5α-Dihydrocortisol
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IUPAC name 11β,17α,21-Trihydroxy-5α-pregnane-3,20-dione | |
Systematic IUPAC name (1R,3aS,3bS,5aS,9aS,9bS,10S,11aS)-1,10-Dihydroxy-1-(hydroxyacetyl)-9a,11a-dimethylhexadecahydro-7H-cyclopenta[a]phenanthren-7-one | |
Other names Hydrallostane; 5α-DHF; Allodihydrocortisol | |
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Properties | |
Chemical formula | C21H32O5 |
Molar mass | 364.482 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references |
Chemical compound
5α-Dihydrocortisol (5α-DHF), also known as hydrallostane or as allodihydrocortisol,[1] is a metabolite of cortisol that is formed by 5α-reductase.[2][3] It is present in the aqueous humor of the eye, is produced in the lens of the eye, and is involved in regulating the formation of the aqueous humor.[2] 5α-DHF can be further metabolized into 3α,5α-tetrahydrocortisol by 3α-hydroxysteroid dehydrogenase.[3]
References
- ^ "Hydrallostane".
- ^ a b Azzouni F, Godoy A, Li Y, Mohler J (2012). "The 5 alpha-reductase isozyme family: a review of basic biology and their role in human diseases". Adv Urol. 2012: 530121. doi:10.1155/2012/530121. PMC 3253436. PMID 22235201.
- ^ a b Wilson JD (2001). "The role of 5alpha-reduction in steroid hormone physiology". Reprod. Fertil. Dev. 13 (7–8): 673–8. doi:10.1071/RD01074. PMID 11999320.
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- Cholesterol
- 22R-Hydroxycholesterol
- 20α,22R-Dihydroxycholesterol
- Pregnenolone
- 11β-Hydroxypregnenolone
- 17α-Hydroxypregnenolone
- 21-Hydroxypregnenolone
- 17α,21-Dihydroxypregnenolone
- 11β,17α,21-Trihydroxypregnenolone
Glucocorticoids |
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Mineralocorticoids |
- Cholestanes: 24S-Hydroxycholesterol
- Cholesterol
- Pregnanes: 3α-Dihydroprogesterone
- 3β-Dihydroprogesterone
- 5α-Dihydrocorticosterone
- 5α-Dihydroprogesterone
- 5β-Dihydroprogesterone
- Allopregnanolone
- Corticosterone
- DHC
- DHDOC
- 11-Deoxycorticosterone
- Epipregnanolone
- Isopregnanolone
- Pregnanolone
- Pregnenolone
- Pregnenolone sulfate
- Progesterone
- THB
- THDOC
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