Cannabaceae

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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 endogenous metabolite of progesterone 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]

See also[edit]

References[edit]

  1. ^ a b Bertram G. Katzung (30 November 2017). Basic and Clinical Pharmacology 14th Edition. McGraw-Hill Education. p. 728. 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. ^ 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): 337–53. doi:10.1210/jcem-18-4-337. PMID 13513735.
  3. ^ a b Lisboa, B. P.; Holtermann, M. (1976). "METABOLISM OF 20β-HYDROXY-4-PREGNEN-3-ONE IN UTERINE TISSUE OF NON-PREGNANT RATS IN VITRO". Acta Endocrinologica. 83 (3): 604–620. doi:10.1530/acta.0.0830604. ISSN 0804-4643. PMID 989999.
  4. ^ a b Lauritzen, Christian (1963). "BIOLOGISCHE WIRKUNGEN DES 20β-HYDROXY-PREGN-4-EN-3-ON". Acta Endocrinologica. 44 (2): 225–236. doi:10.1530/acta.0.0440225. ISSN 0804-4643.
  5. ^ 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): 955–956. doi:10.3181/00379727-129-33466. ISSN 1535-3702. PMID 5725127. S2CID 29178686.
  6. ^ 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): 432–443. doi:10.1016/0026-0495(65)90031-4. ISSN 0026-0495. PMID 14261429.



source: https://en.wikipedia.org/wiki/20%CE%B2-Dihydroprogesterone

One thought on “Cannabaceae”

  1. Well, that’s interesting to know that Psilotum nudum are known as whisk ferns. Psilotum nudum is the commoner species of the two. While the P. flaccidum is a rare species and is found in the tropical islands. Both the species are usually epiphytic in habit and grow upon tree ferns. These species may also be terrestrial and grow in humus or in the crevices of the rocks.
    View the detailed Guide of Psilotum nudum: Detailed Study Of Psilotum Nudum (Whisk Fern), Classification, Anatomy, Reproduction

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