A coumarin with antioxidant and anti-inflammatory activities
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Esculin (hydrate)

Item No. 28514

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
6-(β-D-glucopyranosyloxy)-7-hydroxy-2H-1-benzopyran-2-one, hydrate
Synonyms
  • Aesculin
  • Enallachrome
Molecular Formula
C15H16O9 • XH2O
Formula Weight
340.3
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMSO: 15 mg/mlEthanol: 1 mg/mlPBS (pH 7.2): 5 mg/ml
λmax
225, 250, 335 nm
SMILES
O=C1C=CC2=CC(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)=C(O)C=C2O1.O
InChi Code
InChI=1S/C15H16O9.H2O/c16-5-10-12(19)13(20)14(21)15(24-10)23-9-3-6-1-2-11(18)22-8(6)4-7(9)17;/h1-4,10,12-17,19-21H,5H2;1H2/t10-,12-,13+,14-,15-;/m1./s1
InChi Key
CQYPGSKIFJFVDQ-QWFKVUSTSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 g

    $41

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    10 g

    $72

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    25 g

    $157

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    50 g

    $274

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    Cayman Chemical
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    Product Description

    Esculin is a coumarin that has been found in A. hippocastanum and has antioxidant and anti-inflammatory activities.1,2 It reduces the size of gastric ulcers and decreases increases in the levels of malondialdehyde (MDA) and the activity of myeloperoxidase (MPO) and catalase in a mouse model of ethanol-induced ulcers when used at a dose of 25 mg/kg.1 Esculin (20 mg/kg) decreases LPS-induced increases in the levels of TLR4, MyD88, IRAK4, and phosphorylated NF-ĸB in the lung, as well as levels of IL-1β, IL-6, and TNF-α in the bronchoalveolar lavage fluid (BALF) in a mouse model of acute lung injury.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Rios, E.R., Rocha, N.F., Venâncio, E.T., et al. Mechanisms involved in the gastroprotective activity of esculin on acute gastric lesions in mice. Chem. Biol. Interact. 188(1), 246-254 (2010).

    2. Tianzhu, Z., and Shumin, W. Esculin inhibits the inflammation of LPS-induced acute lung injury in mice via regulation of TLR/NF-κB pathways. Inflammation 38(4), 1529-1536 (2015).