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equilenin
Sign in to saveAlso known as 3-Hydroxyestra-1,3,5(10),6,8-pentaen-17-one
Equilenin, also known as 6,8-didehydroestrone, as well as estra-1,3,5(10),6,8-pentaen-3-ol-17-one, is a naturally occurring steroidal estrogen obtained from the urine of pregnant mares. It is used as one of the components in conjugated estrogens (brand name Premarin). It was the first complex natural product to be fully synthesized, in work reported by 1940 by Bachmann and Wilds.
Chemical data
- Formula
- C18H18O2
- Molecular weight
- 266.3 g/mol
- IUPAC name
- (13S,14S)-3-hydroxy-13-methyl-12,14,15,16-tetrahydro-11H-cyclopenta[a]phenanthren-17-one
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
210 papers- Equilenin-derived DNA adducts to cytosine in DNA duplexes: structures and thermodynamics.Biochemistry · 2005
- Metabolism of equilenin in MCF-7 and MDA-MB-231 human breast cancer cells.Chemical research in toxicology · 2001
- [Heterocyclic equilenin analogues].Experientia · 1969
- Effect of halogenated substituents on the metabolism and estrogenic effects of the equine estrogen, equilenin.Chemical research in toxicology · 2003
- Induction of cytochrome P450-1A by the equine estrogen equilenin, a new endogenous aryl hydrocarbon receptor ligand.The Journal of steroid biochemistry and molecular biology · 2006
via PubMed
~2 min read
Encyclopedic overview
5 sectionsContents
- Chemistry
- Synthesis
- Total synthesis
- See also
- References
Equilenin, also known as 6,8-didehydroestrone, as well as estra-1,3,5(10),6,8-pentaen-3-ol-17-one, is a naturally occurring steroidal estrogen obtained from the urine of pregnant mares. It is used as one of the components in conjugated estrogens (brand name Premarin). It was the first complex natural product to be fully synthesized, in work reported by 1940 by Bachmann and Wilds.
==Chemistry==
Excerpted from Wikipedia’s “equilenin” article, available under the CC BY-SA 4.0 licence.