SML2015

MM11253

≥98% (HPLC)

• Synonym(s): 2-(2-Carboxy-6-naphthalenyl)-2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphthalen-2-yl)-1,3-dithiolane, 6-[2-(5,6,7,8-Tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)-1,3-dithiolan-2-yl]-2-naphthalenecarboxylic acid, MM 11253, MM-11253, SR 11253, SR11253
• Empirical Formula (Hill Notation): C₂₈H₃₀O₂S₂
• CAS Number: 345952-44-5
• Molecular Weight: 462.67
• MDL number: MFCD19690917
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• assay: ≥98% (HPLC)
• form: powder
• color: white to beige
• solubility: DMSO: 2 mg/mL, clear
• storage temp.: 2-8°C
• SMILES string: OC(C1=CC(C=CC(C2(SCCS2)C3=CC(C(C)(C)CCC4(C)C)=C4C=C3)=C5)=C5C=C1)=O
• InChI: 1S/C28H30O2S2/c1-26(2)11-12-27(3,4)24-17-22(9-10-23(24)26)28(31-13-14-32-28)21-8-7-18-15-20(25(29)30)6-5-19(18)16-21/h5-10,15-17H,11-14H2,1-4H3,(H,29,30)
• InChI key: DPVGXUNWCVEIGT-UHFFFAOYSA-N

Description

Biochem/physiol Actions

MM11253 (SR11253) is a high-affinity RARγ-selective retinoid acid (RA) receptor antagonist (IC50 = 44 nM against ATRA for binding RARγ; IC50 =1 μM in case of RARα, RARβ, RXRα) that prevents >90% growth inhibitory effect of retinoids AHPN/CD437 (1 μM in CA-OV3 & SK-SKOV3 cultures) and M11389 (1 μM in SCC-25 squamous cell carcinoma cultures) when used at equal concentration. MM11253 also effectively blocks the inhibitory effect of R667 (RARγ agonist) against IL-1β-induced MMP production from rabbit corneal fibroblasts (80% vs. 11% inhibition by 0,1 nM R667, respectively, without or with 0.03 nM MM11253).

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable