17α-hydroxyprogesterone

Also known as 17α hydroxyprogesterone, 17-OH progesterone, 17OHP, 17-hydroxyprogesterone, 17-Hydroxypregn-4-en-3,20-dione, delta(4)-Pregnene-17alpha-ol-3,20-dione, (8R,9S,10R,13S,14S,17R)-17-acetyl-17-hydroxy-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one, (8R,9S,10R,13S,14S,17R)-17-ethanoyl-17-hydroxy-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one

17α-Hydroxyprogesterone (17α-OHP), also known as 17-OH progesterone (17-OHP), or hydroxyprogesterone (OHP), is an endogenous progestogen steroid hormone related to progesterone. It is also a chemical intermediate in the biosynthesis of many other endogenous steroids, including androgens, estrogens, glucocorticoids, and mineralocorticoids, as well as neurosteroids.

Wikidata facts

Mass: 330.219

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chemical formula: C₂₁H₃₀O₃
World Health Organisation international non-proprietary name: hydroxyprogesterone
canonical SMILES: CC(=O)C1(CCC2C1(CCC3C2CCC4=CC(=O)CCC34C)C)O
isomeric SMILES: CC(=O)[C@@]1(O)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C
NCI Thesaurus ID: C87242
stylized name: HYDROXYprogesterone
Commons category: 17α-Hydroxyprogesterone
defined daily dose: 10
melting point: 219.5

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Biological activity
Biochemistry
Biosynthesis
Measurement
Pharmacology
Pharmacokinetics
Medical uses
Chemistry
Society and culture
Generic names
See also
References

==Biological activity== 17α-OHP is an agonist of the progesterone receptor (PR) similarly to progesterone, albeit weakly in comparison. In addition, it is an antagonist of the mineralocorticoid receptor (MR) as well as a partial agonist of the glucocorticoid receptor (GR), albeit with very low potency (EC50 >100-fold less relative to cortisol) at the latter site, also similarly to progesterone.