| Iupac name | [(8R,9S,13S,14S,17S)-3-Hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl] hexadecanoate |
|---|---|
| Width | 250px |
| Tradename | Esmopal |
| Class | Estrogen; Estrogen ester |
| Cas number | 5776-45-4 |
| Pubchem | 111095 |
| Chemspiderid | 99723 |
| Unii | 1Q5Y448XT0 |
| Synonyms | Estradiol monopalmitate; Estradiol hexadecanoate; Estradiol 17β-hexadecanoate |
| C | 34 |
| H | 54 |
| O | 3 |
| Smiles | CCCCCCCCCCCCCCCC(=O)O[C@H]1CC[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3CC[C@]12C |
| Stdinchi | 1S/C34H54O3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-33(36)37-32-22-21-31-30-19-17-26-25-27(35)18-20-28(26)29(30)23-24-34(31,32)2/h18,20,25,29-32,35H,3-17,19,21-24H2,1-2H3/t29-,30-,31+,32+,34+/m1/s1 |
| Stdinchikey | XQKLZLWOOGGXMV-KWXXMMNJSA-N |
Estradiol palmitate (brand name Esmopal), or estradiol monopalmitate, also known as estradiol 17β-hexadecanoate, is a naturally occurring[1] steroidal estrogen and an estrogen ester – specifically, the C17β palmitate ester of estradiol.[2] It occurs in the body as a very long-lasting metabolite and prohormone of estradiol.[1] The compound has no affinity for the estrogen receptor, requiring transformation into estradiol for its estrogenic activity.[3] In addition to its endogenous role, estradiol palmitate was formerly used as a fattening agent in chickens under the brand name Esmopal.[4][5][6][7][8]
See also
References
- ^ Hochberg RB, Pahuja SL, Larner JM, Zielinski JE (1990). "Estradiol-fatty acid esters. Endogenous long-lived estrogens". Annals of the New York Academy of Sciences. 595 (1): 74–92. Bibcode:1990NYASA.595...74H. doi:10.1111/j.1749-6632.1990.tb34284.x. PMID 2197972. S2CID 19866729
- ^ Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. p. 898. ISBN 978-1-4757-2085-3.
- ^ Janocko L, Larner JM, Hochberg RB (April 1984). "The interaction of C-17 esters of estradiol with the estrogen receptor". Endocrinology. 114 (4): 1180–1186. doi:10.1210/endo-114-4-1180. PMID 6705734
- ^ Gerrits RJ (March 1970). "The Influence of Hormones on the Production of Meat.". Sci Teacher. 37 (3): 31–34. JSTOR 24151460
- ^ Gardiner EE, Newberry RC, Hunt JR (January 1988). "Effect of estradiol-17 beta-monopalmitate on the incidence of sudden death syndrome in male broiler chickens". Poultry Science. 67 (1): 156–157. doi:10.3382/ps.0670156. PMID 3375173
- ^ Bassila MK, Adams RL, Pratt DE, Stadelman WJ (1975). "Effects of Sex, Strain and Estrogens on Quality of Chicken Roasters". Poultry Science. 54 (3): 696–702. doi:10.3382/ps.0540696. ISSN 0032-5791
- ^ Moran ET, Etches RJ (June 1983). "Finishing broiler toms using an estradiol 17 beta implant together with a high energy-low protein final feed". Poultry Science. 62 (6): 1010–1020. doi:10.3382/ps.0621010. PMID 6878131
- ^ Mickelberry WC (1968). "Influence of Dietary Fats and Estradiol 17 Beta Monopalmitate Upon the Edible Meat Yield of Roaster Chickens". Poultry Science. 47 (4): 1254–1257. doi:10.3382/ps.0471254. ISSN 0032-5791