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Anthocyanidin

 
Wikipedia: Anthocyanidin
Flavylium cation (Formula: C15H11O+, molar mass: 207.24 g/mol, exact mass : 207.08098995) with a Benzopyrylium (chromenylium) component
Molecule in 3D of the anthocyanidin cyanidin
Not to be confused with anthocyanins, their sugar containing counterparts.

Anthocyanidins are common plant pigments. They are the sugar-free counterparts of anthocyanins based on the flavylium ion or 2-phenylchromenylium (chromenylium is referred also to as benzopyrylium)[1]. They form a large group of polymethine dye. In particular anthocyanidins are salt derivatives of the 2-phenylchromenylium cation, also known as flavylium cation. As shown in the figure below, the phenyl group at the 2-position can carry different substituents. The counterion of the flavylium cation is mostly chloride. With this positive charge, the anthocyanidins differ from other flavonoids.

3-Deoxyanthocyanidins are a class of anthocyanidins lacking an hydroxyl group on carbon 3.

Selected anthocyanidins and their substitutions
Anthocyanidin Basic structure R3' R4' R5' R3 R5 R6 R7
Aurantinidin Basic structure of Anthocyans: The flavio-cation −H −OH −H −OH −OH −OH −OH
Cyanidin −OH −OH −H −OH −OH −H −OH
Delphinidin −OH −OH −OH −OH −OH −H −OH
Europinidin −OCH3 −OH −OH −OH −OCH3 −H −OH
Luteolinidin −OH −OH −H −H −OH −H −OH
Pelargonidin −H −OH −H −OH −OH −H −OH
Malvidin −OCH3 −OH −OCH3 −OH −OH −H −OH
Peonidin −OCH3 −OH −H −OH −OH −H −OH
Petunidin −OH −OH −OCH3 −OH −OH −H −OH
Rosinidin −OCH3 −OH −H −OH −OH −H −OCH3

References

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