7β-Hydroxyepiandrosterone
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| Names | |
|---|---|
| IUPAC name
(3S,5R,7S,8R,9S,10S,13S,14S)-3,7-Dihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-17-one | |
| Other names
7β-OH-EPIA; 5α-Androstan-3β,7β-diol-17-one; 3β,7β-Dihydroxy-5α-androstan-17-one | |
| Identifiers | |
| 25848-69-5 | |
| 3D model (Jmol) | Interactive image |
| PubChem | 9836181 |
| UNII | OCP3E5KD08 |
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| Properties | |
| C19H30O3 | |
| Molar mass | 306.45 g·mol−1 |
| Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
7β-Hydroxyepiandrosterone (7β-OH-EPIA), also known as 5α-androstan-3β,7β-diol-17-one, is an endogenous androgen, estrogen, and neurosteroid that is produced from dehydroepiandrosterone and epiandrosterone.[1][2][3] It has neuroprotective effects and, along with 7α-hydroxyepiandrosterone, may mediate the neuroprotective effects of DHEA.[1]
References
- 1 2 Dudas B, Hanin I, Rose M, Wülfert E (2004). "Protection against inflammatory neurodegeneration and glial cell death by 7beta-hydroxy epiandrosterone, a novel neurosteroid". Neurobiol. Dis. 15 (2): 262–8. doi:10.1016/j.nbd.2003.11.001. PMID 15006696.
- ↑ Sandra N, Ester P, Marie-Agnès P, Robert M, Olivier H (2012). "The DHEA metabolite 7β-hydroxy-epiandrosterone exerts anti-estrogenic effects on breast cancer cell lines". Steroids. 77 (5): 542–51. doi:10.1016/j.steroids.2012.01.019. PMID 22342541.
- ↑ Miller KK, Al-Rayyan N, Ivanova MM, Mattingly KA, Ripp SL, Klinge CM, Prough RA (2013). "DHEA metabolites activate estrogen receptors alpha and beta". Steroids. 78 (1): 15–25. doi:10.1016/j.steroids.2012.10.002. PMC 3529809
. PMID 23123738.
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