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595-33-5-Megestrol Acetate Megestrol Acetate

Megestrol Acetate

For research use only. Not for therapeutic Use.

  • CAT Number: A000311
  • CAS Number: 595-33-5
  • Molecular Formula: C24H32O4
  • Molecular Weight: 384.5
  • Purity: ≥95%
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Research Areas: Sex Hormone    

Megestrol acetate is the acetate ester of megestrol, a synthetic derivative of the naturally occurring female sex hormone progesterone, with progestogenic, antiestrogenic, and antineoplastic activities. Mimicking the action of progesterone, megestrol binds to and activates nuclear progesterone receptors (PRs) in the reproductive system and pituitary; ligand-receptor complexes are translocated to the nucleus where they bind to progesterone response elements (PREs) located on target genes.


Catalog Number A000311
CAS Number 595-33-5
Synonyms

595-33-5; Niagestin; Megeron; Ovaban; Ovarid

Molecular Formula C24H32O4
Purity ≥95%
Target Estrogen/progestogen Receptor
Solubility Soluble in DMSO > 10 mM
Storage -20°C
InChI 1S/C24H32O4/c1-14-12-18-19(22(4)9-6-17(27)13-21(14)22)7-10-23(5)20(18)8-11-24(23,15(2)25)28-16(3)26/h12-13,18-20H,6-11H2,1-5H3/t18-,19+,20+,22-,23+,24+/m1/s1
InChIKey RQZAXGRLVPAYTJ-GQFGMJRRSA-N
SMILES CC1=CC2C(CCC3(C2CCC3(C(=O)C)OC(=O)C)C)C4(C1=CC(=O)CC4)C
Reference

1: Dai SY, Jin SE, Kim D, Lee DH, Yang SG. Fabrication of Eudragit polymeric
nanoparticles using ultrasonic nebulization method for enhanced oral absorption
of megestrol acetate. Pharm Dev Technol. 2017 Nov 2:1-25. doi:
10.1080/10837450.2017.1400049. [Epub ahead of print] PubMed PMID: 29095656.
<br>

2: House L, Seminerio M, Mirkov S, Ramirez J, Skor M, Sachleben J, Isikbay M,
Singhal H, Greene G, Vander Griend D, Conzen S, Ratain MJ. Metabolism of
Megestrol Acetate in vitro and the Role of Oxidative Metabolites. Xenobiotica.
2017 Oct 20:1-39. doi: 10.1080/00498254.2017.1386335. [Epub ahead of print]
PubMed PMID: 29050522.

<br>
3: Leelalertlauw C, Mahachoklertwattana P, Hongeng S, Poomthavorn P. Megestrol
acetate-caused adrenal insufficiency and delayed puberty in a male adolescent
with spinal tumour. J Paediatr Child Health. 2017 Oct 12. doi: 10.1111/jpc.13740.
[Epub ahead of print] PubMed PMID: 29024203.
<br>

4: Wen W, Lowe G, Roberts CM, Finlay J, Han ES, Glackin CA, Dellinger TH.
Pterostilbene, a natural phenolic compound, synergizes the antineoplastic effects
of megestrol acetate in endometrial cancer. Sci Rep. 2017 Oct 6;7(1):12754. doi:
10.1038/s41598-017-12922-2. PubMed PMID: 28986550; PubMed Central PMCID:
PMC5630613.
<br>

5: Houser DS, Champagne CD, Jensen ED, Smith CR, Cotte LS, Meegan JM, Booth RK,
Wasser SK. Effects of oral megestrol acetate administration on the
hypothalamic-pituitary-adrenal axis of male bottlenose dolphins (Tursiops
truncatus). J Am Vet Med Assoc. 2017 Jul 15;251(2):217-223. doi:
10.2460/javma.251.2.217. PubMed PMID: 28671496.
<br>

6: Mula Falcón F, Navarro Puerto MA, Gallego Vela A. Megestrol acetate. Is its
use so harmless as it might seem? Med Clin (Barc). 2017 Oct 23;149(8):372-373.
doi: 10.1016/j.medcli.2017.04.017. Epub 2017 Jun 23. English, Spanish. PubMed
PMID: 28651881.

<br>
7: Moradan S, Nikkhah N, Mirmohammadkhanai M. Comparing the Administration of
Letrozole and Megestrol Acetate in the Treatment of Women with Simple Endometrial
Hyperplasia without Atypia: A Randomized Clinical Trial. Adv Ther. 2017
May;34(5):1211-1220. doi: 10.1007/s12325-017-0509-8. Epub 2017 Mar 28. PubMed
PMID: 28353144.
<br>

8: Pautier P, Vergote I, Joly F, Melichar B, Kutarska E, Hall G, Lisyanskaya A,
Reed N, Oaknin A, Ostapenko V, Zvirbule Z, Chetaille E, Geniaux A, Shoaib M,
Green JA. A Phase 2, Randomized, Open-Label Study of Irosustat Versus Megestrol
Acetate in Advanced Endometrial Cancer. Int J Gynecol Cancer. 2017
Feb;27(2):258-266. doi: 10.1097/IGC.0000000000000862. PubMed PMID: 27870712.

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9: Guk J, Son H, Chae DW, Park K. Quantitative Assessment of Food Effect on the
Pharmacokinetics of Nano-Crystallized Megestrol Acetate. Basic Clin Pharmacol
Toxicol. 2017 Mar;120(3):270-277. doi: 10.1111/bcpt.12677. Epub 2016 Nov 4.
PubMed PMID: 27639080.

<br>
10: Musolino V, Palus S, Tschirner A, Drescher C, Gliozzi M, Carresi C, Vitale C,
Muscoli C, Doehner W, von Haehling S, Anker SD, Mollace V, Springer J. Megestrol
acetate improves cardiac function in a model of cancer cachexia-induced
cardiomyopathy by autophagic modulation. J Cachexia Sarcopenia Muscle. 2016
Dec;7(5):555-566. Epub 2016 Apr 7. PubMed PMID: 27239419; PubMed Central PMCID:
PMC4864048.

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