A selective inhibitor of Ces3 and Ces 1f
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WWL113

Item No. 16181

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4'-[[[methyl[[3-(4-pyridinyl)phenyl]methyl]amino]carbonyl]oxy]-[1,1'-biphenyl]-4-carboxylic acid, ethyl ester
CAS Number
947669-86-5
Molecular Formula
C29H26N2O4
Formula Weight
466.5
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMF:PBS (pH 7.2) (1:2): 0.3 mg/mlDMSO: 15 mg/mlEthanol: 0.1 mg/ml
λmax
269 nm
SMILES
CN(C(OC1=CC=C(C2=CC=C(C(OCC)=O)C=C2)C=C1)=O)CC3=CC(C4=CC=NC=C4)=CC=C3
InChi Code
InChI=1S/C29H26N2O4/c1-3-34-28(32)25-9-7-22(8-10-25)23-11-13-27(14-12-23)35-29(33)31(2)20-21-5-4-6-26(19-21)24-15-17-30-18-16-24/h4-19H,3,20H2,1-2H3
InChi Key
AKIIPHDGVCFVCC-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Cayman Chemical
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    Mouse carboxylesterase 3 (Ces3, also named Ces 1d) mediates triglyceride hydrolysis in white adipose tissue, liberating free fatty acids into circulation.1 Although important for basal lipolysis, Ces3 expression can be induced by xenobiotics.2,3 Ces3 activity is significantly elevated during adipocyte differentiation.4 WWL113 is a selective inhibitor of Ces3 and the structurally related Ces 1f (IC50 = ~0.1 µM) without significantly affecting several related enzymes.4 It significantly reduces basal lipolysis in adipocytes.4 More interestingly, WWL113 corrects multiple features of metabolic syndrome in obese-diabetic db/db mice, including changes in weight gain, glucose tolerance, and levels of nonesterified free fatty acids, triglycerides, total cholesterol, and fasted glucose.4 It has similar effects in mice with diet-induced obesity.4 WWL113 also inhibits the human ortholog of mouse Ces3, hCES1 (IC50 = ~50 nM), which has a similar tissue expression pattern to Ces3.3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Soni, K.G., Lehner, R., Metalnikov, P., et al. Carboxylesterase 3 (EC 3.1.1.1) is a major adipocyte lipase. The Journal of Biological Chemisty 279(39), 40683-40689 (2004).

    2. Wei, E., Gao, W., and Lehner, R. Attenuation of adipocyte triacylglycerol hydrolase activity decreases basal fatty acid efflux. The Journal of Biological Chemisty 282(11), 8027-8035 (2007).

    3. Furihata, T., Hosokawa, M., Koyano, N., et al. Identification of di-(2-ethylhexyl) phthalate-induced carboxylesterase 1 in C57BL/6 mouse liver microsomes: Purification, cDNA cloning, and baculovirus-mediated expression. Drug Metab. Dispos. 32(10), 1170-1177 (2004).

    4. Dominguez, E., Galmozzi, A., Chang, J.W., et al. Integrated phenotypic and activity-based profiling links Ces3 to obesity and diabetes. Nat. Chem. Biol. 10(2), 113-121 (2014).