ACCESSION: MSBNK-RIKEN-PR305183
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$SPLASH: splash10-014i-0010039000-bab8b797c2702a35910b
PK$NUM_PEAK: 117
PK$PEAK: m/z int. rel.int.
  123.04092 8.0 8
  163.04387 7.0 7
  165.02086 22.0 22
  167.03302 12.0 12
  169.00372 6.0 6
  183.02814 7.0 7
  183.0407 7.0 7
  193.05223 7.0 7
  196.03319 27.0 27
  197.05147 8.0 8
  198.04778 6.0 6
  200.11716 7.0 7
  209.00189 12.0 12
  209.01219 8.0 8
  210.05243 50.0 50
  211.05855 17.0 17
  212.0705 17.0 17
  225.07053 6.0 6
  239.0204 7.0 7
  239.02997 6.0 6
  239.99695 7.0 7
  240.02794 15.0 15
  255.0457 13.0 13
  255.06081 13.0 13
  256.05276 10.0 10
  259.02893 6.0 6
  269.056 18.0 18
  269.06943 62.0 62
  270.0787 9.0 9
  270.74045 8.0 8
  272.07007 7.0 7
  300.32565 15.0 15
  317.16824 7.0 7
  335.17096 15.0 15
  335.18628 11.0 11
  335.86209 8.0 8
  341.10339 6.0 6
  344.11401 8.0 8
  349.1507 8.0 8
  353.5874 6.0 6
  363.16144 13.0 13
  364.17957 7.0 7
  365.17612 9.0 9
  367.50092 7.0 7
  380.17441 7.0 7
  396.19879 8.0 8
  396.21103 6.0 6
  443.19464 7.0 7
  468.18353 6.0 6
  487.19934 6.0 6
  491.55032 7.0 7
  496.16504 13.0 13
  500.20218 7.0 7
  501.25125 6.0 6
  511.18753 20.0 20
  515.38562 7.0 7
  516.20203 7.0 7
  527.18481 14.0 14
  528.17572 8.0 8
  528.19452 6.0 6
  531.25818 11.0 11
  532.18475 9.0 9
  545.20569 11.0 11
  545.22302 8.0 8
  555.16449 28.0 28
  556.19775 18.0 18
  571.19073 9.0 9
  575.21429 12.0 12
  575.22809 25.0 25
  575.25751 12.0 12
  576.23889 27.0 27
  577.21362 14.0 14
  578.22852 31.0 31
  579.22382 7.0 7
  580.77313 14.0 14
  587.21362 8.0 8
  588.2049 12.0 12
  588.22742 7.0 7
  591.22937 7.0 7
  592.21545 12.0 12
  592.23578 22.0 22
  592.25244 14.0 14
  593.21802 12.0 12
  593.25336 174.0 174
  593.26672 72.0 72
  594.24078 23.0 23
  594.26367 43.0 43
  595.2818 8.0 8
  595.34161 6.0 6
  596.27557 8.0 8
  601.23224 11.0 11
  605.22986 7.0 7
  606.26495 23.0 23
  607.25928 7.0 7
  618.35754 7.0 7
  619.21387 21.0 21
  621.28296 28.0 28
  621.30768 7.0 7
  622.27057 14.0 14
  622.29236 18.0 18
  623.54022 9.0 9
  633.21613 6.0 6
  635.24945 7.0 7
  647.20514 9.0 9
  649.2511 6.0 6
  650.22791 54.0 54
  650.25684 138.0 138
  650.67792 8.0 8
  651.24048 21.0 21
  651.26874 13.0 13
  664.24933 13.0 13
  665.26874 1000.0 999
  666.28027 398.0 398
  667.28461 65.0 65
  668.26447 7.0 7
  668.29352 7.0 7
  668.31592 8.0 8
//