CHEBI:30778 - gallic acid

ChEBI IDCHEBI:30778
ChEBI Namegallic acid
Stars
DefinitionA trihydroxybenzoic acid in which the hydroxy groups are at positions 3, 4, and 5.
Secondary ChEBI IDsCHEBI:5268, CHEBI:24180
Last Modified26 October 2021
SubmitterKirill Degtyarenko
DownloadsMolfile
FormulaC7H6O5
Net Charge0
Average Mass170.120
Monoisotopic Mass170.02152
SMILESO=C(O)c1cc(O)c(O)c(O)c1
InChIInChI=1S/C7H6O5/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1-2,8-10H,(H,11,12)
InChIKeyLNTHITQWFMADLM-UHFFFAOYSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606)
urine (BTO:0001419) PubMed (17426744)
blood (UBERON:0000178) PubMed (19812218)
faeces (UBERON:0001988) PubMed (24010549)
Roles Classification
Chemical Roles:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
cyclooxygenase 2 inhibitor  A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 2.
human xenobiotic metabolite  Any human metabolite produced by metabolism of a xenobiotic compound in humans.
EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor  A lipoxygenase inhibitor that interferes with the action of arachidonate 15-lipoxygenase (EC 1.13.11.33).
Applications:
geroprotector  Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.
astringent  A compound that causes the contraction of body tissues, typically used to reduce bleeding from minor abrasions.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
gallic acid (CHEBI:30778) has role antineoplastic agent (CHEBI:35610)
gallic acid (CHEBI:30778) has role antioxidant (CHEBI:22586)
gallic acid (CHEBI:30778) has role apoptosis inducer (CHEBI:68495)
gallic acid (CHEBI:30778) has role astringent (CHEBI:74783)
gallic acid (CHEBI:30778) has role cyclooxygenase 2 inhibitor (CHEBI:50629)
gallic acid (CHEBI:30778) has role EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor (CHEBI:64996)
gallic acid (CHEBI:30778) has role geroprotector (CHEBI:176497)
gallic acid (CHEBI:30778) has role human xenobiotic metabolite (CHEBI:76967)
gallic acid (CHEBI:30778) has role plant metabolite (CHEBI:76924)
gallic acid (CHEBI:30778) is a trihydroxybenzoic acid (CHEBI:27115)
gallic acid (CHEBI:30778) is conjugate acid of gallate (CHEBI:16918)
Incoming Relation(s)
(+)-catechin-3-O-gallate (CHEBI:76132) has functional parent gallic acid (CHEBI:30778)
(+)-epicatechin-3-O-gallate (CHEBI:76126) has functional parent gallic acid (CHEBI:30778)
(+)-gallocatechin gallate (CHEBI:156284) has functional parent gallic acid (CHEBI:30778)
(−)-catechin-3-O-gallate (CHEBI:76131) has functional parent gallic acid (CHEBI:30778)
(−)-epicatechin-(4α→8)-(−)-epicatechin-3'-O-gallate (CHEBI:75660) has functional parent gallic acid (CHEBI:30778)
(−)-epicatechin-3-O-gallate (CHEBI:70255) has functional parent gallic acid (CHEBI:30778)
(−)-gallocatechin gallate (CHEBI:156271) has functional parent gallic acid (CHEBI:30778)
1,2,6-tris-O-galloyl-β-D-glucose (CHEBI:27395) has functional parent gallic acid (CHEBI:30778)
2-galloyl-D-glucose (CHEBI:136559) has functional parent gallic acid (CHEBI:30778)
3-O-methylgallic acid (CHEBI:28647) has functional parent gallic acid (CHEBI:30778)
5-galloylquercetin-3-O-α-L-arabinofuranoside (CHEBI:65942) has functional parent gallic acid (CHEBI:30778)
digallic acid (CHEBI:30814) has functional parent gallic acid (CHEBI:30778)
ellagic acid (CHEBI:4775) has functional parent gallic acid (CHEBI:30778)
eugeniin (CHEBI:4916) has functional parent gallic acid (CHEBI:30778)
gallate ester (CHEBI:37576) has functional parent gallic acid (CHEBI:30778)
gallotannin (CHEBI:24182) has functional parent gallic acid (CHEBI:30778)
galloyl α-D-glucose (CHEBI:49215) has functional parent gallic acid (CHEBI:30778)
galloyl β-D-glucose (CHEBI:24183) has functional parent gallic acid (CHEBI:30778)
procyanidin B1 3-O-gallate (CHEBI:75651) has functional parent gallic acid (CHEBI:30778)
procyanidin B1 3'-O-gallate (CHEBI:75653) has functional parent gallic acid (CHEBI:30778)
procyanidin B2 3-O-gallate (CHEBI:75652) has functional parent gallic acid (CHEBI:30778)
procyanidin B2 3'-O-gallate (CHEBI:75647) has functional parent gallic acid (CHEBI:30778)
procyanidin B3 3-O-gallate (CHEBI:75656) has functional parent gallic acid (CHEBI:30778)
procyanidin B3 3'-O-gallate (CHEBI:75662) has functional parent gallic acid (CHEBI:30778)
procyanidin B4 3-O-gallate (CHEBI:75663) has functional parent gallic acid (CHEBI:30778)
procyanidin B4 3'-O-gallate (CHEBI:75655) has functional parent gallic acid (CHEBI:30778)
syringic acid (CHEBI:68329) has functional parent gallic acid (CHEBI:30778)
tannic acid (CHEBI:75211) has functional parent gallic acid (CHEBI:30778)
theogallin (CHEBI:9522) has functional parent gallic acid (CHEBI:30778)
gallate (CHEBI:16918) is conjugate base of gallic acid (CHEBI:30778)
IUPAC Name 
3,4,5-trihydroxybenzoic acid
Synonyms  Source
Gallic acidKEGG COMPOUND
3,4,5-Trihydroxybenzoic acidKEGG COMPOUND
Pyrogallol-5-carboxylic acidKEGG COMPOUND
3,4,5-trihydroxybenzoic acidChEBI
Manual XrefsDatabases
C01424KEGG COMPOUND
Gallic_acidWikipedia
HMDB0005807HMDB
CPD-183MetaCyc
C00002647KNApSAcK
LSM-37191LINCS
Registry NumbersSources
Gmelin:27336Gmelin
Reaxys:2050274Reaxys
CAS:149-91-7KEGG COMPOUND
CAS:149-91-7ChemIDplus
CAS:149-91-7NIST Chemistry WebBook
Citations