14-Cinnamoyloxycodeinone

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What is 14-Cinnamoyloxycodeinone?[edit | edit source]

14-cinnamoyloxycodeinone
  • It is the most potent opiate analgesic with > ×100 times the potency of morphine[1]
  • IUPAC Name: [(4R,4aS,7aR,12bS)-9-methoxy-3-methyl-7-oxo-2,4,7a,13-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-4a-yl] (E)-3-phenylprop-2-enoate
  • InChI: InChI=1S/C27H25NO5/c1-28-15-14-26-23-18-9-10-20(31-2)24(23)32-25(26)19(29)12-13-27(26,21(28)16-18)33-22(30)11-8-17-6-4-3-5-7-17/h3-13,21,25H,14-16H2,1-2H3/b11-8+/t21-,25+,26+,27-/m1/s1
  • InChI Key: BWZTYCFJIMYOHI-JKGZCERPSA-N
  • Canonical SMILES: CN1CCC23C4C(=O)C=CC2(C1CC5=C3C(=C(C=C5)OC)O4)OC(=O)C=CC6=CC=CC=C6
  • Isomeric SMILES: CN1CC[C@]23[C@@H]4C(=O)C=C[C@]2([C@H]1CC5=C3C(=C(C=C5)OC)O4)OC(=O)/C=C/C6=CC=CC=C6
  • Molecular formula: C27H25NO5
  • Molecular weight: 443.5 g·mol−1
  • Synonyms:
  1. 751-01-9
  2. 14-Hydroxycodeinone cinnamate
  3. Codeinone, 14-hydroxy-, cinnamate (7CI)
  4. Morphinan-6-one, 7,8-didehydro-4,5-alpha-epoxy-14-hydroxy-3-methoxy-17-methyl-, cinnamate
  5. SCHEMBL15736852
  6. DTXSID401018230
  7. Morphinan-6-one, 7,8-didehydro-4,5-epoxy-3-methoxy-17-methyl-14-((1-oxo-3-phenyl-2-propenyl)oxy)-, (5-alpha)-
  8. Q4549579
  9. [(4R,4aS,7aR,12bS)-9-methoxy-3-methyl-7-oxo-2,4,7a,13-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-4a-yl] (E)-3-phenylprop-2-enoate

[2]

References[edit | edit source]

  1. ↑ Lien EJ, Tong GL, Srulevitch DB, Dias C (1978). "QSAR of narcotic analgetic agents" [1]. NIDA Research Monograph. 1978 (22): 186–96.
  2. ↑ National Center for Biotechnology Information (2021). PubChem Compound Summary for CID 6438241, 14-Cinnamoyloxycodeinone. Retrieved August 3, 2021 from [2].


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