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:
cyclooxygenase 2 inhibitor  A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 2.
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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).
human xenobiotic metabolite  Any human metabolite produced by metabolism of a xenobiotic compound in humans.
Applications:
astringent  A compound that causes the contraction of body tissues, typically used to reduce bleeding from minor abrasions.
geroprotector  Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.
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