Anordiol - Misplaced Pages

Chemical compound Pharmaceutical compound

Anordiol
Clinical data

Other names	Anordriol; 2α,17α-Diethynyl-A-nor-5α-androstane-2β,17β-diol
Identifiers
IUPAC name (2R,3aS,3bS,5aS,6R,8aS,8bR,10aS)-2,6-diethynyl-3a,5a-dimethyl-1,3,3b,4,5,7,8,8a,8b,9,10,10a-dodecahydroindenoindene-2,6-diol
CAS Number	1045-29-0
PubChem CID	164779
ChemSpider	144454
UNII	5G6H10Z92J
CompTox Dashboard (EPA)	DTXSID60909005
Chemical and physical data
Formula	C₂₂H₃₀O₂
Molar mass	326.480 g·mol
3D model (JSmol)	Interactive image
SMILES C12CC3(1CC2(C#C)O)CC43(C(C4)(C#C)O)C
InChI InChI=1S/C22H30O2/c1-5-21(23)13-15-7-8-16-17(19(15,3)14-21)9-11-20(4)18(16)10-12-22(20,24)6-2/h1-2,15-18,23-24H,7-14H2,3-4H3/t15-,16+,17-,18-,19-,20-,21+,22-/m0/s1 Key:HUUUMTTWAPMBMU-ZBJWQKIUSA-N

Anordiol, or anordriol, also known as 2α,17α-diethynyl-A-nor-5α-androstane-2β,17β-diol, is a synthetic steroid-like mixed estrogen and antiestrogen and an active metabolite of anordrin, a postcoital contraceptive that is marketed and used in China. Relative to anordrin, anordiol has similar but more potent actions.

References

^ Oettel M (6 December 2012). "Estrogens and Antiestrogens in the Male". In Oettel M, Schillinger E (eds.). Estrogens and Antiestrogens II: Pharmacology and Clinical Application of Estrogens and Antiestrogen. Springer Science & Business Media. pp. 545–. ISBN 978-3-642-60107-1.
^ Chatterton RT, Berman C, Walters NN (March 1989). "Anti-uterotrophic and folliculostatic activities of anordiol (2 alpha,17 alpha-diethynyl-A-nor-5 alpha-androstane-2 beta,17 beta-diol)". Contraception. 39 (3): 291–297. doi:10.1016/0010-7824(89)90061-9. PMID 2714089.
Peters AJ, Wentz AC, Kazer RR, Jeyendran RS, Chatterton RT (September 1995). "Estrogenic and antiestrogenic activities of anordiol: a comparison of uterine and vaginal responses with those of clomiphene citrate". Contraception. 52 (3): 195–202. doi:10.1016/0010-7824(95)00151-y. PMID 7587192.

ERTooltip Estrogen receptor

Agonists

Mixed
(SERMsTooltip Selective estrogen receptor modulators)

Antagonists

GPERTooltip G protein-coupled estrogen receptor

Agonists	2-Methoxyestradiol 7β-Hydroxyepiandrosterone Afimoxifene (4-hydroxytamoxifen) Aldosterone Atrazine Bisphenol A Daidzein DDT (p,p'-DDT, o',p'-DDE) Diarylpropionitrile Equol Estradiol Ethinylestradiol Fulvestrant (ICI-182780) G-1 Genistein GPER-L1 GPER-L2 Hydroxytyrosol Kepone Nicotinic acid Nicotinamide Nonylphenol Oleuropein PCBs (2,2',5'-PCB-4-OH) Propylpyrazoletriol Quercetin Raloxifene Resveratrol STX Tamoxifen Tectoridin
Antagonists	CCL18 Estriol G-15 G-36 MIBE
Unknown	Diethylstilbestrol Zearalenone

See also: Receptor/signaling modulators; Estrogens and antiestrogens; Androgen receptor modulators; Progesterone receptor modulators; List of estrogens

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