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Names | |
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IUPAC name
(20R)-20-Hydroxypregn-4-en-3-one | |
Systematic 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
20β-DHP; 20β-Hydroxyprogesterone; 20β-OHP; 20β-Progesterol; 20β-Progerol; 20β-Hydroxypregn-4-en-3-one; Pregn-4-en-20β-ol-3-one | |
Identifiers | |
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3D model (JSmol) |
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ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.005.137 ![]() |
PubChem CID |
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UNII | |
CompTox Dashboard (EPA) |
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Properties | |
C21H32O2 | |
Molar mass | 316.485 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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20β-Dihydroprogesterone (20β-DHP), also known as 20β-hydroxyprogesterone (20β-OHP), is an endogenous metaboliteofprogesterone which is formed by 20β-hydroxysteroid dehydrogenase (20β-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 20β-HSD into progesterone in the uterus.[3] The effects of 20β-HSD on the uterus, mammary glands, and in maintaining pregnancy have been studied.[3][4][5] The progestogenic activity of 20β-HSD has also been characterized in women.[6][4]
In addition to progesterone, 20α- and 20β-hydroxyprogesterone (20α- and 20β-hydroxy-4-pregnene-3-one) also are found. These compounds have about one-fifth the progestational activity of progesterone in humans and other species.
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PRTooltip Progesterone receptor |
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mPRTooltip Membrane progesterone receptor (PAQRTooltip Progestin and adipoQ receptor) |
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