beta-Fuoxymorphamine

beta-Fuoxymorphamine (β-fuoxymorphamine) is an opioid acting at μ-opioid receptors. It is used experimentally.[1][2]

beta-Fuoxymorphamine
Names
IUPAC name
Methyl (2E)-4-{[(5α,6β)-3,14-dihydroxy-17-methyl-4,5-epoxymorphinan-6-yl]amino}-4-oxo-2-butenoate
Identifiers
3D model (JSmol)
Abbreviations β-FOA
ChEMBL
ChemSpider
PubChem CID
InChI
  • InChI=1S/C22H26N2O6/c1-24-10-9-21-18-12-3-4-14(25)19(18)30-20(21)13(7-8-22(21,28)15(24)11-12)23-16(26)5-6-17(27)29-2/h3-6,13,15,20,25,28H,7-11H2,1-2H3,(H,23,26)/b6-5+/t13-,15-,20+,21+,22-/m1/s1
    Key: VYGVQURMYFVOPO-IRYZUVSXSA-N
SMILES
  • O=C(OC)\C=C\C(=O)N[C@H]4[C@@H]5Oc1c2c(ccc1O)C[C@H]3N(CC[C@]25[C@@]3(O)CC4)C
Properties
Chemical formula
 C22H26N2O6
Molar mass 414.458 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

See also

References
  1. Portoghese PS, Takemori AE (October 1983). "Different receptor sites mediate opioid agonism and antagonism". Journal of Medicinal Chemistry. 26 (10): 1341–3. doi:10.1021/jm00364a001. PMID 6312042.
  2. Huang W, Manglik A, Venkatakrishnan AJ, Laeremans T, Feinberg EN, Sanborn AL, et al. (August 2015). "Structural insights into µ-opioid receptor activation". Nature. 524 (7565): 315–21. Bibcode:2015Natur.524..315H. doi:10.1038/nature14886. PMC 4639397. PMID 26245379.
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