[{"@context":"http:\/\/schema.org\/","@type":"BlogPosting","@id":"https:\/\/wiki.edu.vn\/en\/wiki43\/20%ce%b2-dihydroprogesterone-wikipedia\/#BlogPosting","mainEntityOfPage":"https:\/\/wiki.edu.vn\/en\/wiki43\/20%ce%b2-dihydroprogesterone-wikipedia\/","headline":"20\u03b2-Dihydroprogesterone – Wikipedia","name":"20\u03b2-Dihydroprogesterone – Wikipedia","description":"From Wikipedia, the free encyclopedia 20\u03b2-Dihydroprogesterone Names Preferred IUPAC name (1S,3aS,3bS,9aR,9bS,11aS)-1-[(1R)-1-Hydroxyethyl]-9a,11a-dimethyl-1,2,3,3a,3b,4,5,8,9,9a,9b,10,11,11a-tetradecahydro-7H-cyclopenta[a]phenanthren-7-one Other names 20\u03b2-DHP; 20\u03b2-Hydroxyprogesterone; 20\u03b2-OHP; 20\u03b2-Progesterol; 20\u03b2-Progerol; 20\u03b2-Hydroxypregn-4-en-3-one; Pregn-4-en-20\u03b2-ol-3-one","datePublished":"2020-04-13","dateModified":"2020-04-13","author":{"@type":"Person","@id":"https:\/\/wiki.edu.vn\/en\/wiki43\/author\/lordneo\/#Person","name":"lordneo","url":"https:\/\/wiki.edu.vn\/en\/wiki43\/author\/lordneo\/","image":{"@type":"ImageObject","@id":"https:\/\/secure.gravatar.com\/avatar\/c9645c498c9701c88b89b8537773dd7c?s=96&d=mm&r=g","url":"https:\/\/secure.gravatar.com\/avatar\/c9645c498c9701c88b89b8537773dd7c?s=96&d=mm&r=g","height":96,"width":96}},"publisher":{"@type":"Organization","name":"Enzyklop\u00e4die","logo":{"@type":"ImageObject","@id":"https:\/\/wiki.edu.vn\/wiki4\/wp-content\/uploads\/2023\/08\/download.jpg","url":"https:\/\/wiki.edu.vn\/wiki4\/wp-content\/uploads\/2023\/08\/download.jpg","width":600,"height":60}},"image":{"@type":"ImageObject","@id":"https:\/\/upload.wikimedia.org\/wikipedia\/commons\/thumb\/1\/16\/20%CE%B2-Dihydroprogesterone.svg\/220px-20%CE%B2-Dihydroprogesterone.svg.png","url":"https:\/\/upload.wikimedia.org\/wikipedia\/commons\/thumb\/1\/16\/20%CE%B2-Dihydroprogesterone.svg\/220px-20%CE%B2-Dihydroprogesterone.svg.png","height":"161","width":"220"},"url":"https:\/\/wiki.edu.vn\/en\/wiki43\/20%ce%b2-dihydroprogesterone-wikipedia\/","wordCount":2799,"articleBody":"From Wikipedia, the free encyclopedia20\u03b2-DihydroprogesteroneNamesPreferred IUPAC name(1S,3aS,3bS,9aR,9bS,11aS)-1-[(1R)-1-Hydroxyethyl]-9a,11a-dimethyl-1,2,3,3a,3b,4,5,8,9,9a,9b,10,11,11a-tetradecahydro-7H-cyclopenta[a]phenanthren-7-oneOther names20\u03b2-DHP; 20\u03b2-Hydroxyprogesterone; 20\u03b2-OHP; 20\u03b2-Progesterol; 20\u03b2-Progerol; 20\u03b2-Hydroxypregn-4-en-3-one; Pregn-4-en-20\u03b2-ol-3-oneIdentifiersChEBIChEMBLChemSpiderECHA InfoCard100.005.137 UNIIInChI=1S\/C21H32O2\/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3\/h12-13,16-19,22H,4-11H2,1-3H3\/t13-,16+,17-,18+,19+,20+,21-\/m1\/s1Key:\u00a0RWBRUCCWZPSBFC-SJOKZOANSA-NC[C@H]([C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)C)OPropertiesC21H32O2Molar mass316.485 g\/molExcept where otherwise noted, data are given for materials in their standard state (at 25\u00a0\u00b0C [77\u00a0\u00b0F], 100\u00a0kPa).Chemical compound20\u03b2-Dihydroprogesterone (20\u03b2-DHP), also known as 20\u03b2-hydroxyprogesterone (20\u03b2-OHP), is an endogenous metabolite of progesterone which is formed by 20\u03b2-hydroxysteroid dehydrogenase (20\u03b2-HSD).[1] It is a progestogen similarly to progesterone, with about 20 to 50% of the progestogenic activity of progesterone.[1][2] It can be converted by 20\u03b2-HSD into progesterone in the uterus.[3] The effects of 20\u03b2-HSD on the uterus, mammary glands, and in maintaining pregnancy have been studied.[3][4][5] The progestogenic activity of 20\u03b2-HSD has also been characterized in women.[6][4]See also[edit]References[edit]^ a b Bertram G. Katzung (30 November 2017). Basic and Clinical Pharmacology 14th Edition. McGraw-Hill Education. p.