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QuickView for Estradiol (compound)
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
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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... show more » |
| 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). |
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| 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: |
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Targets
Enzymes
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