SB 204990 Chemical Properties

Melting point:

87-89 °C

Boiling point:

571.6±40.0 °C(Predicted)

Density 

1.332±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

solubility 

DMF: 30 mg/ml; DMF:PBS(pH7.2) (1:2): 0.33 mg/ml; DMSO: 20 mg/ml; Ethanol: 1 mg/ml

form 

A crystalline solid

pka

4.33±0.10(Predicted)

color 

White to off-white

InChI

InChI=1/C18H22Cl2O5/c19-13-8-7-12(15(20)9-13)5-3-1-2-4-6-14-10-18(24,11-16(21)22)17(23)25-14/h7-9,14,24H,1-6,10-11H2,(H,21,22)/t14-,18+/s3

InChIKey

YTRNLFYTHYWDAU-RVFWCEGZNA-N

SMILES

O1[C@@H](CCCCCCC2=CC=C(Cl)C=C2Cl)C[C@@](O)(CC(O)=O)C1=O |&1:1,17,r|

SB 204990 Usage And Synthesis

Uses

SB 204990 is a prodrug of the potent ATP citrate-lyase inhibitor SB-201076.

Biological Activity

SB-204990 is a cell-permeable and orally available γ-lactone prodrug of the non-cell-permeable SB-201076 th at inhibits human and r at ATP citrate-lyase (Ki =1 μM against human and r at ACL) in a predominantly competitive manner with a small but significant uncompetitive component. SB-204990 treatment is shown to suppress the rate of cellular cholesterol and fatty acid synthesis in HepG2 cultures (by 91% & 82%, respectively, with 30 μM SB-204990), and display hypocholesterolaemic and hypolipidaemic efficacy in vivo when administered in the diet (0.05-0.25%, w/w; mice, rats, dogs).

storage

Store at -20°C