Orestrate

Orestrate
Clinical data
Other namesEstradiol 3-propionate 17β-(1-cyclohexenyl) ether; 17β-(Cyclohexen-1-yloxy)-estra-1,3,5(10)-trien-3-ol propionate
Drug classEstrogen; Estrogen ester
Identifiers
IUPAC name
  • [(8R,9S,13S,14S,17S)-17-(Cyclohexen-1-yloxy)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-yl] propanoate
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC27H36O3
Molar mass408.582 g·mol−1
3D model (JSmol)
SMILES
  • CCC(=O)OC1=CC2=C(C=C1)C3CCC4(C(C3CC2)CCC4OC5=CCCCC5)C
InChI
  • InChI=1S/C27H36O3/c1-3-26(28)30-20-10-12-21-18(17-20)9-11-23-22(21)15-16-27(2)24(23)13-14-25(27)29-19-7-5-4-6-8-19/h7,10,12,17,22-25H,3-6,8-9,11,13-16H2,1-2H3/t22-,23-,24+,25+,27+/m1/s1
  • Key:VYAXJSIVAVEVHF-RYIFMDQWSA-N

Orestrate (INN), also known as estradiol 3-propionate 17β-(1-cyclohexenyl) ether, is an estrogen medication and estrogen ester which was never marketed.[1][2][3][4][5] It is the C3 propionate ester and C17β-(1-cyclohexenyl) ether of estradiol.[1][5]

See also

References

  1. 1 2 J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 898, 905. ISBN 978-1-4757-2085-3.
  2. ↑ Gardi R, Vitali R, Falconi G, Ercoli A (February 1973). "1,3,5(10)-Estratrien-17 -yl enol ethers and acetals. New classes of orally and parenterally active estrogenic derivatives". J. Med. Chem. 16 (2): 123–7. doi:10.1021/jm00260a009. PMID 4683106.
  3. ↑ Galletti F, Gardi R (April 1974). "Effect of two orally active estradiol derivatives on sulfobromphthalein retention in rats". Pharmacol Res Commun. 6 (2): 135–45. doi:10.1016/s0031-6989(74)80021-4. PMID 4438394.
  4. ↑ P. H. List; L. Hörhammer (12 March 2013). Chemikalien und Drogen Teil A: N-Q. Springer-Verlag. pp. 331–. ISBN 978-3-642-65035-2.
  5. 1 2 Edward B. Roche; Academy of Pharmaceutical Sciences. Medicinal Chemistry Section (1977). Design of biopharmaceutical properties through prodrugs and analogs: a symposium. The Academy. p. 7. ISBN 978-0-917330-16-2.



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