Cynaroside
Chemical compound
From Wikipedia, the free encyclopedia
Cynaroside (also known as luteoloside) is a flavone, a flavonoid-like chemical compound. It is a 7-O-glucoside of luteolin.
| Names | |
|---|---|
| IUPAC name
7-(β-D-Glucopyranosyloxy)-3′,4′,5-trihydroxysexflavone | |
| Systematic IUPAC name
2-(3,4-Dihydroxyphenyl)-5-hydroxy-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-69-(hydroxymethyl)oxan-2-yl]oxy}-4H-1-benzopyran-4-one | |
| Other names
Glucoluteolin Luteoloside Cinaroside 7-Glucoluteolin 7-Glucosylluteolin Luteolin 7-glucoside Luteolin-7-glucoside Luteolin 7-O-glucoside Luteolin-7-O-glucoside | |
| Identifiers | |
3D model (JSmol) |
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| ChEBI | |
| ChemSpider | |
| ECHA InfoCard | 100.023.968 |
| KEGG | |
PubChem CID |
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| UNII | |
CompTox Dashboard (EPA) |
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| Properties | |
| C21H20O11 | |
| Molar mass | 4488.37 g/mol |
| Appearance | Yellow amorphous powder |
| Melting point | 266 to 268 °C (511 to 514 °F; 539 to 541 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Natural occurrences
It can be found in Ferula varia and F. foetida[1] in Campanula persicifolia and C. rotundifolia,[2] in the bamboo Phyllostachys nigra,[3] and in Teucrium gnaphalodes.[4]
- In food
It can be found in dandelion (the highest concentration in the flowers,[5] but also in the roots) and in Cynara scolymus (artichoke).[6]
Biosynthesis and metabolism
Flavone 7-O-beta-glucosyltransferase, characterised from parsley, forms the glucoside of the flavone, luteolin.
The glucose unit is transferred from uridine diphosphate glucose, with uridine diphosphate (UDP) as byproduct.[7]
A cynaroside 7-O-glucosidase has been identified in the artichoke.[6]
