ACCESSION: MSBNK-RIKEN-PR305173
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$FOCUSED_ION: PRECURSOR_TYPE [M-H]-
MS$FOCUSED_ION: PRECURSOR_M/Z 665.27158374783

PK$SPLASH: splash10-014l-0561097000-65e53f3e6cb8abb852cd
PK$NUM_PEAK: 180
PK$PEAK: m/z int. rel.int.
  97.02525 17.0 17
  105.07256 20.0 20
  107.04508 18.0 18
  121.02419 25.0 25
  121.03128 21.0 21
  124.01255 18.0 18
  135.03734 15.0 15
  135.04388 29.0 29
  137.02742 45.0 45
  138.02782 16.0 16
  138.03398 16.0 16
  151.00662 16.0 16
  153.05547 30.0 30
  164.00711 17.0 17
  165.02142 116.0 116
  166.07278 18.0 18
  166.99678 52.0 52
  167.00514 22.0 22
  167.03485 67.0 67
  174.052 16.0 16
  176.07027 17.0 17
  176.8886 24.0 24
  178.7765 36.0 36
  180.01692 19.0 19
  181.01665 243.0 243
  182.01694 36.0 36
  183.02222 84.0 84
  183.02974 250.0 250
  184.06647 16.0 16
  193.04655 20.0 20
  195.00093 20.0 20
  195.02789 377.0 377
  196.02927 63.0 63
  196.03999 18.0 18
  197.03522 45.0 45
  197.04814 17.0 17
  198.07233 16.0 16
  209.01076 249.0 249
  210.0153 17.0 17
  210.03685 25.0 25
  210.05058 179.0 179
  210.05745 56.0 56
  210.07405 16.0 16
  211.05806 56.0 56
  212.05994 17.0 17
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  224.07019 20.0 20
  225.07312 99.0 99
  226.45488 16.0 16
  236.07176 20.0 20
  239.02075 321.0 321
  240.02184 22.0 22
  240.05014 17.0 17
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  255.0489 248.0 248
  256.04507 19.0 19
  257.05652 43.0 43
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  269.06442 575.0 574
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  321.0903 29.0 29
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  363.17947 34.0 34
  379.10715 24.0 24
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  380.18176 55.0 55
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  468.14148 32.0 32
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  516.23157 33.0 33
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  531.39648 25.0 25
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  534.2262 44.0 44
  538.15845 18.0 18
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  561.21991 19.0 19
  562.14441 16.0 16
  562.2135 18.0 18
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  569.20679 29.0 29
  570.1875 19.0 19
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  575.23932 65.0 65
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  577.2041 37.0 37
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  578.22418 318.0 318
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  592.24292 148.0 148
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  606.23969 38.0 38
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  622.30713 18.0 18
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  645.22729 18.0 18
  650.2478 675.0 674
  651.22278 62.0 62
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  652.2597 18.0 18
  664.37048 16.0 16
  665.27618 1000.0 999
//