Scopoletin

Scopoletin

Names
Preferred IUPAC name 7-Hydroxy-6-methoxy-2H-1-benzopyran-2-one
Other names 7-Hydroxy-6-methoxy-2H-chromen-2-one 7-Hydroxy-6-methoxychromen-2-one Gelseminic acid Chrysatropic acid Scopoletine 6-Methylesculetin Murrayetin Scopoletol Escopoletin Methylesculetin 6-O-Methylesculetin Esculetin-6-methyl ether 7-Hydroxy-5-methoxycoumarin 6-Methoxyumbelliferone
Identifiers
CAS Number	92-61-5 Y
3D model (Jmol)	Interactive image
ChemSpider	4444113 N
ECHA InfoCard	100.001.975
PubChem	5280460
InChI InChI=1S/C10H8O4/c1-13-9-4-6-2-3-10(12)14-8(6)5-7(9)11/h2-5,11H,1H3 N Key: RODXRVNMMDRFIK-UHFFFAOYSA-N N InChI=1/C10H8O4/c1-13-9-4-6-2-3-10(12)14-8(6)5-7(9)11/h2-5,11H,1H3 Key: RODXRVNMMDRFIK-UHFFFAOYAG
SMILES COC1=C(C=C2C(=C1)C=CC(=O)O2)O
Properties
Chemical formula	C10H8O4
Molar mass	192.16 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

Scopoletin is a coumarin^[1] found in the root of plants in the genus Scopolia such as Scopolia carniolica and Scopolia japonica, in chicory, in Artemisia scoparia, in the roots and leaves of Stinging Nettle (Urtica dioica ), in the passion flower, in Brunfelsia, in Viburnum prunifolium, in Solanum nigrum,^[2] in Mallotus resinosus,^[3] or and in Kleinhovia hospita. It can also be found in fenugreek,^[1] vinegar,^[4] some whiskies or in dandelion coffee. A similar coumarin is scoparone.

Glycosides

Scopolin is a glucoside of scopoletin formed by the action of the enzyme, scopoletin glucosyltransferase.

References