ACCESSION: MSBNK-RIKEN-PR300991
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$SPLASH: splash10-0002-0926503000-a8c84524f2da97b39a8a
PK$NUM_PEAK: 61
PK$PEAK: m/z int. rel.int.
  148.06721 6.0 6
  148.07784 34.0 34
  159.06619 6.0 6
  160.0751 5.0 5
  161.07973 5.0 5
  162.08792 8.0 8
  174.09148 471.0 471
  175.09509 76.0 76
  176.10721 33.0 33
  188.10384 5.0 5
  192.10196 79.0 79
  193.10005 7.0 7
  193.10785 8.0 8
  195.06537 1000.0 999
  196.06848 128.0 128
  197.06982 17.0 17
  200.11127 13.0 13
  204.10226 12.0 12
  212.09891 7.0 7
  215.11795 14.0 14
  224.12833 129.0 129
  225.13289 25.0 25
  228.11961 6.0 6
  236.12973 220.0 220
  237.13237 29.0 29
  237.14337 8.0 8
  242.13835 5.0 5
  254.13347 6.0 6
  322.14377 7.0 7
  333.15445 10.0 10
  334.15955 6.0 6
  336.16211 20.0 20
  337.14636 8.0 8
  348.15277 13.0 13
  365.15515 7.0 7
  365.1864 140.0 140
  366.17834 10.0 10
  366.19244 46.0 46
  367.18802 7.0 7
  368.14426 32.0 32
  368.15906 21.0 21
  368.18848 10.0 10
  397.21161 704.0 703
  398.14923 7.0 7
  398.17819 7.0 7
  398.21524 207.0 207
  399.21976 29.0 29
  404.17484 11.0 11
  413.20593 15.0 15
  434.17767 5.0 5
  436.19974 138.0 138
  437.1936 18.0 18
  437.21136 29.0 29
  438.20074 5.0 5
  448.14774 12.0 12
  448.19577 724.0 723
  449.20044 209.0 209
  450.20258 39.0 39
  577.26007 24.0 24
  578.25726 11.0 11
  609.28046 816.0 815
//