517-09-9
Chemical Structure
Equilenin
- CAS No.: 517-09-9
- Formula:C18H18O2
- Molecular Weight:266.33
IUPAC Name: (13S,14S)-3-hydroxy-13-methyl-11,12,13,14,15,16-hexahydro-17H-cyclopenta[a]phenanthren-17-one
InChIKey: PDRGHUMCVRDZLQ-WMZOPIPTSA-N
SMILES: O=C1CC[C@]2([H])[C@@]1(CCC3=C2C=CC4=CC(O)=CC=C34)C
Biological Activity: Equilenin is a B-ring unsaturated estrogen discovered in pregnant mare urine and is one of the major components of Premarin, a drug commonly used for estrogen replacement therapy. Equilenin binds to estrogen receptors in the body and exerts effects similar to endogenous estrogens. Equilenin weakly binds to and activates the aryl hydrocarbon receptor (AhR) to induce CYP1A1 expression. Equilenin exhibits high affinity for sex hormone-binding globulin (SHBG/SBP) and is metabolized by CYP1A1/1B1 to 4-hydroxy and 17β-dihydro derivatives. Equilenin is used in breast cancer-related research[1][2][3].
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Equilenin | 95.0% | Equilenin is a B-ring unsaturated estrogen discovered in pregnant mare urine and is one of the major components of Premarin, a drug commonly used for estrogen replacement therapy. Equilenin binds to estrogen receptors in the body and exerts effects similar to endogenous estrogens. Equilenin weakly binds to and activates the aryl hydrocarbon receptor (AhR) to induce CYP1A1 expression. Equilenin exhibits high affinity for sex hormone-binding globulin (SHBG/SBP) and is metabolized by CYP1A1/1B1 to 4-hydroxy and 17β-dihydro derivatives. Equilenin is used in breast cancer-related research. | ||||||||||||||||||||
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Equilenin-4,16,16-d3 | Equilenin-4,16,16-d3 is the d3-labeled Equilenin (HY-116865). Equilenin is a B-ring unsaturated estrogen discovered in pregnant mare urine and is one of the major components of Premarin, a drug commonly used for estrogen replacement therapy. Equilenin binds to estrogen receptors in the body and exerts effects similar to endogenous estrogens. Equilenin weakly binds to and activates the aryl hydrocarbon receptor (AhR) to induce CYP1A1 expression. Equilenin exhibits high affinity for sex hormone-binding globulin (SHBG/SBP) and is metabolized by CYP1A1/1B1 to 4-hydroxy and 17β-dihydro derivatives. Equilenin is used in breast cancer-related research. | |||||||||||||||||||||
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References
- [1]. Jinno A, et al. 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 Jan;98(1):48-55.
- [2]. Ross JB, et al. Equilenin: a specific fluorescent probe for steroid-protein interactions in sex steroid-binding protein. FEBS letters. 1982 Nov 29;149(2):240-4.
- [3]. Spink DC, et al. Metabolism of equilenin in MCF-7 and MDA-MB-231 human breast cancer cells. Chemical research in toxicology. 2001 May;14(5):572-81. [Content Brief]
