20α-hydroxyprogesterone
Sign in to saveAlso known as 20alpha-hydroxyprogesterone, dihydrogesterone
20α-Dihydroprogesterone (20α-DHP), also known as 20α-hydroxyprogesterone (20α-OHP), is a naturally occurring, endogenous progestogen. It is a metabolite of progesterone, formed by the 20α-hydroxysteroid dehydrogenases (20α-HSDs) AKR1C1, AKR1C2, and AKR1C3 and the 17β-hydroxysteroid dehydrogenase (17β-HSD) HSD17B1. 20α-DHP can be transformed back into progesterone by 20α-HSDs and by the 17β-HSD HSD17B2. HSD17B2 is expressed in the human endometrium and cervix among other tissues. In animal studies, 20α-DHP has been found to be selectively taken up into and retained in target tissues such as the
In the Vinony graph
Vinony's link graph records 518 inbound references to 20α-hydroxyprogesterone, and connects out to androstenedione, mometasone furoate and androstenediol.
It is catalogued under topics including Aromatase inhibitors, Chembox image size set and Enones.
Vinony links it to 5 Wikipedia language editions.
Wikidata facts
- Mass
- 316.240230264
Show 4 more facts
- chemical formula
- C₂₁H₃₂O₂
- isomeric SMILES
- C[C@@H]([C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)C)O
- canonical SMILES
- CC(C1CCC2C1(CCC3C2CCC4=CC(=O)CCC34C)C)O
- Commons category
- 20α-Dihydroprogesterone
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Encyclopedic overview
2 sectionsContents
- See also
- References
20α-Dihydroprogesterone (20α-DHP), also known as 20α-hydroxyprogesterone (20α-OHP), is a naturally occurring, endogenous progestogen. It is a metabolite of progesterone, formed by the 20α-hydroxysteroid dehydrogenases (20α-HSDs) AKR1C1, AKR1C2, and AKR1C3 and the 17β-hydroxysteroid dehydrogenase (17β-HSD) HSD17B1. 20α-DHP can be transformed back into progesterone by 20α-HSDs and by the 17β-HSD HSD17B2. HSD17B2 is expressed in the human endometrium and cervix among other tissues. In animal studies, 20α-DHP has been found to be selectively taken up into and retained in target tissues such as the uterus, brain, and skeletal muscle.
20α-DHP has very low affinity for the progesterone receptor and is much less potent as a progestogen in comparison to progesterone, with about one-fifth of the relative progestogenic activity. It has also been found to act as an aromatase inhibitor and to inhibit the production of estrogen in breast tissue in vitro.
Excerpted from Wikipedia’s “20α-hydroxyprogesterone” article, available under the CC BY-SA 4.0 licence.