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Esculin

Esculin is a coumarin glucoside found in Aesculus, Daphne, and Bursaria. Esculin exhibits anti-diabetic and antioxidative activities. Esculin is hydrolyzed by species of Streptococcus, Enterococcus, Listeria, and Aerococcus and is used in research models to identify these bacteria. In diabetic rats, esculin decreases blood glucose and glucose-6-phosphatase levels and increases glucose uptake, potentially through the activation of insulin receptors, Akt, and GSK3β. Additionally, esculin decreases lipid peroxidation and increases levels of glutathione, glutathione peroxidase, glutathione-S-transferase, superoxide dismutase, and catalase in the kidneys of animals treated with pro-oxidant aflatoxin B1.

References PubMed ID::http://www.ncbi.nlm.nih.gov/pubmed/18922386

Cas No.

531-75-9

Purity

≥97%

Formula

C15H16O9

Formula Wt.

340.28

Chemical Name

6-(β-D-Glucopyranosyloxy)-7-hydroxy-2H-1- benzopyran-2-one

IUPAC Name

7-hydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one

Synonym

Esculin hydrate; Esculoside; Bicolorin; Enallachrome; Polychrome; Escosyl

Melting Point

203-205°C

Solubility

Slightly soluble in water. Soluble in methanol

Appearance

White to off white powder

Kang KS, Lee W, Jung Y, et al. Protective effect of esculin on streptozotocin-induced diabetic renal damage in mice. J Agric Food Chem. 2014 Mar 5;62(9):2069-76. PMID: 24484395.

Naaz F, Abdin MZ, Javed S. Protective effect of esculin against prooxidant aflatoxin B1-induced nephrotoxicity in mice. Mycotoxin Res. 2014 Feb;30(1):25-32. PMID: 24326591.

Raemy A, Meylan M, Casati S, et al. Phenotypic and genotypic identification of streptococci and related bacteria isolated from bovine intramammary infections. Acta Vet Scand. 2013 Jul 18;55:53. PMID: 23866930.

IPI 145