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Columnidin

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Columnidin
Chemical structure of columnidin
Names
IUPAC name 3′,4′,5,7,8-Pentahydroxyflavylium
Preferred IUPAC name 2-(3,4-Dihydroxyphenyl)-5,7,8-trihydroxy-1λ-benzopyran-1-ylium
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C15H10O6/c16-9-3-1-7(5-11(9)18)13-4-2-8-10(17)6-12(19)14(20)15(8)21-13/h1-6H,(H4-,16,17,18,19,20)/p+1Key: USQSSTLNPXPPHA-UHFFFAOYSA-O
  • InChI=1/C15H10O6/c16-9-3-1-7(5-11(9)18)13-4-2-8-10(17)6-12(19)14(20)15(8)21-13/h1-6H,(H4-,16,17,18,19,20)/p+1Key: USQSSTLNPXPPHA-IKLDFBCSAT
SMILES
  • C1=CC(=C(C=C1C2=C3=C(C=C2)C(=CC(=C3O)O)O)O)O
Properties
Chemical formula C15H11O6
Molar mass 287.244
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒verify (what is  ?) Infobox references
Chemical compound

Columnidin is an orange red pigment, belonging to the 3-deoxyanthocyanidins found in red-flowered western-hemisphere gesneriad species such as episcias, columneas, sarmientas, and sinningias.

The columnidin is named after the gesneriad genus Columnea in which it is found, notably in Columnea hybrida.

References

  1. "Gesneriaceae and Scrophulariaceae : Robert Brown and now, Anton Weber, 2004" (PDF). Archived from the original (PDF) on 2015-09-24. Retrieved 2009-08-26.
  2. Sinningia Pollinators
  3. "Studies on columnidin biosynthesis with flower extracts from Columnea hybrida, Stich, K.; Forkmann, G.; Z. Naturforsch. C 43, 311-314 (1988)". Archived from the original on 2012-10-25. Retrieved 2009-08-26.
Anthocyanidins and their anthocyanin glucosides
3-Hydroxyanthocyanidins
3-Deoxyanthocyanidins
O-Methylated anthocyanidins
Anthocyanins
(anthocyaninidin glycosides)
Glucosides:

Diglucosides:

Others glycosides:

Acylated anthocyanins
Acetylated anthocyanins
  • Cyanidin 3-O-(6-acetyl)glucoside
  • Delphinidin 3-O-(6-acetyl)glucoside
  • Malvidin 3-O-(6-acetyl)glucoside
  • Petunidin 3-O-(6-acetyl)galactoside
  • Petunidin 3-O-(6-acetyl)glucoside
  • Peonidin 3-O-(6-acetyl)glucoside
  • Coumaroylated anthocyanins
    (cis- and trans-)
    Caffeoylated anthocyanins
    Malonylated anthocyanins
    Acylated anthocyanin diglycosides
    Flavanol-anthocyanin adducts
    Miscellaneous
    Categories: