Compound
a cardiolipin
Acidic phospholipids composed of two molecules of phosphatidic acid covalently linked to a molecule of glycerol. They occur primarily in mitochondrial inner membranes and in bacterial plasma membranes. They are the main antigenic components of the Wassermann-type antigen that is used in nontreponemal syphilis serodiagnosis.
Structure
- Class
- Structural class, not a single molecule
- Formula
- C13H16O17P2R4
- Mass
- 506.204 g/mol
- Charge
- -2
- 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
- Look it up
- ChEBI
Identity from ChEBI. Not evidence.
What it touches on the way
Mechanistic reach
5 entities
5 entities reached.
0 reported hops5 assembled from the scaffold
- NME4ProteinUNIPROT:O00746transported byInferred only63 paths63 endpoints
- PLSCR3ProteinUNIPROT:Q9NRY6transported byInferred only42 paths42 endpoints
- PLD6ProteinUNIPROT:Q8N2A8substrate ofInferred only10 paths10 endpoints
- TAFAZZINProteinUNIPROT:Q16635substrate ofInferred only8 paths8 endpoints
- CRLS1ProteinUNIPROT:Q9UJA2substrate ofInferred only8 paths8 endpoints
What the reference databases state
Statements
6 statements
6 statements · 1 reference database · Subject: a cardiolipin · Sources: Rhea
- a cardiolipin is a substrate of ABHD18ProteinRhea RHEA:32935Inferred only
- a cardiolipin is a substrate of CRLS1ProteinRhea RHEA:32931Inferred only
- a cardiolipin is a substrate of PLD6ProteinRhea RHEA:44884Inferred only
- a cardiolipin is a substrate of TAFAZZINProteinRhea RHEA:33731Inferred only
- a cardiolipin is transported by NME4ProteinRhea RHEA:38695Inferred only
- a cardiolipin is transported by PLSCR3ProteinRhea RHEA:38695Inferred only
Reactions
21 reactions
L-alanine+L-arginine+L-asparagine+L-aspartate+CHEBI:1307929+a cholesterol ester+a cardiolipin+MAM01602c+L-cysteine+MAM01721n+MAM01722n+L-glutamate(1-)+L-glutamine+glycine+CHEBI:15971+L-isoleucine+L-leucine+MAM02392c+CHEBI:18019+L-methionine+L-phenylalanine+phosphatidic acid+1-phosphatidyl-1D-myo-inositol+CHEBI:17203+MAM02847c+L-seryl residue+a sphingomyelin+CHEBI:16857+L-tryptophan+CHEBI:17895+L-valine+MAM03161cMAM03970c
Reaction pageBlockedBalance undeterminablecytosol, endoplasmic reticulum, nucleus
Human-GEM MAR00021CC BY 4.0Reference data
MAM01426c+MAM02715ca cardiolipin+cytidine 5'-monophosphate+proton
Reaction pageLeft to rightBalance undeterminableEC 2.3.1.21cytosol
Human-GEM MAR00129CC BY 4.0Reference data
MAM01426m+MAM02715ma cardiolipin+cytidine 5'-monophosphate+proton
Catalysed by CRLS1
Reaction pageLeft to rightBalance undeterminableEC 2.7.8.-mitochondrial matrix
Human-GEM MAR00586CC BY 4.0Reference data
Reaction pageReversibleBalance undeterminablecytosol, mitochondrial matrix
Human-GEM MAR00587CC BY 4.0Reference data
0.505626L-alanine+0.35926L-arginine+0.279425L-asparagine+0.352607L-aspartate+20.704451ATP+0.020401CHEBI:1307929+0.011658a cardiolipin+0.039036CHEBI:17677+0.046571L-cysteine+0.013183CHEBI:16284+0.009442dCTP+0.009898CHEBI:16497+0.013091dTTP+0.275194D-glucopyranose 6-phosphate+0.385872L-glutamate(1-)+0.325996L-glutamine+0.538891glycine+0.036117GTP+20.650823water+0.126406CHEBI:15971+0.286078L-isoleucine+0.545544L-leucine+0.592114CHEBI:18019+0.153018L-methionine+0.1544631,2-diacyl-sn-glycero-3-phosphocholine(1+)+0.055374phosphatidylethanolamine+0.002914MAM02715c+0.259466L-phenylalanine+0.0233151-phosphatidyl-1D-myo-inositol+0.412484CHEBI:17203+0.005829phosphatidyl-L-serine+0.392525L-seryl residue+0.017486a sphingomyelin+0.31269CHEBI:16857+0.013306L-tryptophan+0.159671CHEBI:17895+0.053446UTP+0.352607L-valine20.650823ADP+20.650823proton+20.650823phosphate(3-)+MAM03970c
Reaction pageBlockedBalance undeterminablecytosol, nucleus
Human-GEM MAR04413CC BY 4.0Reference data
