ACCESSION: MSBNK-RIKEN-PR305174
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$SPLASH: splash10-014i-0010039000-ea94837be595d9ea14c2
PK$NUM_PEAK: 92
PK$PEAK: m/z int. rel.int.
  141.71262 7.0 7
  150.03975 7.0 7
  164.71252 8.0 8
  165.01682 5.0 5
  169.00789 5.0 5
  182.0256 7.0 7
  182.07294 6.0 6
  183.03319 27.0 27
  195.02367 6.0 6
  196.02914 11.0 11
  196.03513 22.0 22
  196.04594 11.0 11
  200.10767 6.0 6
  209.01201 59.0 59
  210.04799 16.0 16
  210.05757 7.0 7
  211.01698 5.0 5
  211.05573 6.0 6
  239.0173 22.0 22
  240.02151 5.0 5
  240.03656 8.0 8
  255.04401 19.0 19
  255.05748 21.0 21
  269.065 28.0 28
  269.07947 6.0 6
  270.06308 18.0 18
  335.17795 6.0 6
  363.15802 7.0 7
  380.16586 6.0 6
  380.17975 6.0 6
  382.18829 5.0 5
  392.44641 6.0 6
  395.2084 6.0 6
  406.1524 12.0 12
  480.16858 7.0 7
  499.19913 13.0 13
  527.17212 7.0 7
  531.26215 7.0 7
  532.17877 10.0 10
  532.26239 6.0 6
  533.54053 5.0 5
  544.20764 6.0 6
  555.17456 36.0 36
  555.19263 16.0 16
  556.17822 6.0 6
  560.23438 15.0 15
  561.22803 7.0 7
  575.22778 20.0 20
  575.25031 50.0 50
  576.24005 11.0 11
  577.22455 12.0 12
  577.24756 9.0 9
  578.22504 12.0 12
  578.28058 7.0 7
  579.22485 6.0 6
  579.24182 7.0 7
  588.59021 6.0 6
  592.24469 23.0 23
  593.24664 217.0 217
  593.28491 21.0 21
  593.32764 9.0 9
  594.22772 14.0 14
  594.24994 57.0 57
  595.26801 18.0 18
  596.25757 8.0 8
  606.25281 14.0 14
  606.2771 13.0 13
  607.23987 5.0 5
  610.42444 5.0 5
  619.22833 5.0 5
  621.27637 18.0 18
  621.29266 15.0 15
  622.27008 8.0 8
  622.28638 24.0 24
  623.2785 5.0 5
  633.25128 7.0 7
  635.23499 6.0 6
  645.2572 5.0 5
  649.23492 7.0 7
  650.24847 148.0 148
  651.21735 8.0 8
  651.24286 19.0 19
  652.26636 17.0 17
  665.22015 11.0 11
  665.27179 1000.0 999
  665.81738 5.0 5
  666.27075 383.0 383
  667.21594 7.0 7
  667.27136 92.0 92
  667.30267 8.0 8
  668.26038 7.0 7
  668.30548 7.0 7
//