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-1λ4-benzopyran-1-ylium |
Identifiers |
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ChemSpider | |
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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+1 NKey: USQSSTLNPXPPHA-UHFFFAOYSA-O NInChI=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+1 Key: USQSSTLNPXPPHA-IKLDFBCSAT |
C1=CC(=C(C=C1C2=[O+]C3=C(C=C2)C(=CC(=C3O)O)O)O)O |
Properties |
| C15H11O6+ |
Molar mass | 287.244 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references |
Columnidin is an orange red pigment, belonging to the 3-deoxyanthocyanidins[1] 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,[2] notably in Columnea hybrida.[3]
References
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3-Hydroxyanthocyanidins | |
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3-Deoxyanthocyanidins | |
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O-Methylated anthocyanidins | |
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Anthocyanins (anthocyaninidin glycosides) | Glucosides: Diglucosides: - Cyanin (Cyanidin 3,5-O-diglucoside)
- Delphin (Delphinidin 3,5-O-diglucoside)
- Malvin (Malvidin 3,5-diglucoside)
- Pelargonin (Pelargonidin 3,5-O-diglucoside)
- Peonin (Peonidin 3,5-O-diglucoside)
- Petunin (Petunidin 3,5-O-diglucoside)
Others glycosides: - Antirrhinin (Cyanidin 3-O-rutinoside)
- Idaein (Cyanidin 3-O-galactoside)
- Delphinidin 3-O-rhamnoside
- Petunidin 3-O-arabinoside
- Petunidin 3-O-galactoside
- Petunidin 3-O-rhamnoside
- Petunidin 3-O-rutinoside
- Primulin (Malvidin 3-O-galactoside)
- Pulchellidin 3-rhamnoside
- Tulipanin (Delphinidin 3-O-rutinoside)
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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 |
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Coumaroylated anthocyanins (cis- and trans-) | |
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Caffeoylated anthocyanins | - Malvidin 3-O-(6-p-caffeoyl)glucoside
- Peonidin 3-O-(6-p-caffeoyl)glucoside
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Malonylated anthocyanins | - Malonylmalvin (malvidin 3-(6″-malonylglucoside)-5-glucoside)
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Acylated anthocyanin diglycosides | - Cyanidin 3-O-(di-p-coumarylglucoside)-5-glucoside
- Gentiodelphin (delphinidin 3-''O''-glucosyl-5-''O''-(6-''O''-caffeoyl-glucosyl)-3′-''O''-(6-''O''-caffeoyl-glucoside))
- Nasunin (Delphinidin 3-(p-coumaroylrutinoside)-5-glucoside)
- Petanin (petunidin 3-[6-O-(4-O-(E)-p-coumaroyl-O-α-l-rhamnopyranosyl)-β-D-glucopyranoside]-5-O-β-D-glucopyranoside)
- Violdelphin (Delphinidin 3-rutinoside-7-O-(6-O-(4-(6-O-(4-hydroxybenzoyl)-β-D-glucosyl)oxybenzoyl)-β-D-glucoside)
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Flavanol-anthocyanin adducts | - Malvidin glucoside-ethyl-catechin
- Catechin(4α→8)pelargonidin 3-O-β-glucopyranoside
- Epicatechin(4α→8)pelargonidin 3-O-β-glucopyranoside
- Afzelechin(4α→8)pelargonidin 3-O-β-glucopyranoside
- Epiafzelechin(4α→8)pelargonidin 3-O-β-glucopyranoside
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Miscellaneous | |
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