ACCESSION: MSBNK-RIKEN-PR305182
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$SPLASH: splash10-0fr6-0461096000-b12e89bae2e99fdda9d3
PK$NUM_PEAK: 149
PK$PEAK: m/z int. rel.int.
  81.03294 26.0 26
  93.03655 14.0 14
  121.03513 19.0 19
  122.03728 20.0 20
  137.02309 48.0 48
  138.03362 15.0 15
  140.03345 16.0 16
  150.03827 14.0 14
  150.99762 16.0 16
  151.00766 15.0 15
  152.01372 38.0 38
  165.01054 14.0 14
  165.02115 49.0 49
  165.04829 16.0 16
  166.03073 24.0 24
  167.00023 110.0 110
  181.01498 132.0 132
  182.01801 53.0 53
  182.02969 40.0 40
  183.02917 151.0 151
  193.0457 21.0 21
  195.02934 238.0 238
  196.03587 119.0 119
  196.04782 19.0 19
  197.03813 15.0 15
  197.04669 33.0 33
  198.04202 18.0 18
  209.00394 85.0 85
  209.01532 169.0 169
  210.00436 15.0 15
  210.04407 61.0 61
  210.05307 175.0 175
  210.73216 20.0 20
  211.0195 20.0 20
  211.05409 21.0 21
  212.05125 15.0 15
  216.06886 19.0 19
  216.13492 16.0 16
  225.07744 74.0 74
  226.0838 38.0 38
  227.08949 16.0 16
  239.02013 197.0 197
  239.03542 14.0 14
  240.02496 16.0 16
  240.92984 16.0 16
  251.05154 16.0 16
  254.0358 14.0 14
  254.04985 35.0 35
  255.05267 127.0 127
  256.04987 17.0 17
  263.11456 16.0 16
  266.07773 18.0 18
  267.05371 16.0 16
  268.05499 16.0 16
  269.06638 391.0 391
  270.07709 26.0 26
  271.06415 16.0 16
  275.74054 14.0 14
  281.05658 14.0 14
  303.15433 16.0 16
  314.89615 20.0 20
  319.14145 17.0 17
  321.16727 18.0 18
  335.17316 19.0 19
  335.19 15.0 15
  345.1539 33.0 33
  346.16116 17.0 17
  347.12772 20.0 20
  348.14142 55.0 55
  361.15335 14.0 14
  364.18503 16.0 16
  380.15878 15.0 15
  380.17508 19.0 19
  393.17648 29.0 29
  396.20816 20.0 20
  397.2085 14.0 14
  408.88681 14.0 14
  433.55881 16.0 16
  435.13116 16.0 16
  453.17624 20.0 20
  469.1683 15.0 15
  485.17496 19.0 19
  496.16373 20.0 20
  499.22318 15.0 15
  516.21735 18.0 18
  516.2467 16.0 16
  521.59448 19.0 19
  527.18475 20.0 20
  527.43024 16.0 16
  528.19165 16.0 16
  532.16071 20.0 20
  533.2627 16.0 16
  534.23639 18.0 18
  543.21771 31.0 31
  555.15625 17.0 17
  555.18884 109.0 109
  556.17822 14.0 14
  560.21094 16.0 16
  560.23083 20.0 20
  561.20221 16.0 16
  562.14716 15.0 15
  575.24951 55.0 55
  575.27734 26.0 26
  576.18811 21.0 21
  576.2196 34.0 34
  576.25964 32.0 32
  576.6449 14.0 14
  577.20966 16.0 16
  577.23065 39.0 39
  578.22986 311.0 311
  579.2392 74.0 74
  580.22046 15.0 15
  580.25012 16.0 16
  583.03638 23.0 23
  587.20306 21.0 21
  589.17419 14.0 14
  589.19019 16.0 16
  590.19739 16.0 16
  591.25079 33.0 33
  592.22266 16.0 16
  592.23615 37.0 37
  592.25916 16.0 16
  593.24945 1000.0 999
  594.22284 37.0 37
  594.25549 87.0 87
  595.22681 15.0 15
  595.25507 16.0 16
  596.27051 18.0 18
  596.68683 15.0 15
  604.1955 17.0 17
  605.22174 14.0 14
  606.21967 14.0 14
  606.26935 30.0 30
  607.25458 34.0 34
  608.25018 17.0 17
  619.23169 16.0 16
  621.27716 23.0 23
  621.29773 49.0 49
  622.2821 51.0 51
  649.24225 23.0 23
  650.24854 612.0 611
  650.29541 14.0 14
  651.23761 61.0 61
  651.25568 79.0 79
  652.25842 21.0 21
  652.28662 16.0 16
  663.29523 14.0 14
  665.22473 14.0 14
  665.27087 531.0 530
//