0.50563L-alanine+0.35926L-arginine+0.27942L-asparagine+0.35261L-aspartate+20.7045ATP+0.020401CHEBI:1307929+0.011658a cardiolipin+0.039036CHEBI:17677+0.046571L-cysteine+0.27519D-glucopyranose 6-phosphate+0.38587L-glutamate(1-)+0.326L-glutamine+0.53889glycine+0.036117GTP+20.6508water+0.12641CHEBI:15971+0.28608L-isoleucine+0.54554L-leucine+0.59211CHEBI:18019+0.15302L-methionine+0.154461,2-diacyl-sn-glycero-3-phosphocholine(1+)+0.055374phosphatidylethanolamine+0.002914MAM02715c+0.25947L-phenylalanine+0.0233151-phosphatidyl-1D-myo-inositol+0.41248CHEBI:17203+0.005829phosphatidyl-L-serine+0.39253L-seryl residue+0.017486a sphingomyelin+0.31269CHEBI:16857+0.013306L-tryptophan+0.15967CHEBI:17895+0.053446UTP+0.35261L-valine20.6508ADP+20.6508proton+20.6508phosphate(3-)+MAM03970c
Reaction pageBlockedBalance undeterminablecytosol
Human-GEM MAR09931CC BY 4.0Reference data
20.7045ATP+0.020401CHEBI:1307929+0.011658a cardiolipin+0.27519D-glucopyranose 6-phosphate+20.6508water+0.154461,2-diacyl-sn-glycero-3-phosphocholine(1+)+0.055374phosphatidylethanolamine+0.002914MAM02715c+0.0233151-phosphatidyl-1D-myo-inositol+0.005829phosphatidyl-L-serine+0.017486a sphingomyelin20.6508ADP+20.6508proton+20.6508phosphate(3-)+MAM03970c
Reaction pageBlockedBalance undeterminablecytosol
Human-GEM MAR09932CC BY 4.0Reference data
0.1155CHEBI:1307929+0.0115a cholesterol ester+0.0205a cardiolipin+0.50291,2-diacyl-sn-glycero-3-phosphocholine(1+)+0.1905phosphatidylethanolamine+0.0096MAM02715c+0.06921-phosphatidyl-1D-myo-inositol+0.019phosphatidyl-L-serine+0.0613a sphingomyelinMAM10014c
Reaction pageLeft to rightBalance undeterminablecytosol
Human-GEM MAR10063CC BY 4.0Reference data
0.0031466a 1,2-diacyl-sn-glycerol+0.00126421-O-acyl-sn-glycero-3-phosphocholine(1+)+0.11871L-alanine+0.0009274L-arginine+0.012056L-asparagine+0.69277L-aspartate+0.0082708CHEBI:1307929+0.0065713a cholesterol ester+0.00057356a cardiolipin+0.001MAM01602c+0.0012056L-cysteine+0.007581MAM01721n+0.16786L-glutamate(1-)+0.19104L-glutamine+0.13911glycine+0.028749CHEBI:15971+0.0037096L-isoleucine+0.011129L-leucine+0.009274CHEBI:18019+0.0018548L-methionine+0.0171711,2-diacyl-sn-glycero-3-phosphocholine(1+)+0.020051phosphatidylethanolamine+0.0037096L-phenylalanine+0.016414phosphatidic acid+0.00309721-phosphatidyl-1D-myo-inositol+0.017992CHEBI:17203+0.005891phosphatidyl-L-serine+0.0308145MAM02847c+0.037096L-seryl residue+0.0024143a sphingomyelin+0.027482a triacylglycerol+0.020403CHEBI:16857+0.0009274L-tryptophan+0.0055644CHEBI:17895+0.012056L-valine+0.26551MAM03161c+0.00386011-acyl-sn-glycerol 3-phosphateMAM03970c
Reaction pageBlockedBalance undeterminableEC 2.5.1.18cytosol, endoplasmic reticulum, nucleus
Human-GEM MAR12140CC BY 4.0Reference data
2a 1,2-diacyl-sn-glycero-3-phospho-(1'-sn-glycerol)a cardiolipin+glycerol
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:31451CC BY 4.0Reference data
a CDP-1,2-diacyl-sn-glycerol+a 1,2-diacyl-sn-glycero-3-phospho-(1'-sn-glycerol)a cardiolipin+CMP+hydron
Catalysed by CRLS1
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:32931CC BY 4.0Reference data
a cardiolipin+water1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl-sn-glycero-3-phospho]-glycerol+a fatty acid+hydron
Catalysed by ABHD18
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:32935CC BY 4.0Reference data
On the label
Labelled products
1 product
Source: NIH DSLD · Ingredient: a cardiolipin · 1 product · Declared amount per serving: Not stated
0 labels state an amount1 does not
- Systemic FormulasVista One LQ Membrane Regenerationamount not statedper 0.5 Dropper(s)DSLD:22450
Label record: NIH Office of Dietary Supplements · CC0
Where it reaches
10 systems, 24 regions, 92 tissues, 97 transporter routes — routes, not measurements: transporters known to carry a cardiolipin are expressed there, and no source reports it arriving.
Loading the model…
Other names
12 names
Resolves to: a cardiolipin
- Also called
- 1',3'-bis(1,2-diacyl-sn-glycero-3-phospho)-sn-glycerol (2-)1',3'-bis(1,2-diacyl-sn-glycero-3-phospho)-sn-glycerol (2−)1',3'-bis(1,2-diacyl-sn-glycero-3-phospho)-sn-glycerol(2-)1',3'-bis(1,2-diacyl-sn-glycero-3-phospho)-sn-glycerol(2−)a diphosphatidylglycerol (2-)a diphosphatidylglycerol (2−)a diphosphatidylglycerol(2-)a diphosphatidylglycerol(2−)CardiolipinCLdiphosphatidylglycerol(2-)diphosphatidylglycerol(2−)