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S8951

Sigma-Aldrich

SR11237

≥98% (HPLC)

Synonyme(s) :

4-[2-(5,6,7,8-Tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)-1,3-dioxolan-2-yl]-benzoic acid, BMS 188649, BMS649

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About This Item

Formule empirique (notation de Hill):
C24H28O4
Numéro CAS:
146670-40-8
Poids moléculaire :
380.48
Numéro MDL:
MFCD00864137
Code UNSPSC :
12352200
ID de substance PubChem :
329824615
Nomenclature NACRES :
NA.77

Pureté

≥98% (HPLC)

Forme

powder

Couleur

white to off-white

Solubilité

DMSO: >28 mg/mL (warmed)

Température de stockage

2-8°C

Chaîne SMILES 

CC1(C)CCC(C)(C)c2cc(ccc12)C3(OCCO3)c4ccc(cc4)C(O)=O

InChI

1S/C24H28O4/c1-22(2)11-12-23(3,4)20-15-18(9-10-19(20)22)24(27-13-14-28-24)17-7-5-16(6-8-17)21(25)26/h5-10,15H,11-14H2,1-4H3,(H,25,26)

Clé InChI

ZZUKALQMHNSWTK-UHFFFAOYSA-N

Application

SR11237 may be used in RXR-mediated cell signaling studies.

Actions biochimiques/physiologiques

SR11237 and other ligands of retinoid X receptor (RXR) activate various nuclear receptors during development process. This produces malformations in Xenopus embryos, involving the anterior-posterior axis.1
SR11237 is a selective pan retinoid X receptor (RXR) agonist with no retinoid A receptor (RAR) activity.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

S Minucci et al.
Proceedings of the National Academy of Sciences of the United States of America, 93(5), 1803-1807 (1996-03-05)
Retinoids exert pleiotropic effects on the development of vertebrates through the action of retinoic acid receptors (RAR) and retinoid X receptors (RXR). We have investigated the effect of synthetic retinoids selective for RXR and RAR on the development of Xenopus
K D Davis et al.
Molecular and cellular biology, 14(11), 7105-7110 (1994-11-01)
Retinoids regulate gene transcription by interacting with both retinoic acid (RA) receptors (RARs) and retinoid X receptors (RXRs). Since unliganded RXRs can act as heterodimerization partners for RARs and other nuclear hormone receptors, it is unclear whether ligand binding by
Ling-hong Shen et al.
Zhonghua xin xue guan bing za zhi, 35(9), 833-837 (2007-12-12)
To investigate the effect and related mechanism of retinoid X receptor (RXR) activation on oxidized low-density lipoprotein (ox-LDL) induced differentiation of macrophage into dendritic cell. RAW264.7 murine macrophage cell line was cultured with ox-LDL for 48 h in the absence
Guo-quan Chen et al.
International journal of cancer, 99(2), 171-178 (2002-04-30)
Epidemiological and animal studies have demonstrated that vitamin A and its natural and synthetic derivatives, retinoids, are effective agents in preventing the development of tobacco-associated cancers. Unfortunately, clinical trials of retinoids on cigarette smokers have shown lack of efficacy in
W Peter Lippert et al.
ChemMedChem, 4(7), 1143-1152 (2009-06-06)
C/Si switch: Twofold sila-substitution (C/Si exchange) in the RXR-selective retinoids 4 a (SR11237) and 5 a leads to 4 b (disila-SR11237) and 5 b, respectively. Chemistry and biology of the C/Si pairs are reported.SR11237 (BMS649, 4 a) is a pan-RXR-selective
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