ACCESSION: MSBNK-RIKEN-PR304953
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$SPLASH: splash10-014i-0910000000-8010cc5e80d9c595ca3a
PK$NUM_PEAK: 58
PK$PEAK: m/z int. rel.int.
  89.1264 16.0 16
  93.9986 16.0 16
  120.99493 26.0 26
  121.02602 26.0 26
  121.99728 18.0 18
  122.56 21.0 21
  123.00276 17.0 17
  124.01242 23.0 23
  125.02747 46.0 46
  137.01979 130.0 130
  137.03067 24.0 24
  137.99426 22.0 22
  138.02228 22.0 22
  138.03079 60.0 60
  151.04762 24.0 24
  152.03421 19.0 19
  152.04846 195.0 195
  153.0513 18.0 18
  153.05995 60.0 60
  154.0592 17.0 17
  160.08118 18.0 18
  167.07114 1000.0 999
  168.07358 16.0 16
  168.08871 20.0 20
  170.06313 38.0 38
  181.01393 44.0 44
  183.02351 19.0 19
  183.04471 16.0 16
  184.06393 18.0 18
  184.07381 18.0 18
  196.04129 36.0 36
  197.04356 36.0 36
  197.07243 19.0 19
  211.06035 257.0 257
  212.06404 34.0 34
  222.10252 21.0 21
  234.05136 22.0 22
  235.09004 18.0 18
  236.08908 16.0 16
  238.07437 16.0 16
  277.10028 19.0 19
  281.06613 16.0 16
  306.11188 18.0 18
  306.13699 20.0 20
  331.10233 22.0 22
  333.13168 35.0 35
  345.12531 16.0 16
  379.14026 18.0 18
  379.17798 18.0 18
  380.15387 18.0 18
  380.19678 19.0 19
  392.13818 18.0 18
  429.17966 20.0 20
  546.15997 17.0 17
  546.19135 25.0 25
  549.23627 16.0 16
  561.18646 16.0 16
  562.18774 20.0 20
//