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theogallin

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EntityQ5931666· pop 9· linked from 62 articles

theogallin

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Theogallin is a trihydroxybenzoic acid glycoside, a type of polyphenolic compound found in tea where it has been characterised as an umami enhancing compound. The compound can also be found in Arbutus unedo fruits.

Chemical data

Formula
C14H16O10
Molecular weight
344.27 g/mol
IUPAC name
(1S,3R,4R,5R)-1,3,4-trihydroxy-5-(3,4,5-trihydroxybenzoyl)oxycyclohexane-1-carboxylic acid
SMILES
C1[C@H]([C@H]([C@@H](C[C@@]1(C(=O)O)O)OC(=O)C2=CC(=C(C(=C2)O)O)O)O)O
InChIKey
LDPLFHGGZNSKDS-FTBFGRRBSA-N
XLogP
-1.2
Polar surface area
185 Ų
H-bond donors
7
H-bond acceptors
10
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
344.074347
Show 4 more facts
found in taxon
Camellia taliensis
canonical SMILES
C1C(C(C(CC1(C(=O)O)O)OC(=O)C2=CC(=C(C(=C2)O)O)O)O)O
chemical formula
C₁₄H₁₆O₁₀
isomeric SMILES
C1[C@H]([C@H]([C@@H](C[C@@]1(C(=O)O)O)OC(=O)C2=CC(=C(C(=C2)O)O)O)O)O
Sources (2)

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Encyclopedic overview

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Contents
  • References

Theogallin is a trihydroxybenzoic acid glycoside, a type of polyphenolic compound found in tea where it has been characterised as an umami enhancing compound. The compound can also be found in Arbutus unedo fruits.

In rats, theogallin, or its metabolite quinic acid, can move through the blood brain barrier and can have cognition enhancing activities.

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

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