17β-Dihydroequilenin

17β-Dihydroequilenin
ファイル:17β-Dihydroequilenin.svg
Systematic (IUPAC) name
	(13S,14S,17S)-13-methyl-11,12,14,15,16,17-hexahydrocyclopenta[a]phenanthrene-3,17-diol
Clinical data
Pregnancy cat.	?
Legal status	?
Routes	By mouth
Identifiers
CAS number	1423-97-8
ATC code	?
PubChem	CID 3032407
ChemSpider	2297390
UNII	ET2MK3VGB4
ChEMBL	CHEMBL123405
Synonyms	β-Dihydroequilenin; Δ6,8-17β-Estradiol; 6,8-Didehydro-17β-estradiol; Estra-1,3,5(10),6,8-pentaen-3,17β-diol
Chemical data
Formula	C18H20O2
	InChI InChI=1S/C18H20O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h2-5,10,16-17,19-20H,6-9H2,1H3/t16-,17-,18-/m0/s1; Key:RYWZPRVUQHMJFF-BZSNNMDCSA-N;

17β-Dihydroequilenin, or β-dihydroequilenin, also known as δ^6,8-17β-estradiol or 6,8-didehydro-17β-estradiol, as well as estra-1,3,5(10),6,8-pentaen-3,17β-diol, is a naturally occurring steroidal estrogen found in horses which is closely related to equilin, equilenin, and estradiol, and, as the 3-sulfate ester sodium salt, is a minor constituent (0.5%) of conjugated estrogens (Premarin).^[1] 17β-Dihydroequilenin has unexpectedly shown a selective estrogen receptor modulator (SERM)-like profile of estrogenic activity in studies with monkeys, in which beneficial effects on bone and the cardiovascular system were noted but proliferative responses in breast and endometrium were not observed.^[2]

References

↑ Fritz MA, Speroff L (28 March 2012). "Postmenopausal Hormone Therapy". Clinical Gynecologic Endocrinology and Infertility. Lippincott Williams & Wilkins. pp. 751–. ISBN 978-1-4511-4847-3.
↑ Cline JM (April 2007). "Assessing the mammary gland of nonhuman primates: effects of endogenous hormones and exogenous hormonal agents and growth factors". Birth Defects Research. Part B, Developmental and Reproductive Toxicology. 80 (2): 126–146. doi:10.1002/bdrb.20112. PMID 17443713.