17α-Dihydroequilin

17α-Dihydroequilin, or α-dihydroequilin, also known as 7-dehydro-17α-estradiol, as well as estra-1,3,5(10),7-tetraene-3,17α-diol, is a naturally occurring steroidal estrogen found in horses which is closely related to equilin, equilenin, and 17α-estradiol.[1][2] The compound, as the 3-sulfate ester sodium salt, is present in conjugated estrogens (Premarin), a pharmaceutical extract of the urine of pregnant mares, and is the third highest quantity constituent in the formulation (13.8%).[1] The compound has been studied clinically.[3]

Not to be confused with 17β-Dihydroequilin, 17α-Dihydroequilenin, or 17β-Dihydroequilenin.
17α-Dihydroequilin
Clinical data
Other namesα-Dihydroequilin; 7-Dehydro-17α-estradiol; Estra-1,3,5(10),7-tetraen-3,17α-diol
Routes of
administration		By mouth
Drug classEstrogen
ATC code
Identifiers
IUPAC name
  • (9S,13S,14S,17R)-13-methyl-6,9,11,12,14,15,16,17-octahydrocyclopenta[a]phenanthrene-3,17-diol
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
ECHA InfoCard100.010.440
Chemical and physical data
FormulaC18H22O2
Molar mass270.372 g·mol−1
3D model (JSmol)
SMILES
  • CC12CCC3C(=CCC4=C3C=CC(=C4)O)C1CCC2O
InChI
  • InChI=1S/C18H22O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3-5,10,14,16-17,19-20H,2,6-9H2,1H3/t14-,16+,17-,18+/m1/s1
  • Key:NLLMJANWPUQQTA-SPUZQDLCSA-N

See also

References
  1. Fritz MA, Speroff L (28 March 2012). Clinical Gynecologic Endocrinology and Infertility. Lippincott Williams & Wilkins. pp. 751–. ISBN 978-1-4511-4847-3.
  2. IARC Working Group on the Evaluation of Carcinogenic Risks to Humans; World Health Organization; International Agency for Research on Cancer (2007). Combined Estrogen-progestogen Contraceptives and Combined Estrogen-progestogen Menopausal Therapy. World Health Organization. pp. 378–. ISBN 978-92-832-1291-1.
  3. Wilcox JG, Stanczyk FZ, Morris RS, Gentzschein E, Lobo RA (November 1996). "Biologic effects of 17 alpha-dihydroequilin sulfate". Fertility and Sterility. 66 (5): 748–52. doi:10.1016/S0015-0282(16)58629-4. PMID 8893678.
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