A resveratrol-based aryl hydrocarbon receptor agonist
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CAY10465

Item No. 10006546

Technical Information
Formal Name
1,3-dichloro-5-[(1E)-2-[4-(trifluoromethyl)phenyl]ethenyl]-benzene
CAS Number
688348-33-6
Molecular Formula
C15H9Cl2F3
Formula Weight
Purity
≥98%
Formulation
A crystalline solid
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2)(1:1): .5 mg/mlEthanol: 20 mg/ml
λmax
211, 229, 245, 298, 309 nm
SMILES
Clc1cc(/C=C\c2ccc(cc2)C(F)(F)F)cc(Cl)c1
InChi Code
InChI=1S/C15H9Cl2F3/c16-13-7-11(8-14(17)9-13)2-1-10-3-5-12(6-4-10)15(18,19)20/h1-9H/b2-1+
InChi Key
ISPYNXGXZRLLHM-OWOJBTEDSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    The aryl hydrocarbon receptor (AhR) is a ligand-dependent intracellular transcription factor whose ligands include some of the most infamous xenobiotics, including dioxin, benzo[a]pyrene, and numerous polyaromatics from soot and coal tar.1 CAY10465 is an analog of resveratrol acting as a potent and selective AhR agonist, with a Ki of 0.2 nM.2 CAY10465 is inactive as a ligand for the estrogen receptor even at 100 µM.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Denison, M.S., and Nagy, S.R. Activation of the aryl hydrocarbon receptor by structurally diverse exogenous and endogenous chemicals. Annu. Rev. Pharmacol. Toxicol. 43, 309-334 (2003).

    2. de Medina, P., Casper, R., Savouret, J.-F., et alSynthesis and biological properties of new stilbene derivatives of resveratrol as new selective aryl hydrocarbon modulators. J. Med. Chem. 48(1), 287-291 (2005).