ACCESSION: MSBNK-RIKEN-PR308889
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$FOCUSED_ION: PRECURSOR_TYPE [M-H]-
MS$FOCUSED_ION: PRECURSOR_M/Z 665.27158

PK$SPLASH: splash10-014i-0110029000-d1bb9ed727c51d9179ce
PK$NUM_PEAK: 112
PK$PEAK: m/z int. rel.int.
  89.02413 33.0 6
  122.95447 19.0 3
  123.00791 52.0 10
  124.0191 18.0 3
  137.01743 19.0 3
  138.03188 41.0 8
  139.03665 25.0 5
  150.03545 18.0 3
  151.00418 24.0 4
  152.04381 20.0 4
  153.06056 21.0 4
  165.01714 20.0 4
  165.02577 54.0 10
  166.02531 22.0 4
  166.99979 50.0 9
  168.00543 91.0 17
  177.92242 18.0 3
  179.03612 41.0 8
  181.01295 64.0 12
  181.0284 37.0 7
  182.01421 23.0 4
  183.03857 28.0 5
  195.02925 263.0 48
  196.02956 33.0 6
  196.03726 76.0 14
  197.04134 27.0 5
  209.00865 71.0 13
  209.06638 21.0 4
  210.05374 110.0 20
  213.11031 20.0 4
  225.07512 231.0 42
  225.09143 19.0 3
  226.07637 19.0 3
  226.08763 18.0 3
  227.08249 29.0 5
  233.08696 19.0 3
  241.05179 24.0 4
  251.1261 20.0 4
  255.05037 107.0 20
  266.08505 18.0 3
  269.06686 461.0 84
  270.06866 22.0 4
  271.08133 35.0 6
  272.58292 23.0 4
  316.12982 21.0 4
  319.17728 20.0 4
  320.14597 21.0 4
  327.04166 20.0 4
  330.15326 20.0 4
  337.09503 40.0 7
  337.3819 21.0 4
  341.29346 45.0 8
  346.16806 24.0 4
  363.16809 25.0 5
  363.17957 18.0 3
  364.19055 28.0 5
  377.2298 20.0 4
  380.1597 20.0 4
  380.18402 26.0 5
  403.81128 24.0 4
  405.64993 29.0 5
  424.17783 19.0 3
  427.63712 32.0 6
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  455.16553 24.0 4
  468.1658 22.0 4
  486.21631 18.0 3
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  504.23932 18.0 3
  511.19269 44.0 8
  543.23663 20.0 4
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  555.19409 19.0 3
  557.11127 23.0 4
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  561.16443 18.0 3
  563.21356 18.0 3
  575.23315 74.0 14
  575.26154 18.0 3
  576.21997 19.0 3
  576.24219 66.0 12
  577.20349 28.0 5
  577.24261 20.0 4
  578.22614 44.0 8
  578.2431 58.0 11
  578.27692 19.0 3
  579.21252 40.0 7
  580.22266 21.0 4
  587.18365 21.0 4
  590.18451 24.0 4
  592.23584 86.0 16
  593.25031 377.0 69
  593.28461 21.0 4
  594.22791 18.0 3
  594.25714 104.0 19
  594.29584 20.0 4
  595.24847 62.0 11
  595.89374 18.0 3
  606.23517 24.0 4
  621.26562 33.0 6
  621.29291 51.0 9
  622.29199 39.0 7
  624.28644 22.0 4
  650.24225 166.0 30
  650.2738 49.0 9
  651.23383 75.0 14
  651.26086 26.0 5
  652.21881 22.0 4
  652.25104 18.0 3
  653.26965 25.0 5
  665.27252 5451.0 999
//