An androgen receptor antagonist
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Cyproterone Acetate

Item No. 16622

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(1β,2β)-17-acetyloxy-6-chloro-1,2-dihydro-3'H-cyclopropa[1,2]pregna-1,4,6-triene-3,20-dione
CAS Number
427-51-0
Synonyms
  • CPA
  • Cyprostat
  • NSC 81430
  • SH 714
Molecular Formula
C24H29ClO4
Formula Weight
416.9
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:3): 0.25 mg/mlEthanol: 10 mg/ml
λmax
280 nm
SMILES
O=C1[C@H]2[C@H](C2)[C@@]3(C)C(C(Cl)=C[C@]4([H])[C@]3([H])CC[C@@]5(C)[C@@]4([H])CC[C@]5(OC(C)=O)C(C)=O)=C1
InChi Code
InChI=1S/C24H29ClO4/c1-12(26)24(29-13(2)27)8-6-16-14-10-20(25)19-11-21(28)15-9-18(15)23(19,4)17(14)5-7-22(16,24)3/h10-11,14-18H,5-9H2,1-4H3/t14-,15+,16-,17-,18-,22-,23-,24-/m0/s1
InChi Key
UWFYSQMTEOIJJG-FDTZYFLXSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    100 mg

    $49

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    250 mg

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    1 g

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    Product Description

    Cyproterone acetate (CPA) is an androgen receptor antagonist.1 It binds to human androgen receptors (Ki = 14 nM) and inhibits dihydrotestosterone-induced androgen receptor activation in CV-1 cells (IC50 = 26 nM). CPA (30 mg/kg) decreases ventral prostate weight in castrated immature rats. It also suppresses accessory sexual glands and fertility in adult male rats when administered at a dose of 10 mg/kg.2 CPA (0.3 µM) also induces apoptosis in primary adult female rat hepatocytes.3 Formulations containing cyproterone acetate have been used in the treatment of androgenization in females.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hamann, L.G., Higuchi, R.I., Zhi, L., et al. Synthesis and biological activity of a novel series of nonsteroidal, peripherally selective androgen receptor antagonists derived from 1,2-dihydropyridono[5,6-g]quinolines. J. Med. Chem. 41(4), 623-639 (1998).

    2. Steinbeck, H., Mehring, M., and Neumann, F. Comparison of the effects of cyproterone, cyproterone acetate and oestradiol on testicular function, accessory sexual glands and fertility in a long-term study on rats. J. Reprod. Fertil. 26(1), 65-76 (1971).

    3. Kasper, P., and Mueller, L. Sex-specific induction of apoptosis by cyproterone acetate in primary rat hepatocytes. Carcinogenesis 20(11), 2185-2188 (1999).