Key Documents

SB-204990

Name: SB-204990
Brand: SIGMA

≥98% (HPLC), ATP citrate-lyase inhibitor, powder

Synonym(s):

(+/-) (3R*,5S*)-rel-5-[6-(2,4-Dichlorophenyl)hexyl]tetrahydro-3-hydroxy-2-oxo-3-furanacetic acid, SB 201076 prodrug, SB 204990, SB-201076 prodrug, SB201076 prodrug, SB204990

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About This Item

Empirical Formula (Hill Notation):

C₁₈H₂₂Cl₂O₅

CAS Number:

154566-12-8

Molecular Weight:

389.27

UNSPSC Code:

51111800

NACRES:

NA.77

Assay:

≥98% (HPLC)

Form:

powder

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Properties

Product Name

SB-204990, ≥98% (HPLC)

Quality Segment

100

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

Clc1c(ccc(c1)Cl)CCCCCC[C@H]2OC(=O)[C@@](C2)(O)CC(=O)O

InChI

1S/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+/m1/s1

InChI key

YTRNLFYTHYWDAU-KDOFPFPSSA-N

Description

Biochem/physiol Actions

ATP citrate-lyase inhibitor SB-201076 γ-lactone prodrug with cell-permeability, oral availability and in vivo hypocholesterolaemic/hypolipidaemic efficacy.

SB-204990 is a cell-permeable and orally available γ-lactone prodrug of the non-cell-permeable SB-201076 that inhibits human and rat ATP citrate-lyase (K_i =1 μM against human and rat 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).

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This Item	S3313	SML1349	480005
Sigma-Aldrich SML2829 SB-204990	Sigma-Aldrich S3313 SB-204070 hydrochloride	Sigma-Aldrich SML1349 SB-207266	480005 NDSB-201
description ≥98% (HPLC)	description solid, ≥97% (HPLC)	description ≥98% (HPLC)	description A non-detergent sulfobetaine. Reported to prevent protein aggregation and facilitate the renaturation of chemically and thermally denatured proteins. Zwitterionic over a wide pH range. Easily removed by dialysis.
assay ≥98% (HPLC)	assay ≥97% (HPLC)	assay ≥98% (HPLC)	assay ≥99% (HPLC)
form powder	form solid	form powder	form powder
Quality Level 100	Quality Level 100	Quality Level 100	Quality Level -
storage temp. 2-8°C	storage temp. -	storage temp. 2-8°C	storage temp. 15-25°C
solubility DMSO: 2 mg/mL, clear	solubility H₂O: 20 mg/mL (with heating)	solubility DMSO: 5 mg/mL, clear (warmed)	solubility water: 50 mg/mL
color white to beige	color -	color white to beige	color white

Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

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