A polyphenol and tannin with diverse biological activities; an inhibitor of COX-1

Chebulagic Acid – 1 mg

Brand:
Cayman
CAS:
23094-71-5
Storage:
-20
UN-No:
Non-Hazardous - /

Chebulagic acid is a polyphenol and tannin that has been found in T. chebula and has diverse biological activities.{47061,47062,47063,47065,47064} It is an inhibitor of COX-1, COX-2, and 5-lipoxygenase (5-LO; IC50s = 15, 0.92, and 2.1 μM, respectively) as well as α-glucosidase and 15-LO (IC50s = 0.05 and 24.9 μM, respectively).{47061,47062} Chebulagic acid inhibits LPS-induced increases in inducible nitric oxide synthase (iNOS), COX-1, COX-2, and 5-LO protein levels, production of NO, prostaglandin E2 (PGE2), and reactive oxygen species (ROS), and nuclear translocation of NF-κB in RAW 264.7 macrophages in a concentration-dependent manner.{47063} It inhibits the growth of HCT15, COLO 205, MDA-MB-231, DU145, and K562 cancer cells (GI50s = 20.3, 18, 26.2, 28.54, and 30.66 μM, respectively).{47061} Chebulagic acid increases insulin-stimulated glucose uptake in 3T3-L1 adipocytes by 10.2-, 13.8-, and 16.6-fold when used at concentrations of 10, 50, and 100 μM, respectively.{47065} It also scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH) radicals (IC50 = 1.4 μM) and exhibits antiviral activity against cytomegalovirus, hepatitis C virus, dengue virus, measles virus, and respiratory syncytial virus in vitro (EC50s = 25.5, 12.16, 13.11, 34.42, and 0.38 μM, respectively).{47061,47064}  

 

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SKU: 25203 - 1 mg Category:

Description

A polyphenol and tannin with diverse biological activities; an inhibitor of COX-1, COX-2, and 5-LO (IC50s = 15, 0.92, and 2.1 μM, respectively) as well as α-glucosidase and 15-LO (IC50s = 0.05 and 24.9 μM, respectively); inhibits LPS-induced increases in iNOS, COX-1, COX-2, and 5-LO protein levels, production of NO, PGE2, and ROS, and nuclear translocation of NF-κB in RAW 264.7 macrophages; inhibits the growth of HCT15, COLO 205, MDA-MB-231, DU145, and K562 cancer cells (GI50s = 20.3, 18, 26.2, 28.54, and 30.66 μM, respectively); increases insulin-stimulated glucose uptake in 3T3-L1 adipocytes; scavenges DPPH radicals (IC50 = 1.4 μM); exhibits antiviral activity against cytomegalovirus, hepatitis C virus, dengue virus, measles virus, and respiratory syncytial virus in vitro (EC50s = 25.5, 12.16, 13.11, 34.42, and 0.38 μM, respectively)

Formal name: β-D-glucopyranose, cyclic 3,6-[(1R)-4,4′,5,5′,6,6′-hexahydroxy[1,1′-biphenyl]-2,2′-dicarboxylate] 1-(3,4,5-trihydroxybenzoate), cyclic 2→2:4→1-ester with (2S)-2-[(3S,4S)-5-carboxy-3,4-dihydro-3,7,8-trihydroxy-2-oxo-2H-1-benzopyran-4-yl]butanedioic acid

Synonyms: 

Molecular weight: 954.7

CAS: 23094-71-5

Purity: ≥98%

Formulation: A crystalline solid

Product Type|Biochemicals|Antivirals||Product Type|Biochemicals|Natural Products|Polyphenols||Product Type|Biochemicals|Ox Stress Reagents|Antioxidants||Product Type|Biochemicals|Small Molecule Inhibitors|Cyclooxygenases||Product Type|Biochemicals|Small Molecule Inhibitors|Lipoxygenases||Research Area|Cancer||Research Area|Endocrinology & Metabolism|Metabolic Diseases|Diabetes||Research Area|Endocrinology & Metabolism|Metabolic Diseases|Obesity||Research Area|Immunology & Inflammation|Inflammatory Lipid Mediators|Leukotrienes||Research Area|Immunology & Inflammation|Inflammatory Lipid Mediators|Prostaglandins||Research Area|Immunology & Inflammation|Innate Immunity||Research Area|Infectious Disease|Viral Diseases|Dengue||Research Area|Infectious Disease|Viral Diseases|Hepatitis||Research Area|Infectious Disease|Viral Diseases|RSV Infections||Research Area|Lipid Biochemistry|Cyclooxygenase Pathway||Research Area|Lipid Biochemistry|Lipoxygenase Pathways||Research Area|Oxidative Stress & Reactive Species|Antioxidant Activity||Research Area|Oxidative Stress & Reactive Species|Reactive Oxygen|Non-enzymatic

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