20β-Dihydroprogesterone

Add links
Source: Wikipedia, the free encyclopedia.
20β-Dihydroprogesterone
Names
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
3D model (
JSmol
)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard
 100.005.137 Edit this at Wikidata
UNII
  • InChI=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/s1
    Key: RWBRUCCWZPSBFC-SJOKZOANSA-N
  • C[C@H]([C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)C)O
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).

20β-Dihydroprogesterone (20β-DHP), also known as 20β-hydroxyprogesterone (20β-OHP), is an

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]

See also

References

  1. ^
    ISBN 978-1-259-64116-9
    . 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.
  2. PMID 13513735
    .
  3. ^
    PMID 989999
    .
  4. ^
    ISSN 0804-4643
    .
  5. S2CID 29178686
    .
  6. PMID 14261429
    .


Retrieved from "https://en.wikipedia.org/w/index.php?title=20β-Dihydroprogesterone&oldid=1170018601"