A selective agonist of GPR109B
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Small Molecule Modulators
Receptor Pharmacology
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IPBT-5CA

Item No. 15223

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-(1-methylethyl)-1H-benzotriazole-5-carboxylic acid
CAS Number
306935-41-1
Synonyms
  • IBC-293
Molecular Formula
C10H11N3O2
Formula Weight
205.2
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 16 mg/mlDMF:PBS(pH 7.2)(1:1): 0.5 mg/mlDMSO: 25 mg/mlEthanol: 5 mg/ml
λmax
222, 273 nm
SMILES
OC(C1=CC=C(N(C(C)C)N=N2)C2=C1)=O
InChi Code
InChI=1S/C10H11N3O2/c1-6(2)13-9-4-3-7(10(14)15)5-8(9)11-12-13/h3-6H,1-2H3,(H,14,15)
InChi Key
RUTVRAJKELSHCC-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    The G protein-coupled receptors GPR109A and GPR109B are recognized to be receptors for hydroxy-carboxylic acid (HCA) metabolites, are abundant in adipocytes, and are relevant to atherosclerosis and dyslipidemia.1,2 IPBT-5CA is a selective agonist of GPR109B (HCA3; EC50 = 400 nM).3 It displays no activity at GPR109A (HCA2).3 IBC-293 inhibits forskolin-stimulated cAMP release in Chinese hamster ovary cells stably expressing GPR109B (EC50 = 54 nM) but not in cells expressing GPR109A.4 This is accompanied by a rapid and transient increase in intracellular calcium and activation of ERK1/2 through a pertussis toxin-sensitive Gi signaling pathway.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ahmed, K., Tunaru, S., and Offermanns, S. GPR109A, GPR109B and GPR81, a family of hydroxy-carboxylic acid receptors. Trends Pharmacol. Sci. 30(11), 557-562 (2009).

    2. Offermanns, S., Colletti, S.L., Lovenberg, T.W., et al. International union of basic and clinical pharmacology. LXXXII: Nomenclature and classification of hydroxy-carboxylic acid receptors (GPR81, GPR109A, and GPR109B). Pharmacol. Rev. 63(2), 269-290 (2011).

    3. Semple, G., Skinner, P.J., Cherrier, M.C., et al. 1-Alkyl-benzotriazole-5-carboxylic acids are highly selective agonists of the human orphan G-protein-coupled receptor GPR109b. J. Med. Chem. 49(4), 1227-1230 (2006).

    4. Zhou, Q., Li, G., Deng, X.Y., et al. Activated human hydroxy-carboxylic acid receptor-3 signals to MAP kinase cascades via the PLC-dependent PKC and MMP-mediated EGFR pathways. Br. J. Pharmacol. 166(6), 1756-1773 (2012).