Iridine

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Structural formula
Structure of iridine
General
Surname Iridine
other names
  • Irigenin-7- O- β-glucopyranoside
  • 7- (glucosyloxy) -3 ', 5-dihydroxy-4', 5 ', 6-trimethoxyisoflavone
Molecular formula C 24 H 26 O 13
Brief description

colorless needles

External identifiers / databases
CAS number 491-74-7
PubChem 5281777
ChemSpider 4445090
Wikidata Q419014
properties
Molar mass 522.46 g mol −1
Physical state

firmly

Melting point

208 ° C

solubility

soluble in water and alcohol

safety instructions
GHS hazard labeling
no classification available
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Iridin is a glucoside of irigenin.

Occurrence

Iris flower ( Iris germanica )

Iridin and its aglycon irigenin belong to the isoflavones and occur together in the roots of iris species ( Iris florentina , Iris germanica , Iris pallida ) and in Belamcanda chinensis .

Chemistry and properties

Iridine forms fine, white needles that melt at 208 ° C and dissolve well in water and ethanol. It is chemically a glycoside with the isoflavone derivative irigenin as an aglycon, to which glucose is O -glycosidically bound. The name iridin must not be confused with the natural product group of iridoids , as their biosynthesis is different.

Structure of the aglycon Irigenin

Other names

A soft resin from the alcoholic extract of Iris versicolor and a protamine from the sperm of rainbow trout are also referred to as iridin .

Individual evidence

  1. a b c d Entry on Irish woman. In: Römpp Online . Georg Thieme Verlag, accessed on December 29, 2014.
  2. a b E. A. Schmidt: Detailed textbook on pharmaceutic chemistry. 2nd edition, Vieweg, 1901.
  3. This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
  4. Atta-ur-Rahman, S. Nasim, I. Baig, I. Ara Jahan, B. Sener, I. Orhan, MI Choudhary: Isoflavonoid glycosides from the rhizomes of Iris germanica. Chem Pharm Bull , 50 , 2002 , 1100-1102. doi : 10.1248 / cpb.50.1100
  5. T. Akashi, M. Ishizaki, T. Aoki, S. Ayabe: Isoflavonoid production by adventitious-root cultures of Iris germanica (Iridaceae). Plant Biotechnology 22 , 2005 , 207-215. doi : 10.5511 / plantbiotechnology.22.207