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]

Composition of conjugated estrogens and properties of constituents
CompoundSynonymProportion (%)Relative potency
in the vagina (%)		Relative potency
in the uterus (%)		RBA for
ERα (%)		RBA for
ERβ (%)		ERα / ERβ
RBA ratio
Conjugated estrogens–10038100–––
Estrone–49.1–61.5303226520.50
EquilinΔ7-Estrone22.4–30.5428013490.26
17α-DihydroequilinΔ7-17α-Estradiol13.5–19.50.062.641321.30
17α-Estradiol–2.5–9.50.113.519420.45
Δ8-Estrone–3.5–3.9??19320.60
EquileninΔ6,8-Estrone2.2–2.81.311.41520–290.50–0.75
17β-DihydroequilinΔ7-17β-Estradiol0.5–4.0832001131081.05
17α-DihydroequileninΔ6,8-17α-Estradiol1.2–1.60.0181.320490.40
17β-Estradiol–0.56–0.9100?1001001.00
17β-DihydroequileninΔ6,8-17β-Estradiol0.5–0.70.219.468900.75
Δ8-17β-Estradiol–Small amounts??68720.94
Notes: All listed compounds are present in conjugated estrogen products specifically in the form of the sodium salts of the sulfate esters (i.e., as sodium estrone sulfate, sodium equilin sulfate, etc.). Sources: See template.
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
CAS Number
PubChem CID
ChemSpider
UNII
ECHA InfoCard100.010.440
Chemical and physical data
FormulaC18H22O2
Molar mass270.366 g/mol g·mol−1
3D model (JSmol)

See also

References
  1. Marc A. Fritz; Leon Speroff (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, John G.; Stanczyk, Frank Z.; Morris, Randy S.; Gentzschein, Elisabet; Lobo, Rogerio A. (1996). "Biologic effects of 17α-dihydroequilin sulfate". Fertility and Sterility. 66 (5): 748–752. doi:10.1016/S0015-0282(16)58629-4. ISSN 0015-0282.



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