Knowledge Base Wiki

Search for LIMS content across all our Wiki Knowledge Bases.

Type a search term to find related articles by LIMS subject matter experts gathered from the most trusted and dynamic collaboration tools in the laboratory informatics industry.

Add links
Clomegestone acetate
Clinical data
Other namesClomagestone acetate; SH-741; 6-Chloro-17α-acetoxy-16α-methylpregna-4,6-diene-3,20-dione
Drug classProgestogen; Progestogen ester
Identifiers
  • (1S,2R,10R,11S,13R,14R,15S)-14-acetyl-8-chloro-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadeca-6,8-dien-14-yl acetate
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC24H31ClO4
Molar mass418.96 g·mol−1
3D model (JSmol)
  • CC1CC2C3C=C(C4=CC(=O)CCC4(C3CCC2(C1(C(=O)C)OC(=O)C)C)C)Cl
  • InChI=1S/C24H31ClO4/c1-13-10-19-17-12-21(25)20-11-16(28)6-8-22(20,4)18(17)7-9-23(19,5)24(13,14(2)26)29-15(3)27/h11-13,17-19H,6-10H2,1-5H3/t13-,17-,18+,19+,22-,23+,24+/m1/s1
  • Key:WWSKHPDYSWDMNC-YRNSVOBJSA-N

Clomegestone acetate (USANTooltip United States Adopted Name) (developmental code name SH-741), or clomagestone acetate, also known as 6-chloro-17α-acetoxy-16α-methylpregna-4,6-diene-3,20-dione, is a steroidal progestin of the 17α-hydroxyprogesterone group which was developed as an oral contraceptive but was never marketed.[1][2] It is the acetate ester of clomegestone, which, similarly to clomegestone acetate, was never marketed.[1] Clomegestone acetate is also the 17-desoxy cogener of clometherone, and is somewhat more potent in comparison.[3] Similarly to cyproterone acetate, clomegestone acetate has been found to alter insulin receptor concentrations in adipose tissue,[4] and this may indicate the presence of glucocorticoid activity.[5][6]

References

  1. ^ a b Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 297–. ISBN 978-1-4757-2085-3.
  2. ^ Lawrence MM (1971). CENTO Workshop Series on Clinical and Applied Research in Family Planning, Ankara, Turkey, February 23-26: Tehran, Iran, March 1-4; Lahore, Pakistan, March 9-12, 1971; [papers. Central Treaty Organization.
  3. ^ Lednicer D (20 June 2011). Steroid Chemistry at a Glance. John Wiley & Sons. pp. 5–. ISBN 978-1-119-95729-4.
  4. ^ Krauth MC, Schillinger E (November 1977). "Changes in insulin receptor concentration in rat fat cells following treatment with the gestagens clomegestone acetate and cyproterone acetate". Acta Endocrinologica. 86 (3): 667–672. doi:10.1530/acta.0.0860667. PMID 579029.
  5. ^ Krauth MC, Schillinger E (November 1977). "Changes in insulin receptor concentration in rat fat cells following treatment with the gestagens clomegestone acetate and cyproterone acetate". Acta Endocrinologica. 86 (3): 667–672. doi:10.1530/acta.0.0860667. PMID 579029.
  6. ^ Schillinger E, Gerloff C, Gerhards E, Günzel P (February 1974). "Glucose tolerance and serum insulin in rats and insulin sensitivity of rat adipose cells following treatment with the progestogen clomegestone acetate". Acta Endocrinologica. 75 (2): 305–313. doi:10.1530/acta.0.0750305. PMID 4406547.
source: https://en.wikipedia.org/wiki/Clomegestone_acetate