Chemistry:Estradiol palmitate

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Short description: Chemical compound
Estradiol palmitate
Estradiol palmitate structure.svg
Clinical data
Trade namesEsmopal
Other namesEstradiol monopalmitate; Estradiol hexadecanoate; Estradiol 17β-hexadecanoate
Drug classEstrogen; Estrogen ester
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC34H54O3
Molar mass510.803 g·mol−1
3D model (JSmol)

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

  1. 1.0 1.1 "Estradiol-fatty acid esters. Endogenous long-lived estrogens". Annals of the New York Academy of Sciences 595 (1): 74–92. 1990. doi:10.1111/j.1749-6632.1990.tb34284.x. PMID 2197972. Bibcode1990NYASA.595...74H. 
  2. The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. 14 November 2014. p. 898. ISBN 978-1-4757-2085-3. https://books.google.com/books?id=0vXTBwAAQBAJ&pg=RA1-PA129. 
  3. "The interaction of C-17 esters of estradiol with the estrogen receptor". Endocrinology 114 (4): 1180–1186. April 1984. doi:10.1210/endo-114-4-1180. PMID 6705734. 
  4. "The Influence of Hormones on the Production of Meat.". Sci Teacher 37 (3): 31–34. March 1970. https://www.jstor.org/stable/24151460. 
  5. "Effect of estradiol-17 beta-monopalmitate on the incidence of sudden death syndrome in male broiler chickens". Poultry Science 67 (1): 156–157. January 1988. doi:10.3382/ps.0670156. PMID 3375173. 
  6. "Effects of Sex, Strain and Estrogens on Quality of Chicken Roasters". Poultry Science 54 (3): 696–702. 1975. doi:10.3382/ps.0540696. ISSN 0032-5791. 
  7. "Finishing broiler toms using an estradiol 17 beta implant together with a high energy-low protein final feed". Poultry Science 62 (6): 1010–1020. June 1983. doi:10.3382/ps.0621010. PMID 6878131. 
  8. "Influence of Dietary Fats and Estradiol 17 Beta Monopalmitate Upon the Edible Meat Yield of Roaster Chickens". Poultry Science 47 (4): 1254–1257. 1968. doi:10.3382/ps.0471254. ISSN 0032-5791.