ACCESSION: MSBNK-RIKEN-PR301007
RECORD_TITLE: Isoreserpin; 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$NAME: Isoreserpin
CH$COMPOUND_CLASS: Yohimbine alkaloids
CH$FORMULA: C₃₃H₄₀N₂O₉
CH$EXACT_MASS: 608.688
CH$SMILES: CO[C@H]1[C@@H](C[C@@H]2CN3CCC4=C([C@@H]3C[C@@H]2[C@@H]1C(=O)OC)NC5=C4C=CC(=C5)OC)OC(=O)C6=CC(=C(C(=C6)OC)OC)OC
CH$IUPAC: InChI=1S/C33H40N2O9/c1-38-19-7-8-20-21-9-10-35-16-18-13-27(44-32(36)17-11-25(39-2)30(41-4)26(12-17)40-3)31(42-5)28(33(37)43-6)22(18)15-24(35)29(21)34-23(20)14-19/h7-8,11-12,14,18,22,24,27-28,31,34H,9-10,13,15-16H2,1-6H3/t18-,22+,24+,27-,28+,31+/m1/s1
CH$LINK: INCHIKEY QEVHRUUCFGRFIF-VPHNHGCZSA-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 POSITIVE
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 6.11695
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 609.2806573

PK$SPLASH: splash10-0002-0926504000-460bae540c5e3a1669ea
PK$NUM_PEAK: 70
PK$PEAK: m/z int. rel.int.
  94.06785 6.0 6
  148.07837 26.0 26
  160.07751 9.0 9
  167.06967 6.0 6
  172.0721 5.0 5
  174.06909 6.0 6
  174.09206 470.0 470
  175.09547 61.0 61
  176.10707 25.0 25
  186.09235 7.0 7
  188.10623 8.0 8
  190.09135 8.0 8
  192.10297 94.0 94
  193.10236 9.0 9
  195.02422 5.0 5
  195.06578 1000.0 999
  196.06848 112.0 112
  197.07301 12.0 12
  200.11235 16.0 16
  201.10851 7.0 7
  204.10216 17.0 17
  215.1131 12.0 12
  215.12831 6.0 6
  222.11061 12.0 12
  224.12912 93.0 93
  225.12614 7.0 7
  225.13776 12.0 12
  229.12996 7.0 7
  236.12906 217.0 217
  237.11967 8.0 8
  237.13368 27.0 27
  238.13828 6.0 6
  242.14128 5.0 5
  254.14067 10.0 10
  290.11923 7.0 7
  322.1557 7.0 7
  333.1669 6.0 6
  336.14899 9.0 9
  336.16263 15.0 15
  348.15854 15.0 15
  348.17618 7.0 7
  365.18555 142.0 142
  366.17325 12.0 12
  366.19434 26.0 26
  368.15146 45.0 45
  368.19202 6.0 6
  369.17908 6.0 6
  380.19168 8.0 8
  397.16809 7.0 7
  397.21161 722.0 721
  398.21628 189.0 189
  399.21896 25.0 25
  404.16907 20.0 20
  413.20325 16.0 16
  434.16809 6.0 6
  436.18085 28.0 28
  436.19681 118.0 118
  437.18057 7.0 7
  437.20355 29.0 29
  448.12375 9.0 9
  448.15042 13.0 13
  448.19598 718.0 717
  449.19962 214.0 214
  450.19724 29.0 29
  450.21671 10.0 10
  451.21051 8.0 8
  577.25952 30.0 30
  578.25854 11.0 11
  609.19769 16.0 16
  609.27979 819.0 818
//