Orestrate

Orestrate
Clinical data
Other names	Estradiol 3-propionate 17β-(1-cyclohexenyl) ether; 17β-(Cyclohexen-1-yloxy)-estra-1,3,5(10)-trien-3-ol propionate
Drug class	Estrogen; 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	13885-31-9;
PubChem CID	20055348;
ChemSpider	16736660;
UNII	G9VC23W7W0;
CompTox Dashboard (EPA)	DTXSID80930230 ;
Chemical and physical data
Formula	C27H36O3
Molar mass	408.582 g·mol−1
3D model (JSmol)	Interactive image;
	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 (INNTooltip International Nonproprietary Name), 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]

References

^ ^a ^b Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 898, 905. ISBN 978-1-4757-2085-3.
^ 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". Journal of Medicinal Chemistry. 16 (2): 123–127. doi:10.1021/jm00260a009. PMID 4683106.
^ Galletti F, Gardi R (April 1974). "Effect of two orally active estradiol derivatives on sulfobromphthalein retention in rats". Pharmacological Research Communications. 6 (2): 135–145. doi:10.1016/s0031-6989(74)80021-4. PMID 4438394.
^ List PH, Hörhammer L (12 March 2013). "Orestratum". Chemikalien und Drogen Teil A: N-Q. Springer-Verlag. pp. 331–. ISBN 978-3-642-65035-2.
^ ^a ^b Roche EB, 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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