 7
  196.45119 8.0 8
  197.04497 7.0 7
  209.00668 12.0 12
  209.01329 29.0 29
  210.00407 6.0 6
  210.05598 23.0 23
  211.04857 6.0 6
  211.06107 7.0 7
  225.08415 7.0 7
  239.02159 6.0 6
  240.024 21.0 21
  254.03633 16.0 16
  255.04008 7.0 7
  255.05453 7.0 7
  261.03671 10.0 10
  269.05859 26.0 26
  269.07169 43.0 43
  276.13293 7.0 7
  305.18549 8.0 8
  325.8667 7.0 7
  330.6517 7.0 7
  331.15057 7.0 7
  335.18848 9.0 9
  336.18948 7.0 7
  341.24692 6.0 6
  363.17554 15.0 15
  364.17276 8.0 8
  364.19138 7.0 7
  365.19131 8.0 8
  369.9025 7.0 7
  393.18628 14.0 14
  395.19479 13.0 13
  395.21243 7.0 7
  396.18796 8.0 8
  410.10861 8.0 8
  435.85724 6.0 6
  443.20877 9.0 9
  452.1525 7.0 7
  463.6366 7.0 7
  469.16891 8.0 8
  483.18777 13.0 13
  485.20172 7.0 7
  496.18301 9.0 9
  500.20517 7.0 7
  511.18198 6.0 6
  520.98151 9.0 9
  528.20129 13.0 13
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  555.16833 15.0 15
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  557.16541 7.0 7
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  561.20752 10.0 10
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  575.21558 6.0 6
  575.25671 15.0 15
  576.2384 27.0 27
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  579.14264 7.0 7
  579.16223 7.0 7
  580.23645 6.0 6
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  583.2016 6.0 6
  587.21533 8.0 8
  591.24115 6.0 6
  592.23328 46.0 46
  593.24829 269.0 269
  593.27783 33.0 33
  593.33649 7.0 7
  594.24048 57.0 57
  594.26428 15.0 15
  594.28497 7.0 7
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  606.2594 21.0 21
  607.27289 9.0 9
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  621.27972 39.0 39
  621.37079 7.0 7
  622.27026 35.0 35
  623.30286 6.0 6
  633.26849 9.0 9
  635.25305 6.0 6
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  650.25397 110.0 110
  650.96783 9.0 9
  651.22797 7.0 7
  651.25836 38.0 38
  652.26129 7.0 7
  653.27295 6.0 6
  661.67896 6.0 6
  662.4577 7.0 7
  665.26965 1000.0 999
  666.26477 227.0 227
  666.28394 189.0 189
  666.96777 7.0 7
  667.24286 6.0 6
  667.28534 37.0 37
  667.31757 10.0 10
  668.27838 34.0 34
//