Structure via PubChem · Public domain (PubChem)
estrone
Sign in to saveAlso known as Aquest®, Kestrone®, oestrone, follicular hormone, folliculin, (8R,9S,13S,14S)-3-hydroxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-one, 3-Hydroxyoestra-1,3,5(10)-trien-17-one, D1,3,5(10)-Estratrien-3-ol-17-one
Estrone (E1), also spelled oestrone, is a steroid, a weak estrogen, and a minor female sex hormone. It is one of three major endogenous estrogens, the others being estradiol and estriol. Estrone, as well as the other estrogens, are synthesized from cholesterol and secreted mainly from the gonads, though they can also be formed from adrenal androgens in adipose tissue. Relative to estradiol, both estrone and estriol have far weaker activity as estrogens. Estrone can be converted into estradiol, and serves mainly as a precursor or metabolic intermediate of estradiol. It is both a precursor and m
Chemical data
- Formula
- C18H22O2
- Molecular weight
- 270.4 g/mol
- IUPAC name
- (8R,9S,13S,14S)-3-hydroxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-one
- SMILES
- C[C@]12CC[C@H]3[C@H]([C@@H]1CCC2=O)CCC4=C3C=CC(=C4)O
- InChIKey
- DNXHEGUUPJUMQT-CBZIJGRNSA-N
- XLogP
- 3.1
- Polar surface area
- 37.3 Ų
- H-bond donors
- 1
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Research
16,684 papers- Palladium-catalyzed cross-coupling reactions of estrone.Steroids · 2025
- Distinct roles of estrone and estradiol in endothelial colony-forming cells.Physiological reports · 2023
- Endocrine effects of masturbation in men.The Journal of endocrinology · 1976
- Synthesis, functionalization and biological activity of arylated derivatives of (+)-estrone.Bioorganic & medicinal chemistry · 2017
- Solvent-dependent fluorescence lifetimes of estrone, 17β-estradiol and 17α-ethinylestradiol.Photochemistry and photobiology · 2013
via PubMed
~12 min read
Encyclopedic overview
18 sectionsContents
- Biological activity
- Biochemistry
- Biosynthesis
- Distribution
- Metabolism
- Excretion
- Levels
- Chemistry
- Medical use
- Contraindications
- Breast Cancer
- Venous Thromboembolism
- Breastfeeding
- Side effects
- Common
- Adverse effect
- History
- References
Estrone (E1), also spelled oestrone, is a steroid, a weak estrogen, and a minor female sex hormone. It is one of three major endogenous estrogens, the others being estradiol and estriol. Estrone, as well as the other estrogens, are synthesized from cholesterol and secreted mainly from the gonads, though they can also be formed from adrenal androgens in adipose tissue. Relative to estradiol, both estrone and estriol have far weaker activity as estrogens. Estrone can be converted into estradiol, and serves mainly as a precursor or metabolic intermediate of estradiol. It is both a precursor and metabolite of estradiol.
In addition to its role as a natural hormone, estrone has been used as a medication, for instance in menopausal hormone therapy; for information on estrone as a medication, see the estrone (medication) article.
Excerpted from Wikipedia’s “estrone” article, available under the CC BY-SA 4.0 licence.