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
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.001.975
UNII
  • 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
  • COC1=C(C=C2C(=C1)C=CC(=O)O2)O
Properties
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 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, in Datura metel, in Mallotus resinosus, and in Kleinhovia hospita. It can also be found in fenugreek, vinegar, some whiskies and in dandelion coffee. A similar coumarin is scoparone. Scopoletin is highly fluorescent when dissolved in DMSO or water and is regularly used as a fluorimetric assay for the detection of hydrogen peroxide in conjunction with horseradish peroxidase. When oxidized, its fluorescence is strongly suppressed.