A coumarin with enzyme inhibitory activity
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Dihydrocoumarin

Item No. 33495

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3,4-dihydro-2H-1-benzopyran-2-one
CAS Number
119-84-6
Synonyms
  • DHC
Molecular Formula
C9H8O2
Formula Weight
148.2
Purity
≥98%
Formulation
A liquid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/ml
SMILES
O=C1OC2=C(CC1)C=CC=C2
InChi Code
InChI=1S/C9H8O2/c10-9-6-5-7-3-1-2-4-8(7)11-9/h1-4H,5-6H2
InChi Key
VMUXSMXIQBNMGZ-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

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    10 g

    $36

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    25 g

    $53

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    50 g

    $95

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    Product Description

    Dihydrocoumarin is a coumarin that has been found in M. officinalis and has enzyme inhibitory activity.1,2 It inhibits the activities of sirtuin 1 (SIRT1) and SIRT2 (IC50s = 208 and 295 µM, respectively, for the human enzymes). Unlike coumarin, dietary administration of dihydrocoumarin (0.76%) does not induce hepatocyte vacuolation, bile duct hyperplasia, or cholangiofibrosis.2 Formulations containing dihydrocoumarin have been used as flavoring agents.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Olaharski, A.J., Rine, J., Marshall, B.L., et al. The flavoring agent dihydrocoumarin reverses epigenetic silencing and inhibits sirtuin deacetylases. PLoS Genet. 1(6), e77 (2005).

    2. Lake, B.G., Evans, J.G., Lewis, D.F., et al. Comparison of the hepatic effects of coumarin, 3,4-dimethylcoumarin, dihydrocoumarin and 6-methylcoumarin in the rat. Food Chem. Toxicol. 32(8), 743-751 (1994).