ACCESSION: MSBNK-RIKEN-PR305165
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$SPLASH: splash10-004i-0981001000-419c5a7ab410ac6ceb69
PK$NUM_PEAK: 124
PK$PEAK: m/z int. rel.int.
  77.0398 11.0 11
  81.03402 27.0 27
  89.02312 106.0 106
  90.0085 11.0 11
  94.00934 14.0 14
  107.01585 18.0 18
  108.02282 29.0 29
  110.85896 13.0 13
  111.0465 27.0 27
  119.05169 22.0 22
  120.019 11.0 11
  121.02708 54.0 54
  121.03517 22.0 22
  122.84694 14.0 14
  123.00761 271.0 271
  123.04814 11.0 11
  124.01057 9.0 9
  124.0181 34.0 34
  125.02275 17.0 17
  134.00014 15.0 15
  137.02121 75.0 75
  137.02901 73.0 73
  137.06508 11.0 11
  137.34718 14.0 14
  137.99693 11.0 11
  138.02936 100.0 100
  138.03979 12.0 12
  139.0383 42.0 42
  146.06166 11.0 11
  151.00865 10.0 10
  151.05026 10.0 10
  152.04549 26.0 26
  157.03442 10.0 10
  158.03923 14.0 14
  161.24229 12.0 12
  162.69492 15.0 15
  164.01004 45.0 45
  164.04657 10.0 10
  166.02933 10.0 10
  166.99736 129.0 129
  167.03911 10.0 10
  167.07704 11.0 11
  167.99947 14.0 14
  169.01392 15.0 15
  179.03569 12.0 12
  182.01149 14.0 14
  182.02254 15.0 15
  183.02979 24.0 24
  183.08527 21.0 21
  185.06548 16.0 16
  186.0952 16.0 16
  188.04489 11.0 11
  195.02805 350.0 350
  195.05692 14.0 14
  196.0336 64.0 64
  196.04202 25.0 25
  197.04424 51.0 51
  197.0681 10.0 10
  198.07495 15.0 15
  206.0298 10.0 10
  209.0134 19.0 19
  209.05354 10.0 10
  210.00537 12.0 12
  210.05302 217.0 217
  210.61087 15.0 15
  211.05711 24.0 24
  223.0367 12.0 12
  225.05486 10.0 10
  225.07785 1000.0 999
  226.07858 61.0 61
  227.03113 12.0 12
  227.07721 25.0 25
  233.00951 11.0 11
  233.04301 17.0 17
  235.0885 11.0 11
  236.09497 13.0 13
  237.10349 28.0 28
  240.02791 11.0 11
  240.07689 11.0 11
  242.03206 12.0 12
  245.07489 11.0 11
  249.09779 22.0 22
  249.78502 11.0 11
  250.10635 10.0 10
  255.04869 11.0 11
  261.0329 12.0 12
  263.06735 10.0 10
  269.06726 178.0 178
  270.06241 12.0 12
  278.0918 11.0 11
  281.08472 10.0 10
  286.12094 10.0 10
  287.11884 11.0 11
  288.12463 14.0 14
  315.10754 11.0 11
  315.4816 12.0 12
  316.11523 11.0 11
  316.12759 25.0 25
  334.12927 11.0 11
  347.13748 11.0 11
  348.1304 11.0 11
  349.15494 28.0 28
  351.09995 14.0 14
  367.12943 12.0 12
  380.15695 26.0 26
  380.16769 65.0 65
  381.18936 23.0 23
  394.15396 15.0 15
  412.18027 11.0 11
  428.80774 14.0 14
  445.20279 11.0 11
  473.17377 15.0 15
  489.20764 11.0 11
  502.20938 11.0 11
  530.24213 13.0 13
  559.17737 10.0 10
  577.23621 12.0 12
  578.21344 11.0 11
  589.17773 13.0 13
  605.20953 12.0 12
  609.06433 12.0 12
  661.61456 10.0 10
  665.25043 44.0 44
  665.27881 144.0 144
//