Aesculetin

Aesculetin
Aesculetin[1]
Identifiers
CAS number 305-01-1 YesY
PubChem 5281416
ChemSpider 4444764 YesY
KEGG C09263 YesY
ChEBI CHEBI:490095 YesY
ChEMBL CHEMBL244743 YesY
Jmol-3D images Image 1
Image 2
Properties
Molecular formula C9H6O4
Molar mass 178.14 g/mol
Exact mass 178.026609
 YesY (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Aesculetin (also known as esculetin, 6,7-dihydroxycoumarin and cichorigenin) is a derivative of coumarin. It is a natural lactone that derives from the intramolecular cyclization of a cinnamic acid derivative.

It is present in many toxic and medicinal plants, in form of glycosides and caffeic acid conjugates.[2]

Esculetin-containing preparations used systemically can have an anticoagulant effect and might interact with anticoagulent drugs such as warfarin.

This compound is used in some sunscreens, but there is evidence that it acts as a photosensitizer for DNA damage.[3] The sodium salt of its methyl-derivative is used in dermatology for the treatment of varicose veins.[4]

See also

References

  1. ^ Aesculetin at Sigma-Aldrich
  2. ^ Plant biochemistry (1997) P. M. Dey & Jeffrey B. Harborne (eds.)
  3. ^ Hausen BM, Schmieder M (September 1986). "The sensitizing capacity of coumarins (I)". Contact Dermatitis 15 (3): 157–63. doi:10.1111/j.1600-0536.1986.tb01317.x. PMID 3780217. 
  4. ^ "Permethol" Data Sheet

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