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CHEBI:28494 - cardiolipin

ChEBI IDCHEBI:28494
ChEBI Namecardiolipin
Stars
DefinitionA phosphatidylglycerol composed of two molecules of phosphatidic acid covalently linked to a molecule of glycerol.
Secondary ChEBI IDsCHEBI:3411, CHEBI:23037, CHEBI:41403
Last Modified2 December 2020
DownloadsMolfile
FormulaC13H18O17P2R4
Net Charge0
Average Mass (excl. R groups)508.219
Monoisotopic Mass (excl. R groups)508.00192
SMILES[1*]C(=O)OC[C@H](COP(=O)(O)OCC(O)COP(=O)(O)OC[C@@H](COC([3*])=O)OC([4*])=O)OC([2*])=O
Wikipedia
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) - DOI (10.1038/nbt.2488)
Escherichia coli (ncbitaxon:562) - PubMed (21988831)
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
Roles Classification
Biological Roles:
Escherichia coli metabolite  Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
Escherichia coli metabolite  Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
ChEBI Ontology
Outgoing Relation(s)
cardiolipin (CHEBI:28494) has role Escherichia coli metabolite (CHEBI:76971)
cardiolipin (CHEBI:28494) has role human metabolite (CHEBI:77746)
cardiolipin (CHEBI:28494) has role mouse metabolite (CHEBI:75771)
cardiolipin (CHEBI:28494) is a glycerophosphoglycerophosphoglycerol (CHEBI:166988)
cardiolipin (CHEBI:28494) is a phosphatidylglycerol (CHEBI:17517)
cardiolipin (CHEBI:28494) is conjugate acid of cardiolipin(2−) (CHEBI:62237)
Incoming Relation(s)
acetyl cardiolipin (CHEBI:60353) has functional parent cardiolipin (CHEBI:28494)
dimethyl cardiolipin (CHEBI:60352) has functional parent cardiolipin (CHEBI:28494)
1-O,3-O-Bis(1-O,2-O-dioctanoyl-L-glycero-3-phospho)-L-glycerol (CHEBI:185267) is a cardiolipin (CHEBI:28494)
1,1',2-trilinoleoyl-2'-oleoyl cardiolipin (CHEBI:84399) is a cardiolipin (CHEBI:28494)
1,1',2-trilinoleoyl-2'-palmitoyl cardiolipin (CHEBI:84400) is a cardiolipin (CHEBI:28494)
1',3'-bis-[1-hexadecanoyl-2-(11Z-octadecenoyl)-sn-glycero-3-phospho]-sn-glycerol (CHEBI:137162) is a cardiolipin (CHEBI:28494)
12-aminolauroyl tripalmitoyl cardiolipin (CHEBI:74829) is a cardiolipin (CHEBI:28494)
cardiolipin (18:2/18:2/18:2/18:3) (CHEBI:134553) is a cardiolipin (CHEBI:28494)
cardiolipin (18:3/18:1/18:3/20:3) (CHEBI:134554) is a cardiolipin (CHEBI:28494)
cardiolipin (20:2/16:1/18:1/18:3) (CHEBI:134555) is a cardiolipin (CHEBI:28494)
cardiolipin 66:1 (CHEBI:167193) is a cardiolipin (CHEBI:28494)
cardiolipin 66:4 (CHEBI:166989) is a cardiolipin (CHEBI:28494)
cardiolipin 68:4 (CHEBI:166990) is a cardiolipin (CHEBI:28494)
cardiolipin 70:1 (CHEBI:167194) is a cardiolipin (CHEBI:28494)
cardiolipin 72:6 (CHEBI:166991) is a cardiolipin (CHEBI:28494)
CL(1'-[16:0/18:2(9Z,12Z)],3'-[16:0/16:0]) (CHEBI:186586) is a cardiolipin (CHEBI:28494)
CL(1'-[16:0/18:2(9Z,12Z)],3'-[16:0/18:1(9Z)]) (CHEBI:186580) is a cardiolipin (CHEBI:28494)
