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SML2015

Sigma-Aldrich

MM11253

≥98% (HPLC)

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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

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

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).

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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