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S8951

Sigma-Aldrich

SR11237

≥98% (HPLC)

Synonym(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

Empirical Formula (Hill Notation):
C24H28O4
CAS Number:
146670-40-8
Molecular Weight:
380.48
MDL number:
MFCD00864137
UNSPSC Code:
12352200
PubChem Substance ID:
329824615
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to off-white

solubility

DMSO: >28 mg/mL (warmed)

storage temp.

2-8°C

SMILES string

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)

InChI key

ZZUKALQMHNSWTK-UHFFFAOYSA-N

Application

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

Biochem/physiol Actions

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
Sarah E Walker et al.
Neural regeneration research, 13(6), 1036-1045 (2018-06-22)
Some adult vertebrate species, such as newts, axolotls and zebrafish, have the ability to regenerate their central nervous system (CNS). However, the factors that establish a permissive CNS environment for correct morphological and functional regeneration in these species are not
Yoshiteru Sato et al.
PloS one, 5(11), e15119-e15119 (2010-12-15)
Retinoic acid receptors (RARs) and Retinoid X nuclear receptors (RXRs) are ligand-dependent transcriptional modulators that execute their biological action through the generation of functional heterodimers. RXR acts as an obligate dimer partner in many signalling pathways, gene regulation by rexinoids
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