4-Hydroxycoumarin
Names | |
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Preferred IUPAC name
4-Hydroxy-2H-1-benzopyran-2-one | |
Other names
4-Coumarinol
Benzotetronic acid | |
Identifiers | |
3D model (
JSmol ) |
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ChEMBL | |
ChemSpider | |
ECHA InfoCard
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100.012.783 |
PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C9H6O3 | |
Molar mass | 162.144 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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4-Hydroxycoumarin is a coumarin derivative with a hydroxy group at the 4-position.
Occurrence
4-Hydroxycoumarin is an important fungal metabolite from the precursor coumarin, and its production leads to further fermentative production of the natural
4-Hydroxycoumarin is
4-hydroxycoumarin synthase.[2]
Anticoagulants
After the identification of dicoumarol and its anticoagulant activity, it became the prototype for a class of drugs. 4-Hydroxycoumarin forms the core of the chemical structure of anticoagulants known collectively as 4-hydroxycoumarins. They include, for example, warfarin, a pharmaceutical drug used to prevent formation of blood clots, and brodifacoum, a widely used rodenticide.
See also
- Coumarin
- Dicumarol