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Chemical compound From Wikipedia, the free encyclopedia
Epiestriol (INN ) (brand names Actriol, Arcagynil, Klimadoral), or epioestriol (BAN ), also known as 16β-epiestriol or simply 16-epiestriol, as well as 16β-hydroxy-17β-estradiol, is a minor and weak endogenous estrogen, and the 16β-epimer of estriol (which is 16α-hydroxy-17β-estradiol).[1][2] Epiestriol is (or has previously been) used clinically in the treatment of acne.[1] In addition to its estrogenic actions, epiestriol has been found to possess significant anti-inflammatory properties without glycogenic activity or immunosuppressive effects, an interesting finding that is in contrast to conventional anti-inflammatory steroids such as hydrocortisone (a glucocorticoid).[3][4]
Compound | PR | AR | ER | GR | MR | SHBG | CBG | ||
---|---|---|---|---|---|---|---|---|---|
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 (%). Reference ligands (100%) were progesterone for the PR , testosterone for the AR , E2 for the ER , DEXA for the GR , aldosterone for the MR , DHT for SHBG , and cortisol for CBG . |
Clinical data | |
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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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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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