ACCESSION: MSBNK-RIKEN-PR301023
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$SPLASH: splash10-0002-0926504000-522cc8a6f7a5e23fba4e
PK$NUM_PEAK: 74
PK$PEAK: m/z int. rel.int.
  148.07559 20.0 20
  160.07419 10.0 10
  167.06738 7.0 7
  174.09178 468.0 468
  175.08484 15.0 15
  175.09492 44.0 44
  176.10648 17.0 17
  186.09364 7.0 7
  192.1019 86.0 86
  193.10773 9.0 9
  195.06563 1000.0 999
  195.10652 8.0 8
  196.06784 116.0 116
  196.08412 6.0 6
  197.06694 7.0 7
  197.07951 9.0 9
  200.10811 16.0 16
  204.09952 16.0 16
  214.11166 5.0 5
  215.12025 11.0 11
  222.11015 6.0 6
  224.10365 8.0 8
  224.13039 114.0 114
  225.13074 22.0 22
  229.13675 9.0 9
  236.10675 7.0 7
  236.12955 230.0 230
  237.13361 36.0 36
  238.13072 9.0 9
  242.14069 6.0 6
  254.13271 9.0 9
  288.13416 10.0 10
  333.15714 7.0 7
  336.1579 20.0 20
  337.19583 8.0 8
  348.15762 13.0 13
  354.17191 7.0 7
  365.18744 163.0 163
  366.18314 23.0 23
  366.1955 14.0 14
  368.13589 14.0 14
  368.1499 46.0 46
  368.17526 19.0 19
  368.19116 10.0 10
  369.15024 8.0 8
  380.18988 7.0 7
  397.16296 8.0 8
  397.17499 8.0 8
  397.21118 718.0 717
  398.17914 6.0 6
  398.21564 222.0 222
  399.19144 6.0 6
  399.21283 21.0 21
  399.22495 13.0 13
  404.1792 10.0 10
  413.20667 7.0 7
  413.21948 6.0 6
  434.15955 6.0 6
  436.15701 5.0 5
  436.19577 141.0 141
  437.20148 37.0 37
  448.1264 8.0 8
  448.14859 16.0 16
  448.19537 728.0 727
  449.19177 112.0 112
  449.20581 96.0 96
  450.2023 40.0 40
  577.23553 19.0 19
  577.2536 24.0 24
  578.24512 10.0 10
  578.26556 7.0 7
  609.22284 15.0 15
  609.2793 847.0 846
  609.34546 5.0 5
//