CHEBI:9522 - theogallin

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ChEBI Name theogallin
ChEBI ID CHEBI:9522
Definition A gallate ester resulting from the formal condensation of gallic acid with the (5R)-hydroxy group of (−)-quinic acid (i.e. the hydroxy group on the same side of the cyclohexane ring as the carboxy group).
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C14H16O10
Net Charge 0
Average Mass 344.27084
Monoisotopic Mass 344.074
InChI InChI=1S/C14H16O10/c15-6-1-5(2-7(16)10(6)18)12(20)24-9-4-14(23,13(21)22)3-8(17)11(9)19/h1-2,8-9,11,15-19,23H,3-4H2,(H,21,22)/t8-,9-,11-,14+/m1/s1
InChIKey LDPLFHGGZNSKDS-FTBFGRRBSA-N
SMILES O[C@@H]1C[C@](O)(C[C@@H](OC(=O)c2cc(O)c(O)c(O)c2)[C@@H]1O)C(O)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing theogallin (CHEBI:9522) has functional parent (−)-quinic acid (CHEBI:17521)
theogallin (CHEBI:9522) has functional parent gallic acid (CHEBI:30778)
theogallin (CHEBI:9522) is a gallate ester (CHEBI:37576)
theogallin (CHEBI:9522) is a monocarboxylic acid (CHEBI:25384)
theogallin (CHEBI:9522) is a tertiary alcohol (CHEBI:26878)
IUPAC Name
(1S,3R,4R,5R)-1,3,4-trihydroxy-5-(3,4,5-trihydroxybenzoyloxy)cyclohexanecarboxylic acid
Synonym Source
Theogallin KEGG COMPOUND
Database Links Databases
C00002676 KNApSAcK
C10834 KEGG COMPOUND
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Registry Numbers Types Sources
17365-11-6 CAS Registry Number KEGG COMPOUND
2226689 Beilstein Registry Number Beilstein
3169213 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
17725856 PubMed citation Europe PMC
17910815 PubMed citation Europe PMC
Last Modified
28 July 2014