ACCESSION: MSBNK-RIKEN-PR301551
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$SPLASH: splash10-014j-0327149000-47a47a1f989e6cf72a53
PK$NUM_PEAK: 60
PK$PEAK: m/z int. rel.int.
  162.09137 8.0 8
  174.09259 223.0 223
  175.07674 8.0 8
  175.09602 26.0 26
  176.10979 6.0 6
  181.0506 110.0 110
  182.05174 16.0 16
  188.10831 15.0 15
  192.10161 46.0 46
  193.10632 10.0 10
  200.10825 8.0 8
  204.10278 11.0 11
  209.08339 19.0 19
  210.1162 9.0 9
  215.12021 11.0 11
  224.12914 70.0 70
  225.13193 10.0 10
  236.12976 84.0 84
  237.13553 13.0 13
  253.07153 31.0 31
  254.07289 6.0 6
  322.14322 6.0 6
  334.14716 9.0 9
  336.15869 31.0 31
  348.16043 14.0 14
  365.18735 97.0 97
  366.16214 7.0 7
  366.19012 31.0 31
  367.18793 6.0 6
  368.18701 20.0 20
  380.18826 16.0 16
  397.17215 7.0 7
  397.21219 510.0 509
  398.21671 148.0 148
  399.2052 7.0 7
  399.22064 16.0 16
  426.15927 10.0 10
  462.17691 16.0 16
  474.17487 5.0 5
  492.17337 6.0 6
  492.18924 12.0 12
  494.20477 124.0 124
  495.20523 35.0 35
  496.20377 7.0 7
  506.14749 6.0 6
  506.20325 358.0 358
  507.20718 113.0 113
  508.20102 18.0 18
  595.26855 6.0 6
  635.26208 35.0 35
  636.25989 13.0 13
  637.27515 5.0 5
  638.26434 5.0 5
  649.29834 5.0 5
  650.25287 7.0 7
  667.18658 7.0 7
  667.20892 9.0 9
  667.23248 9.0 9
  667.28754 1000.0 999
  667.3606 5.0 5
//