CHEBI:28494 - cardiolipin

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ChEBI Name cardiolipin
ChEBI ID CHEBI:28494
Definition A phosphatidylglycerol composed of two molecules of phosphatidic acid covalently linked to a molecule of glycerol.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:41403, CHEBI:3411, CHEBI:23037
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Formula C13H18O17P2R4
Net Charge 0
Average Mass (excl. R groups) 508.21930
Monoisotopic Mass (excl. R groups) 508.002
SMILES OC(COP(O)(=O)OC[C@@H](COC([*])=O)OC([*])=O)COP(O)(=O)OC[C@@H](COC([*])=O)OC([*])=O
Metabolite of Species Details
Mus musculus (NCBI:10090) Source: BioModels - MODEL1507180067 See: PubMed
Escherichia coli (NCBI:562) See: PubMed
Homo sapiens (NCBI:9606) See: DOI
Roles Classification
Biological Role(s): Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
(via phosphatidylglycerol )
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
(via phosphatidylglycerol )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 phosphatidylglycerol (CHEBI:17517)
cardiolipin (CHEBI:28494) is conjugate acid of cardiolipin(2−) (CHEBI:62237)
Incoming acetyl cardiolipin (CHEBI:60353) has functional parent cardiolipin (CHEBI:28494)
dimethyl cardiolipin (CHEBI:60352) has functional parent cardiolipin (CHEBI:28494)
1,1ʼ,2-trilinoleoyl-2ʼ-oleoyl cardiolipin (CHEBI:84399) is a cardiolipin (CHEBI:28494)
1,1ʼ,2-trilinoleoyl-2ʼ-palmitoyl cardiolipin (CHEBI:84400) is a cardiolipin (CHEBI:28494)
12-aminolauroyl tripalmitoyl cardiolipin (CHEBI:74829) 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 Sources
1',3'-Bis(1,2-diacyl-sn-glycero-3-phospho)-sn-glycerol KEGG COMPOUND
Cardiolipin KEGG COMPOUND
CARDIOLIPIN PDBeChem
cardiolipins ChEBI
Diphosphatidylglycerol KEGG COMPOUND
DPG ChEBI
Database Links Databases
C05980 KEGG COMPOUND
Cardiolipin Wikipedia
CDN PDBeChem
DB03429 DrugBank
LMGP12010000 LIPID MAPS
View more database links
Citations Waiting for Citations Types Sources
10540156 PubMed citation Europe PMC
11339809 PubMed citation Europe PMC
16341241 PubMed citation Europe PMC
1694860 PubMed citation Europe PMC
17294083 PubMed citation Europe PMC
18515061 PubMed citation Europe PMC
18790112 PubMed citation Europe PMC
19303420 PubMed citation Europe PMC
19962311 PubMed citation Europe PMC
22819940 PubMed citation Europe PMC
2413066 PubMed citation Europe PMC
3196084 PubMed citation Europe PMC
Last Modified
06 April 2016
General Comment
2011-01-18 Cardiolipins have four acyl chains which are usually unsaturated, though the specific fatty acids vary depending on the organisms.