| Clinical data | |
|---|---|
| Trade names | Actriol, Arcagynil, Klimadoral |
| Other names | Epioestriol; 16β-Epiestriol; 16-Epiestriol; 16β-Hydroxy-17β-estradiol |
| Routes of administration | By mouth |
| Drug class | Estrogen |
| Identifiers | |
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| CAS Number | |
| PubChemCID | |
| ChemSpider | |
| UNII | |
| ChEMBL | |
| CompTox Dashboard(EPA) | |
| ECHA InfoCard | 100.008.126 |
| Chemical and physical data | |
| Formula | C18H24O3 |
| Molar mass | 288.387 g·mol−1 |
| 3D model (JSmol) | |
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Epiestriol (INNTooltip International Nonproprietary Name) (brand namesActriol,Arcagynil,Klimadoral), orepioestriol (BANTooltip British Approved Name), also known as16β-epiestriol or simply16-epiestriol, as well as16β-hydroxy-17β-estradiol, is a minor and weakendogenousestrogen, and the 16β-epimer ofestriol (which is 16α-hydroxy-17β-estradiol).[1][2] Epiestriol is (or has previously been) used clinically in the treatment ofacne.[1] In addition to its estrogenic actions, epiestriol has been found to possess significantanti-inflammatory properties withoutglycogenic activity orimmunosuppressive effects, an interesting finding that is in contrast to conventional anti-inflammatory steroids such ashydrocortisone (aglucocorticoid).[3][4]
| Compound | PRTooltip Progesterone receptor | ARTooltip Androgen receptor | ERTooltip Estrogen receptor | GRTooltip Glucocorticoid receptor | MRTooltip Mineralocorticoid receptor | SHBGTooltip Sex hormone-binding globulin | CBGTooltip Corticosteroid binding globulin | ||
|---|---|---|---|---|---|---|---|---|---|
| Estradiol | 2.6 | 7.9 | 100 | 0.6 | 0.13 | 8.7 | <0.1 | ||
| Alfatradiol | <1 | <1 | 15 | <1 | <1 | ? | ? | ||
| Estriol | <1 | <1 | 15 | <1 | <1 | ? | ? | ||
| 16β-Epiestriol | <1 | <1 | 20 | <1 | <1 | ? | ? | ||
| 17α-Epiestriol | <1 | <1 | 31 | <1 | <1 | ? | ? | ||
| Values are percentages (%). Referenceligands (100%) wereprogesterone for thePRTooltip progesterone receptor,testosterone for theARTooltip androgen receptor,E2 for theERTooltip estrogen receptor,DEXATooltip dexamethasone for theGRTooltip glucocorticoid receptor,aldosterone for theMRTooltip mineralocorticoid receptor,DHTTooltip dihydrotestosterone forSHBGTooltip sex hormone-binding globulin, andcortisol forCBGTooltip Corticosteroid-binding globulin. | |||||||||
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