ACCESSION: MSBNK-RIKEN-PR308892
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: Annotation level-1

CH$NAME: Syrosingopine
CH$COMPOUND_CLASS: Alkaloids
CH$FORMULA: C₃₅H₄₂N₂O₁₁
CH$EXACT_MASS: 666.724
CH$SMILES: CCOC(=O)OC1=C(OC)C=C(C=C1OC)C(=O)OC1CC2CN3CCC4=C(NC5=CC(OC)=CC=C45)C3CC2C(C1OC)C(=O)OC
CH$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$CHROMATOGRAPHY: CAPILLARY_VOLTAGE +3.00 kV
AC$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 6.72
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 711.27706

PK$SPLASH: splash10-014i-0000009000-0bfae1b5f6c61032315e
PK$NUM_PEAK: 92
PK$PEAK: m/z int. rel.int.
  101.7571 20.0 4
  152.04979 26.0 5
  160.83163 20.0 4
  164.04559 25.0 4
  166.99522 20.0 4
  179.07251 20.0 4
  181.00949 40.0 7
  181.08466 21.0 4
  182.02115 21.0 4
  183.02019 18.0 3
  195.02522 18.0 3
  195.03035 33.0 6
  195.0489 26.0 5
  196.03291 38.0 7
  209.01003 22.0 4
  210.05264 55.0 10
  210.08849 18.0 3
  225.0793 42.0 7
  226.23627 23.0 4
  237.08224 24.0 4
  239.00761 22.0 4
  239.02138 66.0 12
  240.03389 20.0 4
  241.02454 20.0 4
  241.03401 19.0 3
  255.04997 20.0 4
  255.06219 23.0 4
  257.06876 23.0 4
  267.05606 20.0 4
  269.06964 206.0 36
  271.07425 19.0 3
  272.07947 23.0 4
  288.01776 20.0 4
  304.1481 27.0 5
  340.8559 26.0 5
  347.66754 48.0 8
  348.14636 20.0 4
  362.56366 20.0 4
  363.15796 21.0 4
  380.17462 18.0 3
  393.17999 23.0 4
  395.202 44.0 8
  404.45425 20.0 4
  424.2132 25.0 4
  424.77847 18.0 3
  432.21271 18.0 3
  456.80911 18.0 3
  468.8577 21.0 4
  499.23682 22.0 4
  501.2337 22.0 4
  532.21985 20.0 4
  533.18646 19.0 3
  543.17609 18.0 3
  543.22632 24.0 4
  555.16986 24.0 4
  556.17322 21.0 4
  557.1156 23.0 4
  561.19952 23.0 4
  575.23682 22.0 4
  575.26154 22.0 4
  576.23969 19.0 3
  578.21924 77.0 14
  578.23846 91.0 16
  579.2254 20.0 4
  587.2157 18.0 3
  591.22101 20.0 4
  591.24426 19.0 3
  592.24969 57.0 10
  593.23779 199.0 35
  593.26538 77.0 14
  594.23444 40.0 7
  594.26605 101.0 18
  603.21448 27.0 5
  606.28003 20.0 4
  619.22998 21.0 4
  621.27405 39.0 7
  635.20288 18.0 3
  635.22473 22.0 4
  649.23883 18.0 3
  650.25317 201.0 36
  650.28424 45.0 8
  651.25641 85.0 15
  664.88855 24.0 4
  665.27161 5650.0 999
  666.21326 22.0 4
  666.2749 2173.0 384
  666.42987 20.0 4
  667.28137 566.0 100
  668.26019 22.0 4
  668.28931 81.0 14
  698.22522 120.0 21
  711.28235 439.0 78
//