11α-Hydroxyprogesterone (original) (raw)
11α-羟孕酮(英語:11α-Hydroxyprogesterone,缩写 11α-OHP,或称为11α-羟基孕甾-4-烯-3,20-二酮,11α-hydroxypregn-4-ene-3,20-dione)是一种内源性甾体和孕酮的代谢产物,是一种弱的抗雄激素,缺乏雄激素、雌激素和孕激素活性。 11α-OHP也是可的松与氢化可的松化学合成的前体物质 。
Property | Value |
---|---|
dbo:abstract | 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. Because of its inhibition of 11β-HSD and consequent potentiation of corticosteroids, 11α-OHP has recently been patented for the treatment of skin diseases, particularly psoriasis in combination with clobetasol propionate and minoxidil. 11α-OHP is used as a precursor in chemical syntheses of cortisone and hydrocortisone. (en) 11α-羟孕酮(英語:11α-Hydroxyprogesterone,缩写 11α-OHP,或称为11α-羟基孕甾-4-烯-3,20-二酮,11α-hydroxypregn-4-ene-3,20-dione)是一种内源性甾体和孕酮的代谢产物,是一种弱的抗雄激素,缺乏雄激素、雌激素和孕激素活性。 11α-OHP也是可的松与氢化可的松化学合成的前体物质 。 (zh) |
dbo:casNumber | 80-75-1 |
dbo:chEBI | 16076 |
dbo:chEMBL | 1563246 |
dbo:fdaUniiCode | D8X4JXL4VM |
dbo:pubchem | 92730 |
dbo:thumbnail | wiki-commons:Special:FilePath/11α-Hydroxyprogesterone.svg?width=300 |
dbo:wikiPageID | 51310398 (xsd:integer) |
dbo:wikiPageLength | 10221 (xsd:nonNegativeInteger) |
dbo:wikiPageRevisionID | 1114852396 (xsd:integer) |
dbo:wikiPageWikiLink | dbr:Carbenoxolone dbr:Progesterone dbr:Psoriasis dbr:Enzyme_inhibitor dbr:Epimer dbr:Metabolite dbr:Progestogen dbr:Blood_pressure dbr:Androgen dbr:Androgen-dependent_condition dbr:Hydrocortisone dbr:In_vitro dbr:In_vivo dbr:11β-hydroxyprogesterone dbr:11β-hydroxysteroid_dehydrogenase_type_1 dbc:11β-Hydroxysteroid_dehydrogenase_inhibitors dbc:Cyclohexanols dbc:Diketones dbc:Enones dbc:Pregnanes dbc:Steroidal_antiandrogens dbr:Corticosteroid dbr:Corticosterone dbr:Cortisone dbr:Chemical_synthesis dbr:Estrogen dbr:Clobetasol_propionate dbr:Enoxolone dbr:Glycyrrhizin dbr:Minoxidil dbr:Corticosteroid_11-beta-dehydrogenase_isozyme_2 dbr:Antiandrogen dbr:Steroid dbr:Mineralocorticoid dbr:Endogenous dbr:Isoform dbr:Precursor_(chemistry) dbr:Bioassay dbr:Sodium dbr:IC50 dbr:List_of_steroidal_antiandrogens dbr:Skin_condition dbr:Topical_administration dbr:Steroidal_antiandrogen dbr:Skin_disease dbr:11β-hydroxysteroid_dehydrogenase dbr:Competitive_inhibitor |
dbp:c | 21 (xsd:integer) |
dbp:casNumber | 80 (xsd:integer) |
dbp:chebi | 16076 (xsd:integer) |
dbp:chembl | 1563246 (xsd:integer) |
dbp:chemspiderid | 83709 (xsd:integer) |
dbp:h | 30 (xsd:integer) |
dbp:iupacName | -17 (xsd:integer) |
dbp:o | 3 (xsd:integer) |
dbp:pubchem | 92730 (xsd:integer) |
dbp:smiles | CCC1CCC2C1C (en) |
dbp:stdinchi | 1 (xsd:integer) |
dbp:stdinchikey | BFZHCUBIASXHPK-QJSKAATBSA-N (en) |
dbp:synonyms | 11 (xsd:integer) |
dbp:unii | D8X4JXL4VM (en) |
dbp:width | 225 (xsd:integer) |
dbp:wikiPageUsesTemplate | dbt:Androgen_receptor_modulators dbt:Dermatologic-drug-stub dbt:Distinguish dbt:Drugbox dbt:Endogenous_steroids dbt:Reflist dbt:Short_description dbt:Steroid-stub dbt:Cascite dbt:Fdacite |
dcterms:subject | dbc:11β-Hydroxysteroid_dehydrogenase_inhibitors dbc:Cyclohexanols dbc:Diketones dbc:Enones dbc:Pregnanes dbc:Steroidal_antiandrogens |
rdf:type | owl:Thing dul:ChemicalObject dbo:ChemicalSubstance wikidata:Q8386 dbo:Drug |
rdfs:comment | 11α-羟孕酮(英語:11α-Hydroxyprogesterone,缩写 11α-OHP,或称为11α-羟基孕甾-4-烯-3,20-二酮,11α-hydroxypregn-4-ene-3,20-dione)是一种内源性甾体和孕酮的代谢产物,是一种弱的抗雄激素,缺乏雄激素、雌激素和孕激素活性。 11α-OHP也是可的松与氢化可的松化学合成的前体物质 。 (zh) 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. Because of its inhibition of 11β-HSD and consequent potentiation of corticosteroids, 11α-OHP has recently been patented for the treatment of skin diseases, particularly psoriasis in combination with clobetasol propionate and minoxidil. 11α-OHP is used as a precursor in chemical syntheses of cortisone and hydrocortisone. (en) |
rdfs:label | 11α-Hydroxyprogesterone (en) 11α-羟孕酮 (zh) |
owl:differentFrom | dbr:17α-hydroxyprogesterone |
owl:sameAs | wikidata:11α-Hydroxyprogesterone dbpedia-zh:11α-Hydroxyprogesterone https://global.dbpedia.org/id/2XyNn |
prov:wasDerivedFrom | wikipedia-en:11α-Hydroxyprogesterone?oldid=1114852396&ns=0 |
foaf:depiction | wiki-commons:Special:FilePath/11α-Hydroxyprogesterone.svg |
foaf:isPrimaryTopicOf | wikipedia-en:11α-Hydroxyprogesterone |
is dbo:wikiPageRedirects of | dbr:11α-Hydroxypregn-4-ene-3,20-dione dbr:11α-hydroxypregn-4-ene-3,20-dione dbr:11α-hydroxyprogesterone |
is dbo:wikiPageWikiLink of | dbr:Carbenoxolone dbr:Roxibolone dbr:C21H30O3 dbr:11-Hydroxyprogesterone dbr:17α-Hydroxyprogesterone dbr:Enoxolone dbr:Glycyrrhizin dbr:Formebolone dbr:Hydroxyprogesterone_(disambiguation) dbr:List_of_steroidal_antiandrogens dbr:Steroidal_antiandrogen dbr:Steroidogenesis_inhibitor dbr:11α-Hydroxypregn-4-ene-3,20-dione dbr:11α-hydroxypregn-4-ene-3,20-dione dbr:11α-hydroxyprogesterone |
is foaf:primaryTopic of | wikipedia-en:11α-Hydroxyprogesterone |