Synonym: 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
CAS Number: 345952-44-5
Empirical Formula (Hill Notation): C28H30O2S2
Molecular Weight: 462.67
MDL Number: MFCD19690917
Linear Formula: C28H30O2S2
Product Type: Chemical
| assay |
≥98% (HPLC) |
| color |
white to beige |
| form |
powder |
| 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 |
| SMILES string |
OC(C1=CC(C=CC(C2(SCCS2)C3=CC(C(C)(C)CCC4(C)C)=C4C=C3)=C5)=C5C=C1)=O |
| solubility |
DMSO: 2 mg/mL, clear |
| storage temp. |
2-8°C |
| 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). |
| Biochem/physiol Actions: |
RARγ selective antagonist |
| RIDADR |
NONH for all modes of transport |
| WGK Germany |
WGK 3 |
| Flash Point(F) |
Not applicable |
| Flash Point(C) |
Not applicable |
| Purity |
≥98% (HPLC) |
| Storage Temp. |
2-8°C |
| UNSPSC |
12352200 |
