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RU-2309

From WikiProjectMed
Chemical compound
Pharmaceutical compound
RU-2309
Clinical data
Other names18-Methylmetribolone; 17α-Methyltetrahydrogestrinone; 17α-Methyl-THG; ∆9,11-17α,18-dimethyl-19-nortestosterone; 17α,18-Dimethylestr-4,9,11-trien-17β-ol-3-one
Drug classAndrogen;Anabolic steroid
Identifiers
  • (8S,13S,14S,17S)-13-ethyl-17-hydroxy-17-methyl-1,2,6,7,8,14,15,16-octahydrocyclopenta[a]phenanthren-3-one
CAS Number
PubChemCID
ChemSpider
Chemical and physical data
FormulaC20H26O2
Molar mass298.426 g·mol−1
3D model (JSmol)
  • CC[C@]12C=CC3=C4CCC(=O)C=C4CC[C@H]3[C@@H]1CC[C@]2(C)O
  • InChI=1S/C20H26O2/c1-3-20-11-8-16-15-7-5-14(21)12-13(15)4-6-17(16)18(20)9-10-19(20,2)22/h8,11-12,17-18,22H,3-7,9-10H2,1-2H3/t17-,18+,19+,20+/m1/s1
  • Key:KTIKZXSPPAGDBN-FYQPLNBISA-N

RU-2309, also known as18-methylmetribolone,δ9,11-17α,18-dimethyl-19-nortestosterone, or17α,18-dimethylestr-4,9,11-trien-17β-ol-3-one, is a17α-alkylatedandrogen/anabolic steroid (AAS) of the19-nortestosterone group which was never marketed.[1][2][3] It is the C18methyl or C13βethylderivative ofmetribolone.[1][2] The compound is closely related totetrahydrogestrinone (THG), which has the samechemical structure as RU-2309 except for possessing anethyl group at the C17α position instead of amethyl group.[4] Hence, it could also be referred to as17α-methyl-THG.[4] RU-2309 shows highaffinity for theandrogen,progesterone, andglucocorticoid receptors.[1][2][3]

See also

References

  1. 123Delettré J, Mornon JP, Lepicard G, Ojasoo T, Raynaud JP (January 1980). "Steroid flexibility and receptor specificity".J. Steroid Biochem.13 (1):45–59.doi:10.1016/0022-4731(80)90112-0.PMID 7382482.
  2. 123Ojasoo T, Raynaud JP (November 1978)."Unique steroid congeners for receptor studies".Cancer Res.38 (11 Pt 2):4186–98.PMID 359134.
  3. 12Loughney DA, Schwender CF (December 1992). "A comparison of progestin and androgen receptor binding using the CoMFA technique".J. Comput. Aided Mol. Des.6 (6):569–81.Bibcode:1992JCAMD...6..569L.doi:10.1007/bf00126215.PMID 1291626.S2CID 22004130.
  4. 12U. s. Government Printing Office (29 May 2012).Food and Drugs, Part 1300 to End. Government Printing Office. pp. 6–.ISBN 978-0-16-090721-0.


ARTooltip Androgen receptor
Agonists
SARMsTooltip Selective androgen receptor modulator
Antagonists
GPRC6A
Agonists
GRTooltip Glucocorticoid receptor
Agonists
Mixed
(SEGRMsTooltip Selective glucocorticoid receptor agonists)
Antagonists
Others
PRTooltip Progesterone receptor
Agonists
Mixed
(SPRMsTooltip Selective progesterone receptor modulators)
Antagonists
mPRTooltip Membrane progesterone receptor
(PAQRTooltip Progestin and adipoQ receptor)
Agonists
Antagonists


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