Xanthotoxol

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Xanthotoxol

IUPAC name 9-hydroxyfuro[3,2-g]chromen-7-one
Other names 8-Hydroxypsoralen 8-Hydroxypsoralene 8-Hydroxyfuranocoumarin
Identifiers
CAS number	2009-24-7
PubChem	65090
ChemSpider	58600
Jmol-3D images	Image 1
SMILES C1=CC(=O)OC2=C(C3=C(C=CO3)C=C21)O
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
Properties
Molecular formula	C₁₁H₆O₄
Molar mass	202.16 g/mol
Except where noted otherwise, 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).

↑ 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

Types of coumarins

O-Methylated	Fraxetin Herniarin (7-O-Methylumbelliferone) Osthol Scopoletin (6-Methoxyumbelliferone)

derivatives

Aglycones

O-Methylated	Bergapten (5-methoxypsoralen) Isopimpinellin (5,8-Dimethoxypsoralene) Methoxsalen (8-Methoxypsoralen) Trioxsalen (2,5,9-Trimethylpsoralen)

Furanocoumarin glycosides

Meroterpene furanocoumarin ether

Oligomers

Synthetic

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