\u00a0728. ISBN\u00a0978-1-259-64116-9. In addition to progesterone, 20\u03b1- and 20\u03b2-hydroxyprogesterone (20\u03b1- and 20\u03b2-hydroxy-4-pregnene-3-one) also are found. These compounds have about one-fifth the progestational activity of progesterone in humans and other species.^ Zander J, Forbes TR, Von Munstermann AM, Neher R (April 1958). “Delta 4-3-Ketopregnene-20 alpha-ol and delta 4-3-ketopregnene-20 beta-ol, two naturally occurring metabolites of progesterone; isolation, identification, biologic activity and concentration in human tissues”. J. Clin. Endocrinol. Metab. 18 (4): 337\u201353. doi:10.1210\/jcem-18-4-337. PMID\u00a013513735.^ a b Lisboa, B. P.; Holtermann, M. (1976). “METABOLISM OF 20\u03b2-HYDROXY-4-PREGNEN-3-ONE IN UTERINE TISSUE OF NON-PREGNANT RATS IN VITRO”. Acta Endocrinologica. 83 (3): 604\u2013620. doi:10.1530\/acta.0.0830604. ISSN\u00a00804-4643. PMID\u00a0989999.^ a b Lauritzen, Christian (1963). “BIOLOGISCHE WIRKUNGEN DES 20\u03b2-HYDROXY-PREGN-4-EN-3-ON”. Acta Endocrinologica. 44 (2): 225\u2013236. doi:10.1530\/acta.0.0440225. ISSN\u00a00804-4643.^ Kumaresan, P.; Turner, C. W. (1968). “A Comparison of 20 -hydroxy-pregn-4-ene-3-one and Progesterone on Mammary Gland Growth of the Rat”. Experimental Biology and Medicine. 129 (3): 955\u2013956. doi:10.3181\/00379727-129-33466. ISSN\u00a01535-3702. PMID\u00a05725127. S2CID\u00a029178686.^ Besch, Paige K.; Barry, Roger D.; Vorys, Nichols; Stevens, Vernon; Ullery, John C. (1965). “A review of some aspects of the metabolism of progestational agents”. Metabolism. 14 (3): 432\u2013443. doi:10.1016\/0026-0495(65)90031-4. ISSN\u00a00026-0495. PMID\u00a014261429.PRAgonistsTestosterone derivatives: Progestins: 6,6-Difluoronorethisterone6,6-Difluoronorethisterone acetate17\u03b1-Allyl-19-nortestosteroneAllylestrenolAltrenogestChloroethynylnorgestrelCingestolDanazolDesogestrelDienogestEthinylandrostenediolEthisteroneEthyneroneEtonogestrelEtynodiolEtynodiol diacetateGestodeneGestrinoneLevonorgestrelLevonorgestrel esters (e.g., levonorgestrel butanoate)LynestrenolLynestrenol phenylpropionateMetynodiolMetynodiol diacetateNorelgestrominNorethisterone (norethindrone)Norethisterone esters (e.g., norethisterone acetate, norethisterone enanthate)NoretynodrelNorgesteroneNorgestimateNorgestrelNorgestrienoneNorvinisteroneOxendoloneQuingestanolQuingestanol acetateTiboloneTigestolTosagestin; Anabolic\u2013androgenic steroids: 11\u03b2-Methyl-19-nortestosterone11\u03b2-Methyl-19-nortestosterone dodecylcarbonate19-Nor-5-androstenediol19-Nor-5-androstenedione19-NordehydroepiandrosteroneBolandiolBolandiol dipropionateBolandioneDimethisteroneDienedioneDienoloneDimethandroloneDimethandrolone buciclateDimethandrolone dodecylcarbonateDimethandrolone undecanoateDimethyldienoloneDimethyltrienoloneEthyldienoloneEthylestrenol (ethylnandrol)MethyldienoloneMetribolone (R-1881)Methoxydienone (methoxygonadiene)MiboleroneNandroloneNandrolone esters (e.g., nandrolone decanoate, nandrolone phenylpropionate)NorethandroloneNormethandrone (methylestrenolone, normethandrolone, normethisterone)RU-2309TetrahydrogestrinoneTrenbolone (trienolone)Trenbolone esters (e.g., trenbolone acetate, trenbolone enanthate)TrendioneTrestoloneTrestolone acetateMixed(SPRMs)AntagonistsmPR(PAQR)"},{"@context":"http:\/\/schema.org\/","@type":"BreadcrumbList","itemListElement":[{"@type":"ListItem","position":1,"item":{"@id":"https:\/\/wiki.edu.vn\/en\/wiki43\/#breadcrumbitem","name":"Enzyklop\u00e4die"}},{"@type":"ListItem","position":2,"item":{"@id":"https:\/\/wiki.edu.vn\/en\/wiki43\/20%ce%b2-dihydroprogesterone-wikipedia\/#breadcrumbitem","name":"20\u03b2-Dihydroprogesterone – Wikipedia"}}]}]