CL(1'-[16:0/18:2(9Z,12Z)],3'-[16:0/18:2(9Z,12Z)]) (CHEBI:186583) is a cardiolipin (CHEBI:28494)
CL(1'-[16:0/18:2(9Z,12Z)],3'-[20:0/16:0]) (CHEBI:186590) is a cardiolipin (CHEBI:28494)
CL(1'-[18:0/18:1(9Z)],3'-[16:0/18:1(9Z)]) (CHEBI:186592) is a cardiolipin (CHEBI:28494)
CL(1'-[18:0/18:2(9Z,12Z)],3'-[20:0/16:0]) (CHEBI:186595) is a cardiolipin (CHEBI:28494)
CL(1'-[18:1(9Z)/16:0],3'-[18:0/18:1(9Z)]) (CHEBI:186591) is a cardiolipin (CHEBI:28494)
CL(1'-[18:1(9Z)/18:1(9Z)],3'-[16:0/18:2(9Z,12Z)]) (CHEBI:186588) is a cardiolipin (CHEBI:28494)
CL(1'-[18:1(9Z)/18:1(9Z)],3'-[18:1(9Z)/18:0]) (CHEBI:186594) is a cardiolipin (CHEBI:28494)
CL(1'-[18:1(9Z)/20:4(5Z,8Z,11Z,14Z)],3'-[18:2(9Z,12Z)/18:0]) (CHEBI:186587) is a cardiolipin (CHEBI:28494)
CL(1'-[18:2(9Z,12Z)/16:0],3'-[18:2(9Z,12Z)/18:1(9Z)]) (CHEBI:186576) is a cardiolipin (CHEBI:28494)
CL(1'-[18:2(9Z,12Z)/18:0],3'-[18:1(9Z)/16:0]) (CHEBI:186585) is a cardiolipin (CHEBI:28494)
CL(1'-[18:2(9Z,12Z)/18:2(9Z,12Z)],3'-[18:1(9Z)/16:0]) (CHEBI:186584) is a cardiolipin (CHEBI:28494)
CL(1'-[20:4(5Z,8Z,11Z,14Z)/16:0],3'-[16:0/18:1(9Z)]) (CHEBI:186578) is a cardiolipin (CHEBI:28494)
CL(1'-[20:4(5Z,8Z,11Z,14Z)/18:0],3'-[18:1(9Z)/18:1(9Z)]) (CHEBI:186593) is a cardiolipin (CHEBI:28494)
CL(1'-[20:4(5Z,8Z,11Z,14Z)/20:0],3'-[18:0/16:0]) (CHEBI:186596) is a cardiolipin (CHEBI:28494)
CL(10:0/10:0/10:0/11:0) (CHEBI:231064) is a cardiolipin (CHEBI:28494)
CL(16:0/18:1(11Z)/18:0/18:0) (CHEBI:180833) is a cardiolipin (CHEBI:28494)
CL(70:9) (CHEBI:189612) is a cardiolipin (CHEBI:28494)
CL(8:0/10:0/10:0/11:0) (CHEBI:192194) is a cardiolipin (CHEBI:28494)
CL(8:0/8:0/11:0/14:0) (CHEBI:230907) is a cardiolipin (CHEBI:28494)
CL(8:0/8:0/8:0/15:0) (CHEBI:197127) is a cardiolipin (CHEBI:28494)
CL(i-13:0/i-24:0/i-13:0/18:2(9Z,11Z)) (CHEBI:192195) is a cardiolipin (CHEBI:28494)
reduced cardiolipin (CHEBI:60457) is a cardiolipin (CHEBI:28494)
tetrahexadec-9-enoyl cardiolipin (CHEBI:104873) is a cardiolipin (CHEBI:28494)
tetrahexadecanoyl cardiolipin (CHEBI:104586) is a cardiolipin (CHEBI:28494)
tetralinoleoyl cardiolipin (CHEBI:84398) is a cardiolipin (CHEBI:28494)
tetramyristoyl cardiolipin (CHEBI:62862) is a cardiolipin (CHEBI:28494)
tetraoctadec-11-enoyl cardiolipin (CHEBI:105685) is a cardiolipin (CHEBI:28494)
tetraoleyl cardiolipin (CHEBI:60356) is a cardiolipin (CHEBI:28494)
tetrastearoyl cardiolipin (CHEBI:62861) is a cardiolipin (CHEBI:28494)
cardiolipin(2−) (CHEBI:62237) is conjugate base of cardiolipin (CHEBI:28494)
IUPAC Name 
1',3'-bis(1,2-diacyl-sn-glycero-3-phospho)-sn-glycerol
Synonyms  Source
CardiolipinKEGG COMPOUND
DiphosphatidylglycerolKEGG COMPOUND
1',3'-Bis(1,2-diacyl-sn-glycero-3-phospho)-sn-glycerolKEGG COMPOUND
CARDIOLIPINPDBeChem
cardiolipinsChEBI
DPGChEBI
Manual XrefsDatabases
C05980KEGG COMPOUND
CDNPDBeChem
LMGP12010000LIPID MAPS
DB03429DrugBank
CardiolipinWikipedia
Citations