EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:16947 - citrate(3−)

ChEBI IDCHEBI:16947
ChEBI Namecitrate(3−)
Stars
ASCII Namecitrate(3-)
DefinitionA tricarboxylic acid trianion, obtained by deprotonation of the three carboxy groups of citric acid.
Secondary ChEBI IDsCHEBI:13999, CHEBI:23321, CHEBI:42563
Last Modified30 March 2022
DownloadsMolfile
FormulaC6H5O7
Net Charge-3
Average Mass189.099
Monoisotopic Mass189.00517
SMILESO=C([O-])CC(O)(CC(=O)[O-])C(=O)[O-]
InChIInChI=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)/p-3
InChIKeyKRKNYBCHXYNGOX-UHFFFAOYSA-K
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) - DOI (10.1038/nbt.2488)
Saccharomyces cerevisiae (ncbitaxon:4932) - PubMed (24678285) Source: yeast.sf.net
Roles Classification
Biological Role:
fundamental metabolite  Any metabolite produced by all living cells.
ChEBI Ontology
Outgoing Relation(s)
citrate(3−) (CHEBI:16947) has role fundamental metabolite (CHEBI:78675)
citrate(3−) (CHEBI:16947) is a citrate anion (CHEBI:133748)
citrate(3−) (CHEBI:16947) is a tricarboxylic acid trianion (CHEBI:27092)
citrate(3−) (CHEBI:16947) is conjugate acid of citrate(4−) (CHEBI:132362)
citrate(3−) (CHEBI:16947) is conjugate base of citrate(2−) (CHEBI:35808)
Incoming Relation(s)
N-citryl-spermidine zwitterion (CHEBI:149586) has functional parent citrate(3−) (CHEBI:16947)
bismuth citrate (CHEBI:157700) has part citrate(3−) (CHEBI:16947)
calcium citrate (CHEBI:190513) has part citrate(3−) (CHEBI:16947)
ferric ammonium citrate (CHEBI:31604) has part citrate(3−) (CHEBI:16947)
iron(III) citrate (CHEBI:144421) has part citrate(3−) (CHEBI:16947)
lithium citrate (anhydrous) (CHEBI:64735) has part citrate(3−) (CHEBI:16947)
potassium citrate (anhydrous) (CHEBI:64733) has part citrate(3−) (CHEBI:16947)
sodium citrate (CHEBI:53258) has part citrate(3−) (CHEBI:16947)
trimagnesium dicitrate (CHEBI:131391) has part citrate(3−) (CHEBI:16947)
citrate(2−) (CHEBI:35808) is conjugate acid of citrate(3−) (CHEBI:16947)
citrate(4−) (CHEBI:132362) is conjugate base of citrate(3−) (CHEBI:16947)
IUPAC Name 
2-hydroxypropane-1,2,3-tricarboxylate
Synonyms  Source
2-hydroxy-1,2,3-propanetricarboxylateChEBI
2-hydroxytricarballylateChEBI
citIUPAC
2-hydroxy-1,2,3-propanetricarboxylate(3−)ChemIDplus
2-hydroxy-1,2,3-propanetricarboxylic acid, ion(3−)ChemIDplus
CITRATE ANIONPDBeChem
UniProt Name  Source
citrateUniProt
Manual XrefsDatabases
C00158KEGG COMPOUND
FLCPDBeChem
Registry NumbersSources
Gmelin:4239Gmelin
Reaxys:1884707Reaxys
CAS:126-44-3ChemIDplus