CHEBI:4775 - ellagic acid

ChEBI IDCHEBI:4775
ChEBI Nameellagic acid
Stars
DefinitionAn organic heterotetracyclic compound resulting from the formal dimerisation of gallic acid by oxidative aromatic coupling with intramolecular lactonisation of both carboxylic acid groups of the resulting biaryl. It is found in many fruits and vegetables, including raspberries, strawberries, cranberries, and pomegranates.
Last Modified5 October 2021
DownloadsMolfile
FormulaC14H6O8
Net Charge0
Average Mass302.194
Monoisotopic Mass302.00627
SMILESO=c1oc2c(O)c(O)cc3c(=O)oc4c(O)c(O)cc1c4c23
InChIInChI=1S/C14H6O8/c15-5-1-3-7-8-4(14(20)22-11(7)9(5)17)2-6(16)10(18)12(8)21-13(3)19/h1-2,15-18H
InChIKeyAFSDNFLWKVMVRB-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Roles:
EC 1.14.18.1 (tyrosinase) inhibitor  Any EC 1.14.18.* (oxidoreductase acting on paired donors, miscellaneous compound as one donor, incorporating 1 atom of oxygen) inhibitor that interferes with the action of tyrosinase (monophenol monooxygenase), EC 1.14.18.1, an enzyme that catalyses the oxidation of phenols (such as tyrosine) and is widespread in plants and animals.
EC 2.7.4.6 (nucleoside-diphosphate kinase) inhibitor  Any EC 2.7.4.* (phosphotransferases with a phosphate group as acceptor) inhibitor that interferes with the action of nucleoside-diphosphate kinase (EC 2.7.4.6).
fungal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
EC 2.7.7.7 (DNA-directed DNA polymerase) inhibitor  A DNA polymerase inhibitor that interferes with the action of a DNA-directed DNA polymerase (EC 2.7.7.7).
food additive  Any substance which is added to food to preserve or enhance its flavour and/or appearance.
EC 2.5.1.18 (glutathione transferase) inhibitor  An EC 2.5.1.* (non-methyl-alkyl or aryl transferase) inhibitor that interferes with the action of a glutathione transferase (EC 2.5.1.18).
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
EC 2.7.1.127 (inositol-trisphosphate 3-kinase) inhibitor  Any EC 2.7.1.* (phosphotransferases with an alcohol group as acceptor) inhibitor that interferes with the action of inositol-trisphosphate 3-kinase (EC 2.7.1.127).
EC 2.7.1.151 (inositol-polyphosphate multikinase) inhibitor  Any EC 2.7.1.* (phosphotransferases with an alcohol group as acceptor) inhibitor that interferes with the action of inositol-polyphosphate multikinase (EC 2.7.1.151).
EC 2.4.1.1 (glycogen phosphorylase) inhibitor  Any EC 2.4.1.* (hexosyltransferase) inhibitor that interferes with the action of glycogen phosphorylase (EC 2.4.1.1).
EC 2.3.1.5 (arylamine N-acetyltransferase) inhibitor  An EC 2.3.1.* (acyltransferase transferring other than amino-acyl group) inhibitor that interferes with the action of arylamine N-acetyltransferase (EC 2.3.1.5).
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor  A topoisomerase inhibitor that inhibits DNA topoisomerase (ATP-hydrolysing), EC 5.99.1.3 (also known as topoisomerase II and as DNA gyrase), which catalyses ATP-dependent breakage of both strands of DNA, passage of the unbroken strands through the breaks, and rejoining of the broken strands.
EC 5.99.1.2 (DNA topoisomerase) inhibitor  A topoisomerase inhibitor that inhibits the bacterial enzymes of the DNA topoisomerases, Type I class (EC 5.99.1.2) that catalyze ATP-independent breakage of one of the two strands of DNA, passage of the unbroken strand through the break, and rejoining of the broken strand. These bacterial enzymes reduce the topological stress in the DNA structure by relaxing negatively, but not positively, supercoiled DNA.
Applications:
geroprotector  Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.
food additive  Any substance which is added to food to preserve or enhance its flavour and/or appearance.
skin lightening agent  Any cosmetic used to lighten the colour of skin by reducing the concentration of melanin.
