۱۷-هیدروکسی پروژسترون

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.

Chemical data

Formula: C21H30O3
Molecular weight: 330.5 g/mol
IUPAC name: (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
SMILES: CC(=O)[C@]1(CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)C)O
InChIKey: DBPWSSGDRRHUNT-CEGNMAFCSA-N
XLogP: 3.2
Polar surface area: 54.4 Å²
H-bond donors: 1
H-bond acceptors: 3
Formal charge: 0

via PubChem

Drug data · ChEMBL

Molecule type: Small molecule

via ChEMBL · EBI

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

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