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PubChem
Name: Estradiol
PubChem Compound ID: 10596
Description: Generally refers to the 17-beta-isomer of estradiol, an aromatized C18 steroid with hydroxyl group at 3-beta- and 17-beta-position. Estradiol-17-beta is the most potent form of mammalian estrogenic steroids. In humans, it is produced primarily by the cyclic ovaries and the PLACENTA. It is also produced by the adipose tissue of men and postmenopausal women. The 17-alpha-isomer of estradiol binds weakly to estrogen receptors (RECEPTORS, ESTROGEN) and exhibits little estrogenic activity in estrogen-responsive tissues. Various isomers can be synthesized.
Molecular formula: C18H24O2
Molecular weight: 272.382 g/mol
Synonyms:
Estra-1,3,5(10)-triene-3,17-diol, (8-alpha,17-beta)-; 8-Isoestrone; Isoestradiol; 517-04-4; Isoestrone; 8-alpha-Estradiol; 8-alpha-ESTRA-1,3,5(10)-TRIENE-3,17-beta-DIOL
DrugBank
Identification
Name: Estradiol
Name (isomeric): DB00783
Drug Type: small molecule
Description: Generally refers to the 17-beta-isomer of estradiol, an aromatized C18 steroid with hydroxyl group at 3-beta- and 17-beta-position. Estradiol-17-beta is the most potent form of mammalian estrogenic steroids. In humans, it is produced primarily by the cyclic ovaries and the PLACENTA. It is also produced by the adipose tissue of men and postmenopausal women. The 17-alpha-isomer of estradiol binds weakly to estrogen receptors (RECEPTORS, ESTROGEN) and exhibits little estrogenic activity in estrogen-responsive tissues. Various isomers can be synthesized.
Synonyms:
Dihydroxyoestrin; D-Oestradiol; Estradiol Valerate; Dihydroxyesterin; D-Estradiol; Dihydrofolliculin; Cis-Estradiol; Beta-Estradiol; Cis-Oestradiol; Dihydroxyestrin.
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Brand: Ovastevol, Estraderm, Esclim, Climaderm, Amnestrogen, Dihydromenformon, Gynergon, Menest, Progynon Dh, Depo-Estradiol, Femestral, Femtran, Macrodiol, Soldep, Estring, Altrad, Oestradiol, Corpagen, Gynoestryl, Ricifon, Estreva, Dermestril, Delestrogen, Perlatanol, Evamist, Estrifam, Nordicol, Divigel, Macrol, Profoliol, Estrofem Forte, Estrovite, Dimenformon Prolongatum, Zerella, Sotipox, Combipatch, Estroclim 50, Oestergon, Innofem, Estrace, Oestrogel, Sisare Gel, Oestrogynal, Ovocylin, Compudose, Ginedisc, Profoliol B, Gynestrel, Diogynets, Compudose 365, Ovocycline, Aerodiol, Ritsifon, Femestrol, Menostar, Sk-Estrogens, Estraderm Tts, Ovasterol, Vivelle-DOT, Tradelia, Estring Vaginal Ring, Femogen, Follicyclin, Feminone, Oestradiol R, Aquadiol, Gynpolar, Femtrace, Progynon-Dh, Bardiol, Compudose 200, Zumenon, Agofollin, Systen, Estrogens, Esterified, Oestroglandol, Microdiol, Ovociclina, Lamdiol, Alora, Estinyl, Dimenformon, Extrasorb, Gynodiol, Ovocyclin, Ginosedol, Trocosone, Progynon, Estrogel, Climara, Syndiol, Vagifem, Estrofem 2, Estradurin, Lynoral, Trial Sat, Diogyn, Evorel, Vivelle, Femring, Estroclim, Dihydrotheelin, Menorest, Fempatch, Estrasorb, Ovahormon, Sandrena Gel, Encore, Elestrin, Primofol
Brand name mixture:
Brevicon 1/35 21 Tab(Ethinyl Estradiol + Norethindrone), Triphasil 28 Tab(Ethinyl Estradiol + Levonorgestrel), Synphasic 21 Tablets(Ethinyl Estradiol + Norethindrone), Synphasic 28 Tablets(Ethinyl Estradiol + Norethindrone), Alesse 21 Tablets(Ethinyl Estradiol + Levonorgestrel), Alesse 28 Tablets(Ethinyl Estradiol + Levonorgestrel), Ovral 21 Tab...
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Category: Estrogens, Anti-menopausal Agents, Anticholesteremic Agents
CAS number: 50-28-2
Pharmacology
Indication: For the treatment of urogenital symptoms associated with post-menopausal atrophy of the vagina (such as dryness, burning, pruritus and dyspareunia) and/or the lower urinary tract (urinary urgency and dysuria).
Pharmacology: Estradiol, the principal intracellular human estrogen, is substantially more active than its metabolites, estrone and estriol, at the cellular level.
Mechanism of Action:
Estradiol enters target cells freely (e.g., female organs, breasts, hypothalamus, pituitary) and 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 ribosomes to produce s...
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Absorption: 43%
Protein binding: >95%
Biotransformation: Exogenous estrogens are metabolized using the same mechanism as endogenous estrogens. Estrogens are partially metabolized by cytochrome P450.
Route of elimination: Estradiol, estrone and estriol are excreted in the urine along with glucuronide and sulfate conjugates.
Half Life: 36 hours
Toxicity: Can cause nausea and vomiting, and withdrawal bleeding may occur in females.
Affected organisms: Humans and other mammals
Interactions
Food interaction:
Take with food to decrease nausea.
Drug interaction:
ButabarbitalThe enzyme inducer, butabarbital, decreases the effect of the hormone agent, estradiol.
TalbutalThe enzyme inducer, talbutal, decreases the effect of the hormone agent, estradiol.
AmobarbitalThe enzyme inducer, amobarbital, decreases the effect of the hormone agent, estradiol.
MephenytoinThe enzyme inducer, mephenytoin, decreases the effect of the hormone agent, estradiol.
EthotoinThe enzyme inducer, ethotoin, decreases the effect of the hormone agent, estradiol.
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