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QuickView for Quinestrol (compound)


PubChem
Name: Quinestrol
PubChem Compound ID: 1451
Description: The 3-cyclopentyl ether of ETHINYL ESTRADIOL. After gastrointestinal absorption, it is stored in ADIPOSE TISSUE, slowly released, and metabolized principally to the parent compound. It has been used in ESTROGEN REPLACEMENT THERAPY. (From AMA Drug Evaluations Annual, 1992, p1011)
Molecular formula: C25H32O2
Molecular weight: 364.52 g/mol
Synonyms:
Quinestrol; 19-Norpregna-1,3,5(10)-trien-20-yn-17-ol, 3-(cyclopentyloxy)-, (17.alpha.)-
DrugBank
Identification
Name: Quinestrol
Name (isomeric): DB04575
Drug Type: small molecule
Description: The 3-cyclopentyl ether of ETHINYL ESTRADIOL. After gastrointestinal absorption, it is stored in ADIPOSE TISSUE, slowly released, and metabolized principally to the parent compound. It has been used in ESTROGEN REPLACEMENT THERAPY. (From AMA Drug Evaluations Annual, 1992, p1011)
Synonyms:
17alpha-Ethynylestradiol 3-cyclopentyl ether; Estradiol-17-beta 3-cyclopentyl ether; Quinestrolo [dcit]; 17-alpha-Ethinylestradiol 3-cyclopentyl ether; Quinestrolum [inn-latin]
Brand: Estrovister, Eston, Estrovis 4000, Qui-lea, Estrovis, Plestrovis
Category: Estrogens, Hormone Replacement Agents
CAS number: 152-43-2
Pharmacology
Indication: Used in hormone replacement therapy, treating symptoms of menopause such as hot flashes. Also used to treat breast and prostate cancer.
Pharmacology: Quinestrol is the 3-cyclopentyl ether of ethinyl estradiol (the active metabolite). After gastrointestinal absorption, it is stored in adipose tissue where it is slowly released and metabolized principally to the parent compound, ethinyl estradiol. Ethinyl estradiol is a synthetic derivative of the natural estrogen estradiol.
Mechanism of Action:
Estrogens diffuse into their target cells and interact with a protein receptor (the estrogen receptor). Estrogen interacts with a target cell receptor. When the estrogen receptor has bound its ligand it can enter the nucleus of the target cell, and regulate gene transcription which leads to formation of messenger RNA. The mRNA interacts with riboso...
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Absorption: Absorbed following oral administration.
Biotransformation: Metabolized principally to the parent compound, ethinyl estradiol. Ethinyl estradiol is metabolized in the liver. Quantitatively, the major metabolic pathway for ethinyl estradiol, both in rats and in humans, is aromatic hydroxylation, as it is for the natural estrogens.
Toxicity: Symptoms of overdose include nausea and vomiting, and withdrawal bleeding may occur in females.
Affected organisms: Humans and other mammals
Interactions
Drug interaction:
FosphenytoinThe enzyme inducer, fosphenytoin, decreases the effect of the hormone agent, quinestrol.
PrimidoneThe enzyme inducer, primidone, decreases the effect of the hormone agent, quinestrol.
PrednisoloneThe estrogenic agent, quinestrol, may increase the effect of the corticosteroid, prednisolone.
PhenobarbitalThe enzyme inducer, phenobarbital, decreases the effect of the hormone agent, quinestrol.
PrednisoneThe estrogenic agent, quinestrol, may increase the effect of corticosteroid, prednisone.
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Targets