About: Retroprogesterone     Goto   Sponge   NotDistinct   Permalink

An Entity of Type : dbo:Drug, within Data Space : dbpedia.org associated with source document(s)
QRcode icon
http://dbpedia.org/describe/?url=http%3A%2F%2Fdbpedia.org%2Fresource%2FRetroprogesterone

Retroprogesterone, also known as 9β,10α-progesterone or as 9β,10α-pregn-4-ene-3,20-dione, is a progestin which was never marketed. It is a stereoisomer of the naturally occurring progestogen progesterone, in which the hydrogen atom at the 9th carbon is in the α-position (below the plane) instead of the β-position (above the plane) and the methyl group at the 10th carbon is in the β-position instead of the α-position. In other words, the atom positions at the two carbons have been reversed relative to progesterone, hence the name retroprogesterone. This reversal results in a "bent" configuration in which the plane of rings A and B is orientated at a 60° angle below the rings C and D. This configuration is ideal for interaction with the progesterone receptor, with retroprogesterone binding w

AttributesValues
rdf:type
rdfs:label
  • Retroprogesterone (en)
  • 逆孕酮 (zh)
rdfs:comment
  • 逆孕酮(英語:Retroprogesterone,也被称为9β,10α-孕酮,9β,10α-progesterone,或9β,10α-孕-4-烯-3,20-二酮,9β,10α-pregn-4-ene-3,20-dione)是一种黄体制剂但从未上市。它是天然孕酮的立体异构体,在其B环上的9号碳原子的氢原子位于β-位(高出平面)而非孕酮的α-位(低于平面),同时10号碳原子上的甲基基团为α-位而非孕酮的β-位。换句话说,就是9、10两个碳原子的空间结构与孕酮相反,因此得名“逆”(retro)孕酮。这种逆转导致甾环骨架的弯曲结构,使得A环和B环的平面在C环和D环下方,呈60°角。。这种结构非常适合与孕酮受体相互作用,因此逆孕酮比孕酮有着更高的受体亲和力。同时,这一结构不适合与其他结合,因此逆孕酮及其衍生物也具有更高的对于孕酮受体的选择性。 逆孕酮是多种黄体制剂的,包括已上市的地屈孕酮(6-脱氢逆孕酮)和群孕酮 (1,6-双脱氢-6-氯逆孕酮)和从未上市的,以及这些黄体制剂的一些活性代謝產物。 (zh)
  • Retroprogesterone, also known as 9β,10α-progesterone or as 9β,10α-pregn-4-ene-3,20-dione, is a progestin which was never marketed. It is a stereoisomer of the naturally occurring progestogen progesterone, in which the hydrogen atom at the 9th carbon is in the α-position (below the plane) instead of the β-position (above the plane) and the methyl group at the 10th carbon is in the β-position instead of the α-position. In other words, the atom positions at the two carbons have been reversed relative to progesterone, hence the name retroprogesterone. This reversal results in a "bent" configuration in which the plane of rings A and B is orientated at a 60° angle below the rings C and D. This configuration is ideal for interaction with the progesterone receptor, with retroprogesterone binding w (en)
rdfs:seeAlso
foaf:depiction
  • http://commons.wikimedia.org/wiki/Special:FilePath/Retroprogesterone.svg
dcterms:subject
Wikipage page ID
Wikipage revision ID
Link from a Wikipage to another Wikipage
sameAs
dbp:wikiPageUsesTemplate
thumbnail
ATC prefix
  • None (en)
c
CAS number
ChemSpiderID
class
H
IUPAC name
O
PubChem
SMILES
  • CCC1CCC2C1C (en)
StdInChI
  • RJKFOVLPORLFTN-HQZYFCCVSA-N (en)
StdInChIKey
synonyms
UNII
  • R94ZS616JR (en)
width
has abstract
  • Retroprogesterone, also known as 9β,10α-progesterone or as 9β,10α-pregn-4-ene-3,20-dione, is a progestin which was never marketed. It is a stereoisomer of the naturally occurring progestogen progesterone, in which the hydrogen atom at the 9th carbon is in the α-position (below the plane) instead of the β-position (above the plane) and the methyl group at the 10th carbon is in the β-position instead of the α-position. In other words, the atom positions at the two carbons have been reversed relative to progesterone, hence the name retroprogesterone. This reversal results in a "bent" configuration in which the plane of rings A and B is orientated at a 60° angle below the rings C and D. This configuration is ideal for interaction with the progesterone receptor, with retroprogesterone binding with high affinity to this receptor. However, the configuration is not as ideal for binding to other steroid hormone receptors, and as a result, retroprogesterone derivatives have increased selectivity for the progesterone receptor relative to progesterone. Retroprogesterone is the parent compound of a group of progestins consisting of the marketed progestins dydrogesterone (6-dehydroretroprogesterone) and trengestone (1,6-didehydro-6-chlororetroprogesterone) and the never-marketed progestin Ro 6-3129, as well as the active metabolites of these progestins like 20α-dihydrodydrogesterone and 20α-dihydrotrengestone (i.e., the 20α-hydroxylated analogues). (en)
  • 逆孕酮(英語:Retroprogesterone,也被称为9β,10α-孕酮,9β,10α-progesterone,或9β,10α-孕-4-烯-3,20-二酮,9β,10α-pregn-4-ene-3,20-dione)是一种黄体制剂但从未上市。它是天然孕酮的立体异构体,在其B环上的9号碳原子的氢原子位于β-位(高出平面)而非孕酮的α-位(低于平面),同时10号碳原子上的甲基基团为α-位而非孕酮的β-位。换句话说,就是9、10两个碳原子的空间结构与孕酮相反,因此得名“逆”(retro)孕酮。这种逆转导致甾环骨架的弯曲结构,使得A环和B环的平面在C环和D环下方,呈60°角。。这种结构非常适合与孕酮受体相互作用,因此逆孕酮比孕酮有着更高的受体亲和力。同时,这一结构不适合与其他结合,因此逆孕酮及其衍生物也具有更高的对于孕酮受体的选择性。 逆孕酮是多种黄体制剂的,包括已上市的地屈孕酮(6-脱氢逆孕酮)和群孕酮 (1,6-双脱氢-6-氯逆孕酮)和从未上市的,以及这些黄体制剂的一些活性代謝產物。 (zh)
gold:hypernym
prov:wasDerivedFrom
page length (characters) of wiki page
CAS number
  • 2755-10-4
FDA UNII code
  • R94ZS616JR
PubChem
  • 92940
class
foaf:isPrimaryTopicOf
is differentFrom of
is rdfs:seeAlso of
is Link from a Wikipage to another Wikipage of
is Wikipage redirect of
Faceted Search & Find service v1.17_git139 as of Feb 29 2024


Alternative Linked Data Documents: ODE     Content Formats:   [cxml] [csv]     RDF   [text] [turtle] [ld+json] [rdf+json] [rdf+xml]     ODATA   [atom+xml] [odata+json]     Microdata   [microdata+json] [html]    About   
This material is Open Knowledge   W3C Semantic Web Technology [RDF Data] Valid XHTML + RDFa
OpenLink Virtuoso version 08.03.3330 as of Mar 19 2024, on Linux (x86_64-generic-linux-glibc212), Single-Server Edition (378 GB total memory, 59 GB memory in use)
Data on this page belongs to its respective rights holders.
Virtuoso Faceted Browser Copyright © 2009-2024 OpenLink Software