11-Ketoprogesteron

11-Ketoprogesteron
Data klinikal
Nama dagang	Ketogestin
Nama lain	Bio 66; U-1258; 11-Oksoprogesteron; Pregn-4-ena-3,11,20-trion
Pengecam
	Nama IUPAC (8S,9S,10R,13S,14S,17S)-17-Asetil-10,13-dimetil-2,6,7,8,9,12,14,15,16,17-dekahidro-1H-siklopenta[a]fenantrena-3,11-dion;
Nombor CAS	516-15-4;
PubChem CID	94166;
ChemSpider	84982;
UNII	9Y1Y86O4T5;
ChEMBL	ChEMBL284253;
CompTox Dashboard (EPA)	DTXSID101031475 ;
ECHA InfoCard	100.007.476
Data kimia dan fizikal
Formula	C21H28O3
Jisim molar	328.45 g·mol−1
Model 3D (JSmol)	Gambar interaktif;
	SMILES CC(=O)[C@H]1CC[C@@H]2[C@@]1(CC(=O)[C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)C;
	InChI InChI=1S/C21H28O3/c1-12(22)16-6-7-17-15-5-4-13-10-14(23)8-9-20(13,2)19(15)18(24)11-21(16,17)3/h10,15-17,19H,4-9,11H2,1-3H3/t15-,16+,17-,19+,20-,21+/m0/s1; Key:WKAVAGKRWFGIEA-DADBAOPHSA-N;

11-Ketoprogesteron atau 11-oksoprogesteron, juga dikenali sebagai pregn-4-ena-3,11,20-trion, ialah sejenis steroid pregnan (17β-etilandrostana) yang berkaitan dengan kortison (11-keto-17α, 21-dihydroxyprogesterone) yang sebelumnya digunakan dalam perubatan veterinar dalam rawatan ketosis Bovinae. Ia disintesis pada tahun 1940.^[1] Steroid ini mempunyai kesan mendalam terhadap metabolisme karbohidrat dan mempunyai aktiviti dikaitkan dengan hormon korteks adrenal seperti kortison.^[2] 11-Ketoprogesteron boleh bertindak melalui reseptor glukokortikoid membran.^[3]

Rujukan

^ J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. m/s. 1014–. ISBN 978-1-4757-2085-3.
^ Veterinary Medicine. American Veterinary Publishing Company. 1953. Experimentally, it is reported that ketogestin has a profound effect upon carbohydrate metabolism, accelerating production of glucose from protein (gluconegenesis). It possesses physiological activities associated with certain hormones of the adrenal cortex. Its effect on carbohydrate metabolism is similar to that of cortisone, as proved by deposition of glycogen, increasing glycosuria, and decreasing fat metabolism. This compound, however, does not cause certain undesirable activities in ketosis and other conditions as do other adrenocortical hormones, in that it does not cause retention of the sodium ion, nor does it produce hypertension during high sodium ion intake. Ketogestin is devoid of androgenic, estrogenic, or progestational activity and is nontoxic in amounts greatly exceeding pharmacological dosage.
^ Harrison, R. W.; Balasubramanian, K.; Yeakley, J.; Fant, M.; Svec, F.; Fairfield, S. (1979). "Heterogeneity of AtT-20 Cell Glucocorticoid Binding Sites: Evidence for a Membrane Receptor". Steroid Hormone Receptor Systems. Advances in Experimental Medicine and Biology. 117. m/s. 423–440. doi:10.1007/978-1-4757-6589-2_23. ISBN 978-1-4757-6591-5. ISSN 0065-2598. PMID 474288.

Rencana berkenaan kimia ini ialah rencana tunas. Anda boleh membantu Wikipedia dengan mengembangkannya.

[Elks2014-1] J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. m/s. 1014–. ISBN 978-1-4757-2085-3.

[VeterinaryMedicine1953-2] Veterinary Medicine. American Veterinary Publishing Company. 1953. Experimentally, it is reported that ketogestin has a profound effect upon carbohydrate metabolism, accelerating production of glucose from protein (gluconegenesis). It possesses physiological activities associated with certain hormones of the adrenal cortex. Its effect on carbohydrate metabolism is similar to that of cortisone, as proved by deposition of glycogen, increasing glycosuria, and decreasing fat metabolism. This compound, however, does not cause certain undesirable activities in ketosis and other conditions as do other adrenocortical hormones, in that it does not cause retention of the sodium ion, nor does it produce hypertension during high sodium ion intake. Ketogestin is devoid of androgenic, estrogenic, or progestational activity and is nontoxic in amounts greatly exceeding pharmacological dosage.

[HarrisonBalasubramanian1979-3] Harrison, R. W.; Balasubramanian, K.; Yeakley, J.; Fant, M.; Svec, F.; Fairfield, S. (1979). "Heterogeneity of AtT-20 Cell Glucocorticoid Binding Sites: Evidence for a Membrane Receptor". Steroid Hormone Receptor Systems. Advances in Experimental Medicine and Biology. 117. m/s. 423–440. doi:10.1007/978-1-4757-6589-2_23. ISBN 978-1-4757-6591-5. ISSN 0065-2598. PMID 474288.

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