Imperatorin

Imperatorin is a furocoumarin and a phytochemical that has been isolated from Urena lobata L. (Malvaceae), Angelica archangelica,^[1] Angelica dahurica,^[2] Glehnia littoralis,^[3] Saposhnikovia divaricata,^[4] Cnidium monnieri,^[5] Incarvillea younghusbandii,^[6] and Zanthoxylum americanum mill.^[7] It is biosynthesized from umbelliferone, a coumarin derivative.^[8]

Imperatorin

Names
Preferred IUPAC name 9-[(3-Methylbut-2-en-1-yl)oxy]-7H-furo[3,2-g][1]benzopyran-7-one
Other names Ammidin Marmelosin Pentosalen 8-Isoamylenoxypsoralen 8-Isopentenyloxypsoralene
Identifiers
CAS Number	482-44-0 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:5885 N
ChEMBL	ChEMBL453805 Y
ChemSpider	9797 Y
ECHA InfoCard	100.006.893
KEGG	C09269 Y
PubChem CID	10212
UNII	K713N25C78 Y
CompTox Dashboard (EPA)	DTXSID8048737
InChI InChI=1S/C16H14O4/c1-10(2)5-7-19-16-14-12(6-8-18-14)9-11-3-4-13(17)20-15(11)16/h3-6,8-9H,7H2,1-2H3 Y Key: OLOOJGVNMBJLLR-UHFFFAOYSA-N Y InChI=1/C16H14O4/c1-10(2)5-7-19-16-14-12(6-8-18-14)9-11-3-4-13(17)20-15(11)16/h3-6,8-9H,7H2,1-2H3 Key: OLOOJGVNMBJLLR-UHFFFAOYAQ
SMILES O=C/3Oc2c(OC\C=C(/C)C)c1occc1cc2\C=C\3
Properties
Chemical formula	C16H14O4
Molar mass	270.28 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

Isolation

The procedure for the isolation of imperatorin from Urena lobata involves exhaustively extracting under reflux with benzene the air-dried and pulverised roots followed by separation by column chromatography.^[9]

Biochemical activity

Imperatorin was identified from a Bioactive Molecules library in a high throughput screening experiment for inhibitors of the phosphodiesterase PDE4. It displays a significant preference for PDE4B over PDE4A.^[10] Imperatorin has been shown to have anti-inflammatory activity in chondrocytes.^[11] Imperatorin treatment inhibits the expression of iNOS and suppresses the production of NO in osteoarthritic chondrocytes.^[11]

See also

• Psoralen, the parent furocoumarin.