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CHEBI:9522 - theogallin

ChEBI IDCHEBI:9522
ChEBI Nametheogallin
Stars
DefinitionA 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).
Last Modified28 July 2014
DownloadsMolfile
FormulaC14H16O10
Net Charge0
Average Mass344.272
Monoisotopic Mass344.07435
SMILESO=C(O[C@@H]1C[C@](O)(C(=O)O)C[C@@H](O)[C@H]1O)c1cc(O)c(O)c(O)c1
InChIInChI=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
InChIKeyLDPLFHGGZNSKDS-FTBFGRRBSA-N
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
ChEBI Ontology
Outgoing Relation(s)
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
TheogallinKEGG COMPOUND
Manual XrefsDatabases
C10834KEGG COMPOUND
C00002676KNApSAcK
Registry NumbersSources
Beilstein:2226689Beilstein
Reaxys:3169213Reaxys
CAS:17365-11-6KEGG COMPOUND
Citations