Cynaroside
Names | |
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IUPAC name
7-(β-D-Glucopyranosyloxy)-3′,4′,5-trihydroxyflavone
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Systematic IUPAC name
2-(3,4-Dihydroxyphenyl)-5-hydroxy-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(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
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100.023.968 |
KEGG | |
PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C21H20O11 | |
Molar mass | 448.37 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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Cynaroside (also known as luteoloside) is a flavone, a flavonoid-like chemical compound. It is a 7-O-glucoside of luteolin.
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
Metabolism
Flavone 7-O-beta-glucosyltransferase adds a glucose to luteolin.
A cynaroside 7-O-glucosidase has been identified in the artichoke.[6]
Spectral data
UV-Vis[7]
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Lambda-max
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UV : 348, 260 nm |
Extinction coefficient
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(log ε): 4.11, 4.23 |
IR | |
Major absorption bands | ? cm−1 |
NMR
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Proton NMR
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1H-NMR (500 MHz, CD3COCD3 + D2O): δ 3.42 (1H, t, J = 9.0 Hz, H-4′), 3.49 |
Carbon-13 NMR
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13C-NMR (125 MHz, CD3COCD3 + D2O): δ 61.7 (C-6″), 70.3 (C-4″), 73.8 (C-2″), |
Other NMR data | |
MS
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Masses of main fragments |
ESI-MS [M+H]+ m/z 449.1 |
References
- S2CID 45802688.
- .
- PMID 10956087.
- ^ "Is the Healthiest Part of Dandelion Its Flower?". 17 April 2014.
- ^ .
- PMID 19628235.