ACCESSION: MSBNK-RIKEN-PR305176
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$SPLASH: splash10-004i-0691000000-2a95ffca06c549d0d596
PK$NUM_PEAK: 121
PK$PEAK: m/z int. rel.int.
  81.03717 17.0 17
  89.02325 176.0 176
  90.03081 12.0 12
  93.03193 14.0 14
  106.04411 10.0 10
  109.03117 11.0 11
  120.99471 12.0 12
  121.02934 31.0 31
  121.03407 44.0 44
  122.00166 12.0 12
  122.0333 36.0 36
  122.0392 10.0 10
  123.00613 219.0 219
  123.04127 11.0 11
  124.00827 21.0 21
  124.01671 15.0 15
  137.02295 120.0 120
  137.03374 15.0 15
  137.9957 25.0 25
  138.02473 19.0 19
  138.03081 68.0 68
  138.03944 14.0 14
  139.04527 15.0 15
  139.07248 10.0 10
  151.03899 11.0 11
  152.04791 11.0 11
  153.05392 15.0 15
  163.00563 11.0 11
  164.0118 58.0 58
  165.01491 15.0 15
  166.99545 46.0 46
  167.00491 22.0 22
  167.99966 46.0 46
  169.01851 25.0 25
  171.04999 13.0 13
  171.07133 14.0 14
  179.02324 14.0 14
  181.00572 10.0 10
  181.01266 15.0 15
  182.01605 22.0 22
  183.02382 13.0 13
  187.08372 14.0 14
  195.02702 449.0 449
  195.06035 14.0 14
  196.04053 18.0 18
  197.04514 11.0 11
  197.06696 15.0 15
  198.06952 10.0 10
  198.08913 24.0 24
  209.01291 40.0 40
  210.02187 10.0 10
  210.05185 305.0 305
  211.05856 43.0 43
  213.10307 11.0 11
  223.0726 12.0 12
  225.07542 1000.0 999
  226.06912 56.0 56
  226.08542 62.0 62
  227.02917 12.0 12
  227.07362 11.0 11
  227.08519 10.0 10
  229.01543 10.0 10
  236.09105 25.0 25
  237.07176 10.0 10
  237.09341 29.0 29
  237.1042 10.0 10
  239.0744 12.0 12
  240.02599 33.0 33
  240.03519 12.0 12
  245.03232 11.0 11
  248.09758 14.0 14
  249.1198 14.0 14
  251.10922 12.0 12
  252.0704 15.0 15
  252.10764 11.0 11
  253.00282 18.0 18
  254.05553 12.0 12
  264.12009 15.0 15
  265.07117 11.0 11
  269.06744 197.0 197
  270.08194 36.0 36
  273.04471 10.0 10
  273.11002 11.0 11
  275.10718 13.0 13
  278.09647 16.0 16
  278.10516 12.0 12
  280.10272 10.0 10
  287.10947 20.0 20
  288.11935 12.0 12
  289.13641 11.0 11
  290.1333 12.0 12
  291.10321 10.0 10
  298.10397 14.0 14
  304.11685 23.0 23
  315.11166 25.0 25
  315.17563 14.0 14
  316.6864 12.0 12
  317.12183 21.0 21
  318.13165 13.0 13
  320.15549 20.0 20
  321.16357 12.0 12
  348.15491 27.0 27
  348.16742 10.0 10
  349.1304 16.0 16
  349.17657 16.0 16
  365.14032 11.0 11
  380.17593 99.0 99
  382.18353 13.0 13
  423.15497 26.0 26
  425.18597 11.0 11
  426.17758 11.0 11
  436.13809 12.0 12
  445.23639 11.0 11
  474.20529 11.0 11
  549.22809 17.0 17
  550.22662 16.0 16
  555.17609 13.0 13
  563.19238 12.0 12
  577.19598 13.0 13
  590.17365 10.0 10
  606.20068 14.0 14
//