Formestane

For research use only. Not for therapeutic Use.

  • CAT Number: A000625
  • CAS Number: 566-48-3
  • Molecular Formula: C19H26O3
  • Molecular Weight: 302.4
  • Purity: ≥95%
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Formestane is a synthetic steroidal substance with antineoplastic activity. Formestane binds irreversibly to and inhibits the enzyme aromatase, thereby blocking the conversion of cholesterol to pregnenolone and the peripheral aromatization of androgenic precursors into estrogens. Check for active clinical trials or closed clinical trials using this agent. (NCI Thesaurus).


Catalog Number A000625
CAS Number 566-48-3
Synonyms

566-48-3; 4-Hydroxyandrost-4-ene-3,17-dione; 4-Hydroxyandrostenedione; Lentaron; CGP-32349

Molecular Formula C19H26O3
Purity ≥95%
Target Aromatase
Solubility Soluble in DMSO > 10 mM
Storage -20°C
InChI 1S/C19H26O3/c1-18-10-8-15(20)17(22)14(18)4-3-11-12-5-6-16(21)19(12,2)9-7-13(11)18/h11-13,22H,3-10H2,1-2H3/t11-,12-,13-,18+,19-/m0/s1
InChIKey OSVMTWJCGUFAOD-KZQROQTASA-N
SMILES CC12CCC(=O)C(=C1CCC3C2CCC4(C3CCC4=O)C)O
Reference

1: Temerk Y, Ibrahim M, Ibrahim H, Kotb M. Interactions of an anticancer drug
Formestane with single and double stranded DNA at physiological conditions. J
Photochem Photobiol B. 2015 Aug;149:27-36. doi: 10.1016/j.jphotobiol.2015.05.009.
Epub 2015 May 27. PubMed PMID: 26036658.
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2: de la Torre X, Colamonici C, Curcio D, Jardines D, Molaioni F, Parr MK, Botrè
F. Detection of formestane abuse by mass spectrometric techniques. Drug Test
Anal. 2014 Nov-Dec;6(11-12):1133-40. doi: 10.1002/dta.1759. PubMed PMID:
25516450.

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3: Martin GD, Narvaez J, Marti A. Synthesis and bioconversions of formestane. J
Nat Prod. 2013 Oct 25;76(10):1966-9. doi: 10.1021/np400585t. Epub 2013 Sep 27.
PubMed PMID: 24074257.
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4: Polet M, Van Renterghem P, Van Gansbeke W, Van Eenoo P. Profiling of urinary
formestane and confirmation by isotope ratio mass spectrometry. Steroids. 2013
Nov;78(11):1103-9. doi: 10.1016/j.steroids.2013.07.011. Epub 2013 Aug 7. PubMed
PMID: 23933120.
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5: Leung GN, Kwok WH, Wan TS, Lam KK, Schiff PJ. Metabolic studies of formestane
in horses. Drug Test Anal. 2013 Jun;5(6):412-9. doi: 10.1002/dta.1444. Epub 2013
Jan 21. PubMed PMID: 23339113.
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6: Piper T, Fussh&#246;ller G, Emery C, Sch&#228;nzer W, Saugy M. Investigations on carbon
isotope ratios and concentrations of urinary formestane. Drug Test Anal. 2012
Dec;4(12):942-50. doi: 10.1002/dta.386. Epub 2012 Feb 22. PubMed PMID: 22354842.
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7: Cavaliere C, Corvigno S, Galgani M, Limite G, Nardone A, Veneziani BM.
Combined inhibitory effect of formestane and herceptin on a subpopulation of
CD44+/CD24low breast cancer cells. Cancer Sci. 2010 Jul;101(7):1661-9. doi:
10.1111/j.1349-7006.2010.01593.x. Epub 2010 Apr 19. PubMed PMID: 20491779.

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8: Sharma SK, Zheng W, Joshua AV, Abrams DN, McEwan AJ. Synthesis and evaluation
of novel 4-amino-4,6-androstadiene-3,17-dione: an analog of formestane. Bioorg
Med Chem Lett. 2008 Oct 15;18(20):5563-6. doi: 10.1016/j.bmcl.2008.09.018. Epub
2008 Sep 22. PubMed PMID: 18815032.
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9: Nisslein T, Freudenstein J. Coadministration of the aromatase inhibitor
formestane and an isopropanolic extract of black cohosh in a rat model of
chemically induced mammary carcinoma. Planta Med. 2007 Apr;73(4):318-22. Epub
2007 Mar 12. PubMed PMID: 17354167.
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10: Czerny B, Teister M, Juzyszyn Z, Modrzejewski A, Pawlik A. Effect of
4-hydroxyandrost-4-ene-3,17-dione (formestane) on the bile secretion and
metabolism of 4-(14)C-cholesterol to bile acids. Pharmacol Rep. 2005
Nov-Dec;57(6):896-900. PubMed PMID: 16382215.

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