ACCESSION: MSBNK-RIKEN-PR301566
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$SPLASH: splash10-014j-0428149000-d671333cde3ed02c5b98
PK$NUM_PEAK: 59
PK$PEAK: m/z int. rel.int.
  148.07742 9.0 9
  161.08328 5.0 5
  174.09212 256.0 256
  175.09599 34.0 34
  176.10693 11.0 11
  181.05045 116.0 116
  182.05502 10.0 10
  188.10983 11.0 11
  192.10297 56.0 56
  200.10992 8.0 8
  204.1064 6.0 6
  209.07983 26.0 26
  215.11543 11.0 11
  224.12772 68.0 68
  225.13547 11.0 11
  236.12819 98.0 98
  237.13483 12.0 12
  253.06245 15.0 15
  253.07458 40.0 40
  254.13931 5.0 5
  288.14279 6.0 6
  316.13351 8.0 8
  322.14163 8.0 8
  333.15967 9.0 9
  336.16165 27.0 27
  337.16422 5.0 5
  348.16232 21.0 21
  354.16791 6.0 6
  365.18692 110.0 110
  366.19009 24.0 24
  367.19559 5.0 5
  368.17529 8.0 8
  368.18497 20.0 20
  369.18439 6.0 6
  380.18915 16.0 16
  397.2128 540.0 539
  398.2153 155.0 155
  399.21249 14.0 14
  399.22794 10.0 10
  462.17502 10.0 10
  492.17535 15.0 15
  492.19897 9.0 9
  494.20279 130.0 130
  495.19431 18.0 18
  495.21335 23.0 23
  496.19543 8.0 8
  506.14224 8.0 8
  506.20261 388.0 388
  507.20682 127.0 127
  508.20819 24.0 24
  509.2106 5.0 5
  595.26666 9.0 9
  635.25385 16.0 16
  635.27411 19.0 19
  636.26642 15.0 15
  650.26129 8.0 8
  667.21887 20.0 20
  667.28741 1000.0 999
  667.36041 10.0 10
//