Xanthotoxol

Xanthotoxol
Chemical structure of xanthotoxol.
Names
IUPAC name
9-Hydroxy-7H-furo[3,2-g][1]benzopyran-7-one
Other names
8-Hydroxypsoralen
8-Hydroxypsoralene
8-Hydroxyfuranocoumarin
Identifiers
CAS Number
  • 2009-24-7
3D model (JSmol)
  • Interactive image
ChemSpider
  • 58600
ECHA InfoCard 100.016.295 Edit this at Wikidata
PubChem CID
  • 65090
UNII
  • 8RL486L8A5 checkY
CompTox Dashboard (EPA)
  • DTXSID50173910 Edit this at Wikidata
InChI
  • InChI=1S/C11H6O4/c12-8-2-1-6-5-7-3-4-14-10(7)9(13)11(6)15-8/h1-5,13H
    Key: JWVYQQGERKEAHW-UHFFFAOYSA-N
  • InChI=1/C11H6O4/c12-8-2-1-6-5-7-3-4-14-10(7)9(13)11(6)15-8/h1-5,13H
    Key: JWVYQQGERKEAHW-UHFFFAOYAF
  • C1=CC(=O)OC2=C(C3=C(C=CO3)C=C21)O
Properties
Chemical formula
 C11H6O4
Molar mass 202.16 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Chemical compound

Xanthotoxol is a furanocoumarin. It is one of the major active ingredients in Cnidium monnieri.[1]

Metabolism

  • Xanthotoxol O-methyltransferase (8-hydroxyfuranocoumarin 8-O-methyltransferase) is an enzyme that uses S-adenosyl methionine and xanthotoxol to produce S-adenosylhomocysteine and O-methylxanthotoxol (xanthotoxin or methoxsalen).

References

  1. ^ Xanthotoxol exerts neuroprotective effects via suppression of the inflammatory response in a rat model of focal cerebral ischemia. He W, Chen W, Zhou Y, Tian Y and Liao F, Cell Mol Neurobiol., July 2013, volume 33, issue 5, pages 715-722, doi:10.1007/s10571-013-9939-2
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Types of coumarins
Aglycones
O-Methylated
glycosides
derivatives
Furanocoumarins
Aglycones
O-Methylated
Furanocoumarin glycosides
Meroterpene furanocoumarin ether
OligomersSynthetic
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