CHEBI:4775 - ellagic acid

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ChEBI Name ellagic acid
ChEBI ID CHEBI:4775
Definition An 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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C14H6O8
Net Charge 0
Average Mass 302.194
Monoisotopic Mass 302.00627
InChI InChI=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
InChIKey AFSDNFLWKVMVRB-UHFFFAOYSA-N
SMILES OC1=CC2=C3C(OC(=O)C4=C3C(OC2=O)=C(O)C(O)=C4)=C1O
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Role(s): 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 2.3.1.5 (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 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 2.5.1.18 (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).
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 2.7.4.6 (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).
food additive
Any substance which is added to food to preserve or enhance its flavour and/or appearance.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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.
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 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).
fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
Application(s): 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.
geroprotector
Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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)
Incoming ellagitannin (CHEBI:23909) has functional parent ellagic acid (CHEBI:4775)
IUPAC Name
2,3,7,8-tetrahydroxychromeno[5,4,3-cde]chromene-5,10-dione
INNs Sources
acide ellagique WHO MedNet
ácido elágico WHO MedNet
acidum ellagicum WHO MedNet
ellagic acid WHO MedNet
Synonyms Sources
2,3,7,8-tetrahydroxy[1]benzopyrano[5,4,3-cde][1]benzopyran-5,10-dione ChEBI
4,4',5,5',6,6'-hexahydroxydiphenic acid 2,6,2',6'-dilactone PDBeChem
benzoaric acid ChemIDplus
Ellagic acid KEGG COMPOUND
Ellagsäure ChEBI
Lagistase ChemIDplus
Manual Xrefs Databases
4445149 ChemSpider
C00011153 KNApSAcK
C10788 KEGG COMPOUND
CPD-17769 MetaCyc
DB08846 DrugBank
Ellagic_acid Wikipedia
FDB012575 FooDB
HMDB0002899 HMDB
LSM-36455 LINCS
REF PDBeChem
View more database links
Registry Numbers Types Sources
47549 Reaxys Registry Number Reaxys
47549 Beilstein Registry Number Beilstein
476-66-4 CAS Registry Number ChemIDplus
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Last Modified
05 October 2021