Scopoletin

from Wikipedia, the free encyclopedia
Structural formula
Scopoletin
General
Surname Scopoletin
other names
  • 7-hydroxy-6-methoxychromen-2-one
  • Gel semic acid
  • Chrysatropic acid
  • 6-methylesculetin
  • Murrayetin
  • Scopoletol
  • Methylesculetin
  • 6- O -methylesculetin
  • 7-hydroxy-5-methoxycoumarin
  • 6-methoxyumbelliferone
Molecular formula C 10 H 8 O 4
Brief description

beige powder

External identifiers / databases
CAS number 92-61-5
EC number 202-171-9
ECHA InfoCard 100.001.975
PubChem 5280460
ChemSpider 4444113
Wikidata Q2472366
properties
Molar mass 192.17 g mol −1
Physical state

firmly

Melting point

203-205 ° C

safety instructions
GHS labeling of hazardous substances
07 - Warning

Caution

H and P phrases H: 315-319-335
P: 261-305 + 351 + 338
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Scopoletin is a coumarin found in the roots of the genus Scopolia , e.g. B. Scopolia carniolica and Scopolia japonica , but also in chicory , in Artemisia scoparia , in the roots and leaves of the nettle ( Urtica dioica ), in the passion flower , in Brunfelsia , in Viburnum prunifolium , in Solanum nigrum , in Mallotus resinosus , and in Kleinhovia hospita .

Carniolan rabid ( Scopolia carniolica ).

Scopoletin is also found in vinegar , some whiskeys, and dandelion coffee.

Scopoletin is used in biochemistry for protein staining . Scoparon is a coumarin related to scopoletin. Scopolin is the glucoside of scopoletin and is produced by the scopoletin glucosyltransferase .

Individual evidence

  1. ↑ a b c d e f Data sheet Scopoletin, ≥99% from Sigma-Aldrich , accessed on December 9, 2015 ( PDF ).
  2. ^ Zhao Y, Liu F, Lou HX: [Studies on the chemical constituents of Solanum nigrum] . In: Zhong Yao Cai . 33, No. 4, 2010, pp. 555-556. PMID 20845784 .
  3. ↑ Ma J, Jones SH, Hecht SM: A coumarin from Mallotus resinosus that mediates DNA cleavage . In: J Nat Prod . 67, No. 9, 2004, pp. 1614-1616. PMID 15387675 .
  4. ^ Analysis of polyphenolic compounds of different vinegar samples. Miguel Carrero Gálvez, Carmelo García Barroso and Juan Antonio Pérez-Bustamante, Journal of Food Inspection and Research A, Volume 199, Number 1, pages 29–31, doi : 10.1007 / BF01192948
  5. ^ Y. Chen, J. Yang, Z. Wang, X. Wu, F. Wang: Scopoletine as fluorescence probe for determination of protein. In: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy. Volume 66, Number 3, March 2007, pp. 686-690, doi: 10.1016 / j.saa.2006.04.012 , PMID 16859971 .