17α-hydroxyprogesterone
Sign in to saveAlso 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
- Has part
- carbon
- Mass
- 330.219
Show 12 more facts
- chemical formula
- C₂₁H₃₀O₃
- World Health Organisation international non-proprietary name
- hydroxyprogesterone
- canonical SMILES
- CC(=O)C1(CCC2C1(CCC3C2CCC4=CC(=O)CCC34C)C)O
- medical condition treated
- uterine cancer
- found in taxon
- Vitex agnus-castus
- 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
- subject has role
- primary metabolite
- melting point
- 219.5
Sources (8)
via Wikidata · CC0
~4 min read
Encyclopedic overview
12 sectionsContents
- Biological activity
- Biochemistry
- Biosynthesis
- Measurement
- Pharmacology
- Pharmacokinetics
- Medical uses
- Chemistry
- Society and culture
- Generic names
- See also
- References
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.
==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.
Excerpted from Wikipedia’s “17α-hydroxyprogesterone” article, available under the CC BY-SA 4.0 licence.