11β-Hydroxydihydrotestosterone (11OHDHT) is an
endogenous
Endogeny, in biology, refers to the property of originating or developing from within an organism, tissue, or cell.
For example, ''endogenous substances'', and ''endogenous processes'' are those that originate within a living system (e.g. an ...
steroid
A steroid is an organic compound with four fused compound, fused rings (designated A, B, C, and D) arranged in a specific molecular configuration.
Steroids have two principal biological functions: as important components of cell membranes t ...
.
Although it may not have significant androgenic activity, it may still be an important precursor to androgenic molecules.
Biological role
11OHDHT, along with other carbon-11-oxygenated (C11-oxy) steroids, 11-ketodihydrotestosterone
11-Ketodihydrotestosterone (11-KDHT), also known as 5α-androstan-17β-ol-3,11-dione, is an endogenous, naturally occurring steroid and androgen prohormone that is produced primarily, if not exclusively, in the adrenal glands. It is closely rela ...
(11KDHT) and 11-ketotestosterone (11KT), are androgen receptor
The androgen receptor (AR), also known as NR3C4 (nuclear receptor subfamily 3, group C, member 4), is a type of nuclear receptor that is activated by binding any of the androgenic hormones, including testosterone and dihydrotestosterone, in th ...
(AR) agonist
An agonist is a chemical that activates a Receptor (biochemistry), receptor to produce a biological response. Receptors are Cell (biology), cellular proteins whose activation causes the cell to modify what it is currently doing. In contrast, an R ...
s. The interconversion of C11-oxy C19 steroids, which includes 11OHDHT, was found to be more efficient than that of C11-oxy C21 steroids. 11OHDHT was also found to exhibit antagonism towards the progesterone receptor B
The progesterone receptor B (PR-B) is one of three known isoforms of the progesterone receptor (PR), the main biological target of the endogenous progestogen sex hormone progesterone. The other isoforms of the PR include the PR-A and PR-C.
See a ...
(PRB), although it is not a pregnane
Pregnane, also known as 17β-ethylandrostane or as 10β,13β-dimethyl-17β-ethylgonane, is a C21 steroid and, indirectly, a parent of progesterone. It is a parent hydrocarbon for two series of steroids stemming from 5α-pregnane (originally all ...
(C21) steroid, highlighting the intricate interplay between receptors and active as well as "inactive" C11-oxy steroids.
See also
* Dihydrotestosterone
Dihydrotestosterone (DHT, 5α-dihydrotestosterone, 5α-DHT, androstanolone or stanolone) is an endogenous androgen sex steroid and hormone primarily involved in the growth and repair of the prostate and the penis, as well as the production o ...
* Steroid 11β-hydroxylase
Steroid 11β-hydroxylase, also known as steroid 11β-monooxygenase, is a steroid hydroxylase found in the zona glomerulosa and zona fasciculata of the adrenal cortex. Named officially the cytochrome P450 11B1, mitochondrial, it is a protein tha ...
* 11-Ketodihydrotestosterone
11-Ketodihydrotestosterone (11-KDHT), also known as 5α-androstan-17β-ol-3,11-dione, is an endogenous, naturally occurring steroid and androgen prohormone that is produced primarily, if not exclusively, in the adrenal glands. It is closely rela ...
* 11β-Hydroxytestosterone 11β-Hydroxytestosterone is an endogenous steroid, a metabolite of testosterone. Although it may not have significant androgenic activity, it may still be an important precursor to androgenic molecules. Chemical properties
11β-Hydroxytestosterone i ...
External links
* An entry in the LIPID MAPS database: https://www.lipidmaps.org/databases/lmsd/LMST02020136
References
{{DEFAULTSORT:Hydroxydihydrotestosterone, 11β-
5α-Reduced steroid metabolites
Androstanes
Cyclopentanols
Ketones