ACCESSION: MSBNK-RIKEN-PR300995
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$SPLASH: splash10-006t-0910000000-4466a733f173c5ef5eb8
PK$NUM_PEAK: 110
PK$PEAK: m/z int. rel.int.
  79.05617 9.0 9
  81.07099 6.0 6
  91.05421 12.0 12
  94.06685 13.0 13
  96.05965 9.0 9
  106.06571 8.0 8
  109.06656 22.0 22
  111.04411 19.0 19
  118.06414 8.0 8
  120.08084 24.0 24
  120.08894 7.0 7
  121.0675 6.0 6
  121.08653 5.0 5
  122.031 6.0 6
  123.08156 7.0 7
  124.04742 7.0 7
  124.05398 17.0 17
  130.06248 9.0 9
  130.0708 9.0 9
  131.06657 9.0 9
  131.07426 29.0 29
  132.08322 19.0 19
  137.05984 11.0 11
  139.07645 43.0 43
  142.06717 15.0 15
  143.05859 5.0 5
  143.07359 48.0 48
  144.07426 12.0 12
  144.08115 38.0 38
  145.08861 17.0 17
  147.07564 16.0 16
  147.08412 6.0 6
  148.07758 43.0 43
  149.05887 13.0 13
  150.09222 6.0 6
  152.04669 57.0 57
  153.05075 12.0 12
  154.06737 5.0 5
  158.05875 7.0 7
  159.06827 141.0 141
  160.0761 65.0 65
  161.07582 6.0 6
  161.08496 14.0 14
  162.09267 18.0 18
  163.1031 6.0 6
  167.07169 112.0 112
  168.07391 12.0 12
  173.08539 8.0 8
  174.09218 919.0 918
  175.09398 146.0 146
  176.10146 7.0 7
  184.0787 9.0 9
  186.09297 17.0 17
  187.10352 9.0 9
  188.10857 13.0 13
  192.09695 37.0 37
  192.10603 44.0 44
  193.10629 12.0 12
  195.03242 8.0 8
  195.06566 1000.0 999
  196.0696 123.0 123
  197.07144 7.0 7
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  200.10759 35.0 35
  201.09979 7.0 7
  201.11565 9.0 9
  204.10335 30.0 30
  206.11688 6.0 6
  212.10381 8.0 8
  212.11661 7.0 7
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  223.10017 6.0 6
  224.12764 29.0 29
  227.12839 11.0 11
  236.10796 7.0 7
  236.12976 85.0 85
  237.13135 19.0 19
  238.11844 16.0 16
  238.1299 7.0 7
  239.1174 10.0 10
  239.13611 6.0 6
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  251.12773 14.0 14
  253.12839 6.0 6
  253.14377 8.0 8
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  262.1264 12.0 12
  263.1319 7.0 7
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  265.14221 16.0 16
  266.12094 5.0 5
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  275.12399 6.0 6
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  304.13629 8.0 8
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  365.16635 5.0 5
  365.18134 9.0 9
  365.19437 9.0 9
  366.19083 13.0 13
  448.20453 10.0 10
//