ACCESSION: MSBNK-RIKEN-PR304943
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 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 6.098567
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 607.26610444783

PK$SPLASH: splash10-0006-0311090000-20edeebdc984310f2023
PK$NUM_PEAK: 64
PK$PEAK: m/z int. rel.int.
  122.00134 11.0 11
  137.0244 197.0 197
  137.06482 12.0 12
  138.03226 13.0 13
  165.98772 11.0 11
  167.00961 15.0 15
  167.05992 11.0 11
  169.01497 11.0 11
  171.06813 15.0 15
  180.99524 18.0 18
  181.01396 463.0 463
  181.03171 12.0 12
  181.25499 11.0 11
  182.0182 43.0 43
  197.0484 23.0 23
  198.03642 18.0 18
  211.05042 27.0 27
  211.06429 211.0 211
  211.08905 22.0 22
  212.06081 37.0 37
  221.29593 13.0 13
  225.09758 12.0 12
  250.0766 14.0 14
  276.92581 17.0 17
  304.95203 13.0 13
  327.31372 17.0 17
  333.13419 22.0 22
  349.14819 12.0 12
  352.112 12.0 12
  361.25894 19.0 19
  363.16113 12.0 12
  379.69839 12.0 12
  380.14819 12.0 12
  380.17432 60.0 60
  381.17102 11.0 11
  386.88535 17.0 17
  389.12482 15.0 15
  391.117 13.0 13
  392.13501 13.0 13
  392.21701 17.0 17
  395.19067 12.0 12
  405.13477 28.0 28
  419.15585 11.0 11
  529.19409 11.0 11
  533.21741 12.0 12
  577.22113 265.0 265
  577.27252 16.0 16
  578.1532 11.0 11
  578.22565 177.0 177
  578.25085 14.0 14
  579.22675 50.0 50
  579.26007 32.0 32
  582.81934 14.0 14
  591.23761 16.0 16
  592.24329 1000.0 999
  592.38647 14.0 14
  593.24365 389.0 389
  593.28796 12.0 12
  594.25317 44.0 44
  595.23499 12.0 12
  595.25488 13.0 13
  601.42188 11.0 11
  607.2583 140.0 140
  607.28955 17.0 17
//