Columnidin
Columnidin
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| Names |
| IUPAC name
2-(3,4-Dihydroxyphenyl)-5,7,8-trihydroxychromenium |
Other names
5,7,8,3′,4′-pentahydroxyflavylium [1] |
| Identifiers |
| 3D model (Jmol) |
Interactive image |
| ChemSpider |
30780721  N |
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
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C1=CC(=C(C=C1C2=[O+]C3=C(C=C2)C(=CC(=C3O)O)O)O)O
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| Properties |
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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). |
N verify (what is  YN ?) |
| Infobox references |
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Columnidin is an orange red pigment, belonging to the 3-deoxyanthocyanidins[2] 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,[3] notably in Columnea hybrida.[4]
References
- ↑ Comparative biochemistry of flavonoids—II. : 3-Desoxyanthocyanins and their systematic distribution in ferns and gesnerads. J.B. Harborne, Phytochemistry, Volume 5, Issue 4, July 1966, Pages 589-600
- ↑ Gesneriaceae and Scrophulariaceae : Robert Brown and now, Anton Weber, 2004
- ↑ Sinningia Pollinators
- ↑ Studies on columnidin biosynthesis with flower extracts from Columnea hybrida, Stich, K.; Forkmann, G.; Z. Naturforsch. C 43, 311-314 (1988)
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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)
- Ideain (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 | |
- 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)-beta-D-glucosyl)oxybenzoyl)-beta-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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| Misc. | |
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