CHEBI:30769 - citric acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name citric acid
ChEBI ID CHEBI:30769
Definition A tricarboxylic acid that is propane-1,2,3-tricarboxylic acid bearing a hydroxy substituent at position 2. It is an important metabolite in the pathway of all aerobic organisms.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:41523, CHEBI:3727, CHEBI:23322
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Formula C6H8O7
Net Charge 0
Average Mass 192.123
Monoisotopic Mass 192.02700
InChI InChI=1S/C6H8O7/c7-3(8)1-6(13,5(11)12)2-4(9)10/h13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)
InChIKey KRKNYBCHXYNGOX-UHFFFAOYSA-N
SMILES OC(=O)CC(O)(CC(O)=O)C(O)=O
Roles Classification
Chemical Role(s): chelator
A ligand with two or more separate binding sites that can bind to a single metallic central atom, forming a chelate.
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): food acidity regulator
A food additive that is used to change or otherwise control the acidity or alkalinity of foods. They may be acids, bases, neutralising agents or buffering agents.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
fundamental metabolite
Any metabolite produced by all living cells.
Application(s): food acidity regulator
A food additive that is used to change or otherwise control the acidity or alkalinity of foods. They may be acids, bases, neutralising agents or buffering agents.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing citric acid (CHEBI:30769) has role antimicrobial agent (CHEBI:33281)
citric acid (CHEBI:30769) has role chelator (CHEBI:38161)
citric acid (CHEBI:30769) has role food acidity regulator (CHEBI:64049)
citric acid (CHEBI:30769) has role fundamental metabolite (CHEBI:78675)
citric acid (CHEBI:30769) is a tricarboxylic acid (CHEBI:27093)
citric acid (CHEBI:30769) is conjugate acid of citrate anion (CHEBI:133748)
citric acid (CHEBI:30769) is conjugate acid of citrate(1−) (CHEBI:35804)
Incoming β-citryl-Glu-Glu (CHEBI:90168) has functional parent citric acid (CHEBI:30769)
β-citrylglutamic acid (CHEBI:77065) has functional parent citric acid (CHEBI:30769)
(3S)-citryl-CoA (CHEBI:15459) has functional parent citric acid (CHEBI:30769)
2-[(L-alanin-3-ylcarbamoyl)methyl]-2-hydroxybutanedioate(2−) (CHEBI:142969) has functional parent citric acid (CHEBI:30769)
2-methylcitric acid (CHEBI:30835) has functional parent citric acid (CHEBI:30769)
Nα-citryl-Nε-acetyl-Nε-hydroxylysine (CHEBI:63801) has functional parent citric acid (CHEBI:30769)
iron(III) dicitrate(3−) (CHEBI:4991) has functional parent citric acid (CHEBI:30769)
rhizobactin 1021 (CHEBI:74252) has functional parent citric acid (CHEBI:30769)
schizokinen (CHEBI:84582) has functional parent citric acid (CHEBI:30769)
staphyloferrin A (CHEBI:84711) has functional parent citric acid (CHEBI:30769)
staphyloferrin B (CHEBI:134612) has functional parent citric acid (CHEBI:30769)
vibrioferrin (CHEBI:84585) has functional parent citric acid (CHEBI:30769)
Anaerocult™ (CHEBI:82659) has part citric acid (CHEBI:30769)
citrate anion (CHEBI:133748) is conjugate base of citric acid (CHEBI:30769)
citrate(1−) (CHEBI:35804) is conjugate base of citric acid (CHEBI:30769)
IUPAC Name
2-hydroxypropane-1,2,3-tricarboxylic acid
Synonyms Sources
2-Hydroxy-1,2,3-propanetricarboxylic acid KEGG COMPOUND
2-Hydroxytricarballylic acid KEGG COMPOUND
3-Carboxy-3-hydroxypentane-1,5-dioic acid HMDB
Citric acid KEGG COMPOUND
CITRIC ACID PDBeChem
Citronensäure ChEBI
E330 ChEBI
H3cit IUPAC
Manual Xrefs Databases
1359 BPDB
666 DrugCentral
C00007619 KNApSAcK
C00158 KEGG COMPOUND
CIT PDBeChem
CIT MetaCyc
Citric_Acid Wikipedia
D00037 KEGG DRUG
DB04272 DrugBank
HMDB0000094 HMDB
View more database links
Registry Numbers Types Sources
4240 Gmelin Registry Number Gmelin
77-92-9 CAS Registry Number KEGG COMPOUND
77-92-9 CAS Registry Number NIST Chemistry WebBook
77-92-9 CAS Registry Number ChemIDplus
782061 Beilstein Registry Number Beilstein
782061 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
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Last Modified
05 February 2021