Mecigeston

Mecigeston
IUPAC ime
	(4aR,4bS,6aS,6bS,10aR,11aS,11bR,13S)-6b-acetil-4a,6a,13-trimetil-4,4b,5,6,7,8,9,10,10a,11,11a,11b,12,13-tetradekahidro-3H-indeno[2,1-a]fenantren-2-on
Identifikatori
CAS broj	58212-84-3
PubChem	CID 124372
ChemSpider	110790
Sinonimi	Pentarane B; 6α-Methyl-16α,17α-cyclohexanoprogesterone
Hemijski podaci
Formula	C26H38O2
Molarna masa	382.588 g/mol
	SMILES C[C@H]1C[C@@H]2[C@H](CC[C@]3([C@H]2C[C@@H]4[C@]3(CCCC4)C(=O)C)C)[C@@]5(C1=CC(=O)CC5)C; ;
	InChI InChI=1S/C26H38O2/c1-16-13-20-21(24(3)11-8-19(28)15-22(16)24)9-12-25(4)23(20)14-18-7-5-6-10-26(18,25)17(2)27/h15-16,18,20-21,23H,5-14H2,1-4H3/t16-,18+,20+,21-,23-,24+,25-,26-/m0/s1; Key:OAICPORQJIVREU-SGCXAXHESA-N;

Mecigeston, takođe poznat kao pentaran B, kao i 6α-metil-16α,17α-cikloheksanoprogesteron, 6α-metilcikloheksano[1',2';16,17]pregn-4-en-3,20-dion, ili 17α-acetil-6α-metil-16β,24-ciklo-21-norhol-4-en-3-on, je steroidni progestin koji je razvio Zelinski institut za organsku hemiju Ruske akademije nauka, i koji je bio predložen za kliničku primenu kao progestogen, ali nije izveden na tržište.^[1]^[2]^[3]^[4]^[5] Ovaj materijal je 6α-metilisani analog pentarana A, koji je takođe poznat kao D'6-pentaran ili pregna-D'6-pentaran.^[5]

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Reference

^ J. Elks (14. 11. 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. стр. 8—. ISBN 978-1-4757-2085-3.
^ 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. ISSN 1990-7508. doi:10.1134/S1990750814020048.
^ 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.
^ 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. ISSN 0091-150X. doi:10.1007/s11094-016-1357-6.
^ ^а ^б 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. ISSN 0300-8177. doi:10.1007/BF00936444.

[Elks2014-1] J. Elks (14. 11. 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. стр. 8—. ISBN 978-1-4757-2085-3.

[FedyushkinaSkvortsov2014-2] 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. ISSN 1990-7508. doi:10.1134/S1990750814020048.

[pmid7062740-3] 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.

[NazarovZavarzin2016-4] 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. ISSN 0091-150X. doi:10.1007/s11094-016-1357-6.

[BhaktaHerman1993-5] а ^б 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. ISSN 0300-8177. doi:10.1007/BF00936444.

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