Xanthotoxol

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
PubChem CID	65090;
UNII	8RL486L8A5 ;
CompTox Dashboard (EPA)	DTXSID50173910 ;
	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;
	SMILES 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

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).^[2]

↑ 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
↑ Hauffe, K.D.; Hahlbrock, K.; Scheel, D. (1986). "Elicitor-stimulated furanocoumarin biosynthesis in cultured parsley cells - S-adenosyl-L-methionine-bergaptol and S-adenosyl-L-methionine-xanthotoxol O-methyltransferases". Zeitschrift für Naturforschung C. 41: 228–239. doi:10.1515/znc-1986-1-234.

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