[CAS NO. 427-51-0] Cyproterone Acetate

Ships within

Stock

Price

Qty

Total

$0.00

Please click "REQUEST A QUOTE" button if you need other sizes or custom synthesis

request a quote

If there is no stock, or you need other sizes or custom synthesis, please:

PRODUCTS SPECIFICATIONS [427-51-0]

Catalog

SLK-S2042

Brand

Selleck

CAS

427-51-0

DESCRIPTION [427-51-0]

Overview

MDL	MFCD00864671
Molecular Weight	416.94
Molecular Formula	C24H29ClO4
SMILES	C[C@]12[C@@]3([C@@](C3)(C(=O)C=C1C(Cl)=C[C@@]4([C@@]2(CC[C@@]5(C)[C@]4(CC[C@]5(OC(C)=O)C(C)=O)[H])[H])[H])[H])[H]

For research use only.

Storage

3 years,-20°C,powder
1 years,-80°C,in solvent

Shipping

Room temperature shipping(Stability testing shows this product can be shipped without any cooling measures.)

Preparing Stock Solutions

Concentration Volume Mass	1 mg	5 mg	10 mg
1 mM	2.3984 mL	11.9921 mL	23.9843 mL
5 mM	0.4797 mL	2.3984 mL	4.7969 mL
10 mM	0.2398 mL	1.1992 mL	2.3984 mL
50 mM	0.0480 mL	0.2398 mL	0.4797 mL

Description

Cyproterone acetate is an antagonist with of 7.1 nM, as well as a weak progesterone receptor agonist with weak pro-gestational and glucocorticoid activity.

Targets

Androgen Receptor ^[1]

7.1 nM

In vitro

Cyproterone acetate clearly shows antagonistic properties, while being a partial agonist also, showing agonism for the AR, with EC50 of 4.0 μM, at relatively high concentrations. In the presence of 10 nM Testosterone, low concentrations of Cyproterone acetate inhibits T-stimulated transcription of 3XHRE-LUC, but at higher concentrations, transcription is stimulated.

In vivo

LH levels in Cyproterone acetate-treated rats do not dip below pretreatment levels, although they does not increase as much in the rats treated with 3.2 mg Cyproterone acetate/kg/day as in those which received 0.2 mg Cyproterone acetate/kg/day. Cyproterone acetate exhibits direct negative effect on reproductive organs weight and significant reducing effect on sperm count and Ca contents. SOD and GST activities significantly decrease in addition to significant increase in NO, MDA contents reflecting the oxidative status of testis in Cyproterone acetate treated rats. Cyproterone acetate treatment plus artificial long days in autumn has a negative effect on sperm motility and sperm morphology. Androgen receptor occupation by Cyproterone acetate preferentially reduces the levels of spermatidal protamine in testis and spermatozoa involved in nuclear chromatin condensation.

References

[1] Sonneveld E, et al. Toxicol Sci. 2005, 83(1), 136-148.
[2] Attardi BJ, et al. Mol Cell Endocrinol. 2010, 328(1-2), 16-21.
[3] Arafa NM. Pak J Biol Sci. 2010, 13(20), 966-976.
[4] Santiago-Moreno J, et al. J Endocrinol. 2012.
[5] Aleem M, et al. Contraception. 2005, 71(5), 379-391.

Synonyms

3′H-Cyclopropa[1,2]pregna-1,4,6-triene-3,20-dione, 17-(acetyloxy)-6-chloro-1,2-dihydro-, (1β,2β)-

3′H-Cyclopropa[1,2]pregna-1,4,6-triene-3,20-dione, 6-chloro-1β,2β-dihydro-17-hydroxy-, acetate

Pregna-4,6-diene-3,20-dione, 6-chloro-17-hydroxy-1α,2α-methylene-, acetate

Cyclopropa[1,2]cyclopenta[a]phenanthrene, 3′H-cyclopropa[1,2]pregna-1,4,6-triene-3,20-dione deriv.

(1β,2β)-17-(Acetyloxy)-6-chloro-1,2-dihydro-3′H-cyclopropa[1,2]pregna-1,4,6-triene-3,20-dione

SH 714

17α-Acetoxy-6-chloro-1α,2α-methylenepregna-4,6-diene-3,20-dione

6-Chloro-1,2α-methylene-6-dehydro-17α-hydroxyprogesterone acetate

6-Chloro-17-hydroxy-1α,2α-methylenepregna-4,6-diene-3,20-dione acetate

6-Chloro-1,2α-methylene-17α-hydroxy-Δ⁶-progesterone acetate

Cyproterone acetate

1,2α-Methylene-6-chloro-pregna-4,6-diene-3,20-dione 17α-acetate

1,2α-Methylene-6-chloro-Δ^4,6-pregnadien-17α-ol-3,20-dione acetate

Cyproterone 17α-acetate

3′H-Cyclopropa[1,2]pregna-1,4,6-triene-3,20-dione

Cyproterone 17-O-acetate

1,2α-Methylene-6-chloro-17α-acetoxy-4,6-pregnadiene-3,20-dione

Androcur

Cyproviron

Cyprostat

CPA

NSC 81430

Androcur Depot