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CAS 3952-69-0

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5-Hydroxy-4H-1-benzopyran-4-one

Description:
5-Hydroxy-4H-1-benzopyran-4-one, commonly known as coumarin, is a naturally occurring compound characterized by its aromatic structure and a fused benzopyran ring system. This compound typically appears as a white crystalline solid with a sweet, pleasant odor reminiscent of freshly cut hay. It is soluble in organic solvents such as ethanol and ether but has limited solubility in water. Coumarin exhibits various biological activities, including anticoagulant, anti-inflammatory, and antimicrobial properties, making it of interest in pharmacology and natural product chemistry. Its structure allows for the formation of derivatives that can enhance its therapeutic potential. However, it is important to note that coumarin can be toxic in high doses and has been associated with liver damage in certain contexts. As a result, its use in food and cosmetics is regulated in many countries. Overall, 5-Hydroxy-4H-1-benzopyran-4-one is a versatile compound with significant implications in both natural and synthetic chemistry.
Formula:C9H6O3
InChI:InChI=1S/C9H6O3/c10-6-2-1-3-8-9(6)7(11)4-5-12-8/h1-5,10H
InChI key:InChIKey=CJMXMDVAKVSKFI-UHFFFAOYSA-N
SMILES:O=C1C=2C(=CC=CC2O)OC=C1
Synonyms:
  • 4H-1-Benzopyran-4-one, 5-hydroxy-
  • 5-Hydroxy-4H-1-benzopyran-4-one
  • 5-Hydroxychromone
  • Chromone, 5-hydroxy-
  • 5-Hydroxy-4H-chromen-4-one
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