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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
Pricing and availability is not currently available.

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

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Show Differences

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This Item
SML2015SML0397SML0282
SR11237 ≥98% (HPLC)

S8951

SR11237

MM11253 ≥98% (HPLC)

SML2015

MM11253

DR2313 ≥98% (HPLC)

SML0397

DR2313

Bexarotene ≥98% (HPLC)

SML0282

Bexarotene

form

powder

form

powder

form

powder

form

powder

Quality Level

100

Quality Level

-

Quality Level

100

Quality Level

100

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

−20°C

solubility

DMSO: >28 mg/mL (warmed)

solubility

DMSO: 2 mg/mL, clear

solubility

H2O: >2 mg/mL (warmed)

solubility

DMSO: ≥15 mg/mL (warmed)

color

white to off-white

color

white to beige

color

white to beige

color

white to beige

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 pan retinoid X receptor (RXR) agonist.
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

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Certificates of Analysis (COA)

Lot/Batch Number
0000206460
0000206461
031M4607V
0000206461
0000206460

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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
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
X Y Li et al.
The Journal of investigative dermatology, 108(4), 506-512 (1997-04-01)
We have examined the mechanism by which endogenous retinoid X receptor (RXR), vitamin D3 receptor (VDR), and cognate ligands regulate nuclear 1,25-dihydroxyvitamin D3 (D3) signaling in epidermal keratinocytes from skin, a physiologic D3 target. In vitro, RXR and VDR-specific antibodies
G J Gendimenico et al.
The Journal of investigative dermatology, 102(5), 676-680 (1994-05-01)
We evaluated SR11237, a retinoid X receptor (RXR)-specific compound, for its pharmacologic effects on cell differentiation in F9 embryonal carcinoma cells and rhino mouse epidermis. SR11237 can cause RXR/RXR homodimers to form and transactivate a reporter gene containing a RXR-response
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