Compound: 11beta-Hydroxyprogesterone
SMILES: O=C1C=C2[C@]([C@H]3[C@@H](O)C[C@@]4([C@@H](C(=O)C)CC[C@H]4[C@@H]3CC2)C)(C)CC1
InChIKey: BFZHCUBIASXHPK-ATWVFEABSA-N
Synonyms: 11beta-Hydroxyprogesterone, 600-57-7, 21-Deoxycorticosterone, 11beta-hydroxypregn-4-ene-3,20-dione, 11-beta-Hydroxyprogesterone, (8S,9S,10R,11S,13S,14S,17S)-17-acetyl-11-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one, 11-beta-Hydroxypregn-4-ene-3,20-dione, (11beta)-11-hydroxypregn-4-ene-3,20-dione, 11.beta.-Hydroxyprogesterone, 11|A-hydroxyprogesterone, 11?-Hydroxy Progesterone, EINECS 209-995-8, NSC 15469, Pregn-4-ene-3,20-dione, 11-hydroxy-, (11.beta.)-, Pregn-4-ene-3,20-dione, 11-beta-hydroxy-, Pregn-4-ene-3,20-dione, 11-hydroxy-, (11-beta)-, Pregn-4-ene-3,20-dione, 11beta-hydroxy-, Pregn-4-ene-3,20-dione, 11.beta.-hydroxy-, SCHEMBL656895, Progesterone, 11beta-hydroxy-, orb1685174, orb3141084, Pregn-4-ene-3,20-dione, 11-hydroxy-, (11beta)-, Hydroxyprogesterone Impurity 21, CHEMBL2440888, CHEBI:28247, DTXSID701044492, HY-N2337, NSC15469, 4-Pregnen-11beta-ol-3,20-dione, BDBM50442531, LMST02030168, NSC-15469, 11b-hydroxypregn-4-ene-3,20-dione, AKOS016011221, Pregn-4-ene-3, 11.beta.-hydroxy-, CS-6298, FH65893, (1S,3aS,3bS,9aR,9bS,10S,11aS)-1-acetyl-10-hydroxy-9a,11a-dimethyl-1H,2H,3H,3aH,3bH,4H,5H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-7-one, AS-83107, PD063847, 4-PREGNEN-11beta-OL-3, 20-DIONE, 11-.beta.-Hydroxypregn-4-ene-3,20-dione, NS00080332, C05498, G12167, Pregn-4-ene-3, 11-hydroxy-, (11.beta.)-, 11-Hydroxypregn-4-ene-3,20-dione-, (11.beta.)-, Q27103578, 26541887-18B5-4B0F-8109-74906CEF4F0D, (8S,9S,10R,11S,13S,14S,17S)-17-acetyl-11-hydroxy-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-3-one
Theoretical properties:
molecular_formula: C21H30O3
molecular_weight: 330.5 g/mol
exact_mass: 330.21949481 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 1
heavy_atom_count: 24
topological_polar_surface_area: 54.4 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: 11beta-hydroxyprogesterone is a 11beta-hydroxy steroid that is progesterone substituted by a beta-hydroxy group at position 11. It has a role as a mouse metabolite and a human metabolite. It is functionally related to a progesterone.
chebi: A 11β-hydroxy steroid that is  progesterone substituted by a β-hydroxy group at position 11.
chembl: 11BETA-HYDROXYPROGESTERONE is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: 11α-Hydroxyprogesterone (11α-OHP), or 11α-hydroxypregn-4-ene-3,20-dione is an endogenous steroid and metabolite of progesterone. It is a weak antiandrogen, and is devoid of androgenic, estrogenic, and progestogenic activity. 
11α-OHP was investigated as a topical antiandrogen for the treatment of androgen-dependent skin conditions in the early 1950s, and was found to produce some benefit. In 1995, 11α-OHP, along with its epimer 11β-hydroxyprogesterone, was identified as a very potent competitive inhibitor of both isoforms (1 and 2) of 11β-hydroxysteroid dehydrogenase (11β-HSD). It is notably not metabolized by 11β-HSD2.
11α-OHP is a more potent inhibitor of 11β-HSD than enoxolone (glycyrrhetinic acid) or carbenoxolone in vitro (IC50 = 0.9 nM; IC50 = 5 nM in transfected cells). The compound has been found to be highly active in conferring mineralocorticoid sodium-retaining activity of corticosterone in vivo in rat bioassays and in increasing blood pressure, effects that it mediates by preventing the 11β-HSD-mediated inactivation of endogenous corticosteroids. 
11α-OHP is used as a precursor in chemical syntheses of cortisone and hydrocortisone.