Synonyms Pentarane B; 6α-Methyl-16α,17α-cyclohexanoprogesterone
CAS Number 58212-84-3
PubChem (CID) 124372
ChemSpider 110790
Chemical and physical data
Formula C26H38O2
Molar mass 382.588 g/mol
3D model (Jmol) Interactive image

Mecigestone, also known as pentarane B, as well as 6α-methyl-16α,17α-cyclohexanoprogesterone, 6α-methylcyclohexano[1',2';16,17]pregn-4-ene-3,20-dione, or 17α-acetyl-6α-methyl-16β,24-cyclo-21-norchol-4-en-3-one, is a steroidal progestin that was developed by the Zelinskii Institute of Organic Chemistry of the Russian Academy of Sciences and has been proposed for clinical use as a progestogen but has not been marketed.[1][2][3][4][5] It is the 6α-methylated analogue of pentarane A, which is also known as D'6-pentarane or pregna-D'6-pentarane.[5]

See also


  1. J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 8–. ISBN 978-1-4757-2085-3.
  2. Fedyushkina, I. V.; Skvortsov, V. S.; Romero Reyes, I. V.; Levina, I. S. (2014). "Molecular docking and 3D-QSAR of 16α,17α-cycloalkanoprogesterone derivatives as ligands of the progesterone receptor". Biochemistry (Moscow) Supplement Series B: Biomedical Chemistry. 8 (2): 168–176. doi:10.1134/S1990750814020048. ISSN 1990-7508.
  3. Kamernitzky AV, Levina IS, Kulikova LE, Ignatov VN, Korkhov VV, Nikitina GV, Terekhina AI (1982). "Pregna-D'-pentaranes - a new class of active gestagenes". J. Steroid Biochem. 16 (1): 61–7. PMID 7062740.
  4. Nazarov, A. K.; Zavarzin, I. V.; Nazarov, G. V.; Aksenov, A. V.; Levina, I. S. (2016). "Preparation and Bioavailability Evaluation of Micronized Steroidal Mecigestone Drug Substance". Pharmaceutical Chemistry Journal. 49 (10): 706–710. doi:10.1007/s11094-016-1357-6. ISSN 0091-150X.
  5. 1 2 Bhakta, Amrita; Herman, Michelle; Levina, Inna S.; Moudgil, V. K. (1993). "Interaction of cycloalkanoprogesterones with mammalian progesterone receptor: binding of pregna-D'-pentaranes in the calf uterine cytosol". Molecular and Cellular Biochemistry. 125 (2): 153–161. doi:10.1007/BF00936444. ISSN 0300-8177.

This article is issued from Wikipedia - version of the 11/29/2016. The text is available under the Creative Commons Attribution/Share Alike but additional terms may apply for the media files.