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
Supplier Information ZINC000008215691
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Wikipedia License
UDP-glucuronic acid is a sugar used in the creation of polysaccharides and is an intermediate in the biosynthesis of ascorbic acid (except in primates and guinea pigs). It also participates in the heme degradation process of human. It is made from UDP-glucose by UDP-glucose 6-dehydrogenase (EC 1.1.1.22) using NAD+ as a cofactor. It is the source of the glucuronosyl group in glucuronosyltransferase reactions.
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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.
calcium chelator
A chelator that is any compound containing a ligand (typically organic) which is able to form a bond to a central calcium atom at two or more points.
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.
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ChEBI Ontology
Outgoing citric acid (CHEBI:30769) has role antimicrobial agent (CHEBI:33281)
citric acid (CHEBI:30769) has role calcium chelator (CHEBI:232436)
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 Reaxys Registry Number Reaxys
Citations Types Sources
11762832 PubMed citation Europe PMC
11782123 PubMed citation Europe PMC
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19288211 PubMed citation Europe PMC
22115968 PubMed citation Europe PMC
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22509852 PubMed citation Europe PMC
Last Modified
31 October 2024