Structure via PubChem · Public domain (PubChem)
Glucogallin
Sign in to saveAlso known as 1-Galloyl-beta-glucose, 1-Galloylglucose, 1-O-Galloyl-beta-D-glucopyranose, 1-O-Galloyl-beta-D-glucose, D-Glucose 1-(3,4,5-trihydroxybenzoate), Gallotannin 1, beta-D-Glucogallin, beta-Glucogallin
Glucogallin is chemical compound formed from gallic acid and β-D-glucose. It can be found in oaks species like the North American white oak (Quercus alba), European red oak (Quercus robur) and Amla fruit (Phyllanthus emblica).
Chemical data
- Formula
- C13H16O10
- Molecular weight
- 332.26 g/mol
- IUPAC name
- [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 3,4,5-trihydroxybenzoate
- SMILES
- C1=C(C=C(C(=C1O)O)O)C(=O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
- InChIKey
- GDVRUDXLQBVIKP-HQHREHCSSA-N
- XLogP
- -1.4
- Polar surface area
- 177 Ų
- H-bond donors
- 7
- H-bond acceptors
- 10
- Formal charge
- 0
via PubChem
Wikidata facts
- Mass
- 332.074346712
Show 6 more facts
- found in taxon
- Ceratonia siliqua
- chemical formula
- C₁₃H₁₆O₁₀
- isomeric SMILES
- CO[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC(=O)c2cc(c(c(c2)O)O)O)O)O)O
- canonical SMILES
- O=C(OC1OC(CO)C(O)C(O)C1O)C2=CC(O)=C(O)C(O)=C2
- has characteristic
- bitterness
- Commons category
- Glucogallin
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
Glucogallin is chemical compound formed from gallic acid and β-D-glucose. It can be found in oaks species like the North American white oak (Quercus alba), European red oak (Quercus robur) and Amla fruit (Phyllanthus emblica).
It is formed by a gallate 1-beta-glucosyltransferase (UDP-glucose: gallate glucosyltransferase), an enzyme performing the esterification of two substrates, UDP-glucose and gallate to yield two products, UDP and glucogallin. This enzyme can be found in oak leaf preparations.
Excerpted from Wikipedia’s “Glucogallin” article, available under the CC BY-SA 4.0 licence.