SR11237
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MedKoo CAT#: 526355

CAS#: 146670-40-8

Description: SR11237 is a pan retinoid X receptor (RXR) agonist. SR11237 destabilized the RXRα homodimer but promoted formation of the PPARγ:RXRα heterodimer. SR11237 can cause RXR/RXR homodimers to form and transactivate a reporter gene containing a RXR-response element.


Chemical Structure

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SR11237
CAS# 146670-40-8

Theoretical Analysis

MedKoo Cat#: 526355
Name: SR11237
CAS#: 146670-40-8
Chemical Formula: C24H28O4
Exact Mass: 380.20
Molecular Weight: 380.480
Elemental Analysis: C, 75.76; H, 7.42; O, 16.82

Price and Availability

Size Price Availability Quantity
10mg USD 250 2 Weeks
25mg USD 550 2 Weeks
50mg USD 950 2 Weeks
100mg USD 1650 2 Weeks
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Synonym: SR 11237; SR11237; SR-11237; BMS 649; BMS-649; BMS649; BMS 188649; BMS-188649; BMS188649

IUPAC/Chemical Name: 4-(2-(5,6,7,8-Tetrahydro-5,5,8,8,-tetramethyl-2-naphthalenyl)-1,3-dioxolan-2-yl)benzoic acid

InChi Key: ZZUKALQMHNSWTK-UHFFFAOYSA-N

InChi Code: 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)

SMILES Code: O=C(O)C1=CC=C(C2(C3=CC=C4C(C)(C)CCC(C)(C)C4=C3)OCCO2)C=C1

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 380.48 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Giner XC, Cotnoir-White D, Mader S, Lévesque D. Selective ligand activity at Nur/retinoid X receptor complexes revealed by dimer-specific bioluminescence resonance energy transfer-based sensors. FASEB J. 2015 Oct;29(10):4256-67. doi: 10.1096/fj.14-259804. PubMed PMID: 26148973.

2: Ning RB, Zhu J, Chai DJ, Xu CS, Xie H, Lin XY, Zeng JZ, Lin JX. RXR agonists inhibit high glucose-induced upregulation of inflammation by suppressing activation of the NADPH oxidase-nuclear factor-κB pathway in human endothelial cells. Genet Mol Res. 2013 Dec 13;12(4):6692-707. doi: 10.4238/2013.December.13.3. PubMed PMID: 24391011.

3: Lippert WP, Burschka C, Götz K, Kaupp M, Ivanova D, Gaudon C, Sato Y, Antony P, Rochel N, Moras D, Gronemeyer H, Tacke R. Silicon analogues of the RXR-selective retinoid agonist SR11237 (BMS649): chemistry and biology. ChemMedChem. 2009 Jul;4(7):1143-52. doi: 10.1002/cmdc.200900090. PubMed PMID: 19496083.

4: Shen LH, He B, Wang BY, Zeng JZ, Zhou L, Hu LH, Bu J, Wang L. [Effect of retinoid X receptor activation on oxidized low-density lipoprotein induced cell differentiation of murine macrophage cell line into dendritic like cells]. Zhonghua Xin Xue Guan Bing Za Zhi. 2007 Sep;35(9):833-7. Chinese. PubMed PMID: 18070479.

5: James SY, Lin F, Kolluri SK, Dawson MI, Zhang XK. Regulation of retinoic acid receptor beta expression by peroxisome proliferator-activated receptor gamma ligands in cancer cells. Cancer Res. 2003 Jul 1;63(13):3531-8. PubMed PMID: 12839938.

6: Lengqvist J, Griffiths WJ, Perlmann T, Sjövall J. Detection of a receptor-ligand non-covalent complex using a triple quadrupole mass spectrometer. Rapid Commun Mass Spectrom. 2002;16(20):2003-6. PubMed PMID: 12362394.

7: Chen GQ, Lin B, Dawson MI, Zhang XK. Nicotine modulates the effects of retinoids on growth inhibition and RAR beta expression in lung cancer cells. Int J Cancer. 2002 May 10;99(2):171-8. PubMed PMID: 11979430.

8: Gazzerro P, Bontempo P, Schiavone EM, Abbondanza C, Moncharmont B, Armetta I, Medici N, De Simone M, Nola E, Puca GA, Molinari AM. Differentiation of myeloid cell lines correlates with a selective expression of RIZ protein. Mol Med. 2001 Aug;7(8):552-60. PubMed PMID: 11591891; PubMed Central PMCID: PMC1950061.

9: Bourguet W, Vivat V, Wurtz JM, Chambon P, Gronemeyer H, Moras D. Crystal structure of a heterodimeric complex of RAR and RXR ligand-binding domains. Mol Cell. 2000 Feb;5(2):289-98. PubMed PMID: 10882070.

10: Benoit G, Altucci L, Flexor M, Ruchaud S, Lillehaug J, Raffelsberger W, Gronemeyer H, Lanotte M. RAR-independent RXR signaling induces t(15;17) leukemia cell maturation. EMBO J. 1999 Dec 15;18(24):7011-8. PubMed PMID: 10601023; PubMed Central PMCID: PMC1171764.

11: Li XY, Xiao JH, Feng X, Qin L, Voorhees JJ. Retinoid X receptor-specific ligands synergistically upregulate 1, 25-dihydroxyvitamin D3-dependent transcription in epidermal keratinocytes in vitro and in vivo. J Invest Dermatol. 1997 Apr;108(4):506-12. PubMed PMID: 9077482.

12: Brooks SC 3rd, Kazmer S, Levin AA, Yen A. Myeloid differentiation and retinoblastoma phosphorylation changes in HL-60 cells induced by retinoic acid receptor- and retinoid X receptor-selective retinoic acid analogs. Blood. 1996 Jan 1;87(1):227-37. PubMed PMID: 8547646.

13: Davis KD, Berrodin TJ, Stelmach JE, Winkler JD, Lazar MA. Endogenous retinoid X receptors can function as hormone receptors in pituitary cells. Mol Cell Biol. 1994 Nov;14(11):7105-10. PubMed PMID: 7935425; PubMed Central PMCID: PMC359244.

14: Gendimenico GJ, Stim TB, Corbo M, Janssen B, Mezick JA. A pleiotropic response is induced in F9 embryonal carcinoma cells and rhino mouse skin by All-trans-retinoic acid, a RAR agonist but not by SR11237, a RXR-selective agonist. J Invest Dermatol. 1994 May;102(5):676-80. PubMed PMID: 8176247.