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citric acid (CHEBI:30769)

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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:23322, CHEBI:3727, CHEBI:41523
Supplier Information
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Formula Source
C6H8O7 ChEBI
Net Charge 0
Average Mass 192.12350
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): fundamental metabolite
Any metabolite produced by all living cells.
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.
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.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
View more on the 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(1−) (CHEBI:35804)
Incoming 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-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)
rhizobactin 1021 (CHEBI:74252) has functional parent citric acid (CHEBI:30769)
Anaerocult™ (CHEBI:82659) has part 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 PDBeChem
Citric acid KEGG COMPOUND
citric acid UniProt
Citronensäure ChEBI
E330 ChEBI
H3cit IUPAC
Database Links Databases
C00007619 KNApSAcK
C00158 KEGG COMPOUND
CIT PDBeChem
CIT MetaCyc
Citric_Acid Wikipedia
D00037 KEGG DRUG
DB04272 DrugBank
HMDB00094 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 ChemIDplus
77-92-9 CAS Registry Number NIST Chemistry WebBook
782061 Beilstein Registry Number Beilstein
782061 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11762832 PubMed citation CiteXplore
11782123 PubMed citation CiteXplore
11857437 PubMed citation CiteXplore
14537820 PubMed citation CiteXplore
15311880 PubMed citation CiteXplore
15934243 PubMed citation CiteXplore
16232627 PubMed citation CiteXplore
17190852 PubMed citation CiteXplore
17357118 PubMed citation CiteXplore
17604395 PubMed citation CiteXplore
18298573 PubMed citation CiteXplore
18960216 PubMed citation CiteXplore
19288211 PubMed citation CiteXplore
22115968 PubMed citation CiteXplore
22192423 PubMed citation CiteXplore
22264346 PubMed citation CiteXplore
22373571 PubMed citation CiteXplore
22509852 PubMed citation CiteXplore
Last Modified
04 September 2014

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