ChEBI Ontology
Outgoing Relation(s)
ellagic acid (CHEBI:4775) has functional parent gallic acid (CHEBI:30778)
ellagic acid (CHEBI:4775) has role antioxidant (CHEBI:22586)
ellagic acid (CHEBI:4775) has role EC 1.14.18.1 (tyrosinase) inhibitor (CHEBI:59997)
ellagic acid (CHEBI:4775) has role EC 2.3.1.5 (arylamine N-acetyltransferase) inhibitor (CHEBI:84799)
ellagic acid (CHEBI:4775) has role EC 2.4.1.1 (glycogen phosphorylase) inhibitor (CHEBI:84800)
ellagic acid (CHEBI:4775) has role EC 2.5.1.18 (glutathione transferase) inhibitor (CHEBI:76797)
ellagic acid (CHEBI:4775) has role EC 2.7.1.127 (inositol-trisphosphate 3-kinase) inhibitor (CHEBI:84801)
ellagic acid (CHEBI:4775) has role EC 2.7.1.151 (inositol-polyphosphate multikinase) inhibitor (CHEBI:84802)
ellagic acid (CHEBI:4775) has role EC 2.7.4.6 (nucleoside-diphosphate kinase) inhibitor (CHEBI:84804)
ellagic acid (CHEBI:4775) has role EC 2.7.7.7 (DNA-directed DNA polymerase) inhibitor (CHEBI:131699)
ellagic acid (CHEBI:4775) has role EC 5.99.1.2 (DNA topoisomerase) inhibitor (CHEBI:50276)
ellagic acid (CHEBI:4775) has role EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor (CHEBI:50750)
ellagic acid (CHEBI:4775) has role food additive (CHEBI:64047)
ellagic acid (CHEBI:4775) has role fungal metabolite (CHEBI:76946)
ellagic acid (CHEBI:4775) has role geroprotector (CHEBI:176497)
ellagic acid (CHEBI:4775) has role plant metabolite (CHEBI:76924)
ellagic acid (CHEBI:4775) has role skin lightening agent (CHEBI:85046)
ellagic acid (CHEBI:4775) is a catechols (CHEBI:33566)
ellagic acid (CHEBI:4775) is a cyclic ketone (CHEBI:3992)
ellagic acid (CHEBI:4775) is a lactone (CHEBI:25000)
ellagic acid (CHEBI:4775) is a organic heterotetracyclic compound (CHEBI:38163)
ellagic acid (CHEBI:4775) is a polyphenol (CHEBI:26195)
ellagic acid (CHEBI:4775) is conjugate acid of ellagic acid(2−) (CHEBI:235343)
Incoming Relation(s)
ellagitannin (CHEBI:23909) has functional parent ellagic acid (CHEBI:4775)
ellagic acid(2−) (CHEBI:235343) is conjugate base of ellagic acid (CHEBI:4775)
IUPAC Name 
2,3,7,8-tetrahydroxychromeno[5,4,3-cde]chromene-5,10-dione
INNs  Source
ellagic acidWHO MedNet
acide ellagiqueWHO MedNet
acidum ellagicumWHO MedNet
ácido elágicoWHO MedNet
Synonyms  Source
Ellagic acidKEGG COMPOUND
EllagsäureChEBI
4,4',5,5',6,6'-hexahydroxydiphenic acid 2,6,2',6'-dilactonePDBeChem
benzoaric acidChemIDplus
LagistaseChemIDplus
2,3,7,8-tetrahydroxy[1]benzopyrano[5,4,3-cde][1]benzopyran-5,10-dioneChEBI
Manual XrefsDatabases
C10788KEGG COMPOUND
Ellagic_acidWikipedia
HMDB0002899HMDB
C00011153KNApSAcK
REFPDBeChem
CPD-17769MetaCyc
LSM-36455LINCS
4445149ChemSpider
DB08846DrugBank
FDB012575FooDB
Registry NumbersSources
Reaxys:47549Reaxys
CAS:476-66-4KEGG COMPOUND
CAS:476-66-4ChemIDplus
Citations