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syringetin

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syringetin

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Syringetin is an O-methylated flavonol, a type of flavonoid. It is found in red grape (absent in white grape), in Lysimachia congestiflora and in Vaccinium uliginosum (bog bilberries). It is one of the phenolic compounds present in wine.

Chemical data

Formula
C17H14O8
Molecular weight
346.3 g/mol
IUPAC name
3,5,7-trihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)chromen-4-one
SMILES
COC1=CC(=CC(=C1O)OC)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O
InChIKey
UZMAPBJVXOGOFT-UHFFFAOYSA-N
XLogP
1.8
Polar surface area
126 Ų
H-bond donors
4
H-bond acceptors
8
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Subclass of
flavone
Mass
346.068867
Show 2 more facts
chemical formula
C₁₇H₁₄O₈
canonical SMILES
COC1=CC(=CC(=C1O)OC)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O
Sources (2)

via Wikidata · CC0

~1 min read

Encyclopedic overview

3 sections
Contents
  • Metabolism
  • Glycosides
  • References

Syringetin is an O-methylated flavonol, a type of flavonoid. It is found in red grape (absent in white grape), in Lysimachia congestiflora and in Vaccinium uliginosum (bog bilberries). It is one of the phenolic compounds present in wine.

It induces human osteoblast differentiation through bone morphogenetic protein-2/extracellular signal-regulated kinase 1/2 pathway.

Excerpted from Wikipedia’s “syringetin” article, available under the CC BY-SA 4.0 licence.

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