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CAS 13252-84-1

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4-Hydroxy-6-methoxy-2H-1-benzopyran-2-one

Description:
4-Hydroxy-6-methoxy-2H-1-benzopyran-2-one, also known as umbelliferone, is a naturally occurring coumarin derivative characterized by its aromatic benzopyran structure. This compound features a hydroxyl group at the 4-position and a methoxy group at the 6-position, contributing to its unique chemical properties. It is typically a white to pale yellow crystalline solid with a characteristic sweet, herbaceous odor. Umbelliferone is soluble in organic solvents such as ethanol and methanol but has limited solubility in water. This compound exhibits various biological activities, including antioxidant, anti-inflammatory, and antimicrobial properties, making it of interest in pharmacological research. Additionally, it can act as a fluorescent probe and is utilized in various applications, including cosmetics and food preservation. Its ability to absorb ultraviolet light also makes it valuable in photoprotection. Overall, umbelliferone is a versatile compound with significant implications in both natural product chemistry and medicinal applications.
Formula:C10H8O4
InChI:InChI=1S/C10H8O4/c1-13-6-2-3-9-7(4-6)8(11)5-10(12)14-9/h2-5,11H,1H3
InChI key:InChIKey=KFXXRRQBVLINPH-UHFFFAOYSA-N
SMILES:OC=1C=2C(OC(=O)C1)=CC=C(OC)C2
Synonyms:
  • 2H-1-benzopyran-2-one, 4-hydroxy-6-methoxy-
  • 4-Hydroxy-6-methoxy-2H-1-benzopyran-2-one
  • 4-Hydroxy-6-methoxy-2H-benzopyran-2-one
  • 4-Hydroxy-6-methoxy-2H-chromen-2-one
  • 4-Hydroxy-6-methoxychromen-2-one
  • Coumarin, 4-hydroxy-6-methoxy-
  • 4-Hydroxy-6-methoxycoumarin
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