ACCESSION: MSBNK-RIKEN-PR304951
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$SPLASH: splash10-0006-0211090000-e1afd1e40bdcb55dc81f
PK$NUM_PEAK: 66
PK$PEAK: m/z int. rel.int.
  94.0023 11.0 11
  124.01773 11.0 11
  137.0211 70.0 70
  138.02618 37.0 37
  138.03448 11.0 11
  151.04306 10.0 10
  153.05319 24.0 24
  167.06572 10.0 10
  181.01443 245.0 245
  182.01956 75.0 75
  183.02411 10.0 10
  196.03535 31.0 31
  197.03441 25.0 25
  197.045 10.0 10
  197.06702 11.0 11
  211.06026 243.0 243
  212.0562 26.0 26
  212.06808 39.0 39
  213.07538 16.0 16
  264.10583 10.0 10
  307.15311 11.0 11
  314.11768 12.0 12
  336.56958 11.0 11
  347.1394 11.0 11
  349.14633 19.0 19
  351.10602 13.0 13
  364.10312 11.0 11
  365.1322 11.0 11
  379.1882 10.0 10
  380.13715 12.0 12
  380.16309 14.0 14
  380.18228 85.0 85
  381.16147 10.0 10
  381.18399 10.0 10
  392.12201 13.0 13
  395.20032 18.0 18
  403.21735 13.0 13
  404.13071 13.0 13
  406.15347 23.0 23
  418.1239 11.0 11
  418.13947 11.0 11
  444.86777 11.0 11
  500.75629 14.0 14
  501.18729 10.0 10
  501.20691 11.0 11
  516.22711 11.0 11
  529.17236 13.0 13
  549.1922 10.0 10
  576.21558 16.0 16
  577.21283 189.0 189
  577.23297 52.0 52
  578.21368 64.0 64
  578.23792 38.0 38
  579.22998 11.0 11
  584.83972 12.0 12
  591.20941 10.0 10
  592.2406 1000.0 999
  592.28308 11.0 11
  593.24438 298.0 298
  593.26801 40.0 40
  593.63226 11.0 11
  594.24188 90.0 90
  594.2757 20.0 20
  595.25513 14.0 14
  607.23859 12.0 12
  607.26831 144.0 144
//