ACCESSION: MSBNK-RIKEN-PR304955
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$SPLASH: splash10-0a4i-0210039000-2743d560478b37556b61
PK$NUM_PEAK: 54
PK$PEAK: m/z int. rel.int.
  137.01964 21.0 21
  137.0265 6.0 6
  137.99965 7.0 7
  138.4863 6.0 6
  138.99825 6.0 6
  153.05826 6.0 6
  159.06856 9.0 9
  167.00674 6.0 6
  167.07193 53.0 53
  168.07649 6.0 6
  170.06137 9.0 9
  170.0694 14.0 14
  176.66806 7.0 7
  181.01727 40.0 40
  182.01578 6.0 6
  182.02997 8.0 8
  196.03731 7.0 7
  198.05013 7.0 7
  208.03323 11.0 11
  211.05048 24.0 24
  211.06226 126.0 126
  212.06841 6.0 6
  228.08528 7.0 7
  243.6225 8.0 8
  315.96741 7.0 7
  333.10608 6.0 6
  349.15668 21.0 21
  349.62567 10.0 10
  351.21194 7.0 7
  380.15863 6.0 6
  380.18384 15.0 15
  392.1279 7.0 7
  395.20746 8.0 8
  404.11789 6.0 6
  406.14746 6.0 6
  409.51364 7.0 7
  458.19312 7.0 7
  501.19513 6.0 6
  546.15472 7.0 7
  546.1828 9.0 9
  575.26587 7.0 7
  577.21045 41.0 41
  578.2204 6.0 6
  579.21368 27.0 27
  580.2276 6.0 6
  592.20538 6.0 6
  592.24542 215.0 215
  592.77026 6.0 6
  593.24982 59.0 59
  594.24347 12.0 12
  595.24335 6.0 6
  595.64905 8.0 8
  607.26422 1000.0 999
  607.34851 6.0 6
//