Structure via PubChem · Public domain (PubChem)
استرون
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
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1979
- Admin. routes
- parenteral
- Indications
- obesity, premenstrual tension
via ChEMBL · EBI
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
Wikidata facts
- Has part
- carbon
- Mass
- 270.162
- Has use
- medication
Show 10 more facts
- chemical formula
- C₁₈H₂₂O₂
- canonical SMILES
- CC12CCC3C(C1CCC2=O)CCC4=C3C=CC(=C4)O
- World Health Organisation international non-proprietary name
- estrone
- subject has role
- primary metabolite
- found in taxon
- Phoenix dactylifera
- defined daily dose
- 1
- isomeric SMILES
- C[C@]12CC[C@H]3[C@@H](CCC4=CC(O)=CC=C34)[C@@H]1CCC2=O
- NCI Thesaurus ID
- C484
- melting point
- 259
- Commons category
- Estrone
Sources (8)
via Wikidata · CC0