8,9-Dehydroestrone

8,9-Dehydroestrone
Clinical data
Other names	Δ8-Estrone; Estra-1,3,5(10),8-tetraen-3-ol-17-one
Routes of; administration	By mouth
Drug class	Estrogen
Identifiers
	IUPAC name (13S,14S)-3-Hydroxy-13-methyl-7,11,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-17-one;
CAS Number	474-87-3;
PubChem CID	6451472;
ChemSpider	4953937;
UNII	7C1N8RKG9F;
CompTox Dashboard (EPA)	DTXSID40197125 ;
Chemical and physical data
Formula	C18H20O2
Molar mass	268.356 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C[C@]12CCC3=C([C@@H]1CCC2=O)CCC4=C3C=CC(=C4)O;
	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/h3,5,10,16,19H,2,4,6-9H2,1H3/t16-,18-/m0/s1; Key:OUGSRCWSHMWPQE-WMZOPIPTSA-N;

8,9-Dehydroestrone, or Δ⁸-estrone, also known as estra-1,3,5(10),8-tetraen-3-ol-17-one, is a naturally occurring estrogen found in horses which is closely related to equilin, equilenin, and estrone, and, as the 3-sulfate ester sodium salt, is a minor constituent (3.5%) of conjugated estrogens (Premarin).^[1]^[2]^[3]^[4] It produces 8,9-dehydro-17β-estradiol as an important active metabolite, analogously to conversion of estrone or estrone sulfate into estradiol.^[2]^[4]^[5]^[3] The compound was first described in 1997.^[6]^[3] In addition to 8,9-dehydroestrone and 8,9-dehydro-17β-estradiol, 8,9-dehydro-17α-estradiol is likely also to be present in conjugated estrogens, but has not been identified at this time.^[2]

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See also