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4-Hydroxycoumarin (CAS 1076-38-6)
Alternate Names: 4-Hydroxy-1-benzopyran-2-one
Application: 4-Hydroxycoumarin is a plant derived antioxidant
CAS Number: 1076-38-6
Molecular Weight: 162.14
Molecular Formula: C9H6O3
Description: 4-Hydroxycoumarin is an important fungal metabolite from the precursor coumarin, and its production leads to further fermentative production of the natural anticoagulant dicoumarol. This happens in the presence of naturally occurring formaldehyde, which allows attachment of a second 4-hydroxycoumarin molecule through the linking carbon of the formaldehyde, to the 3-position of the first 4-hydroxycoumarin molecule, to give the semi-dimer the motif of the drug class. Dicoumarol appears as a fermentation product in spoiled sweet clover silages and is considered a mycotoxin.
4-Hydroxycoumarin is biosynthesized from malonyl-CoA and 2-hydroxybenzoyl-CoA by the enzyme 4-hydroxycoumarin synthase.
It is a pharmaceutical intermediate used in the production of anticoagulants, it is also the antagonist of vitamine K. anticoagulant; it can also be used as a flavor.
4-Hydroxycoumarin is a plant-derived antioxidant that prevents lipid peroxidation and is a potential inhibitor of HIV-1 integrase. In addition, it is also an intermediate in medicine and pesticides, and can be used to produce anti-coagulant drugs such as dicoumarin, new anticoagulant.
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