Compound
O-hexadecanoyl-(R)-carnitine
A long-chain fatty acid ester of carnitine which facilitates the transfer of long-chain fatty acids from cytoplasm into mitochondria during the oxidation of fatty acids.
Structure
No three-dimensional record for this entry.
- Class
- Organic compound
- Formula
- C23H45NO4
- Mass
- 399.616 g/mol
- Charge
- 0
- InChIKey
- XOMRRQXKHMYMOC-OAQYLSRUSA-N
- SMILES
- CCCCCCCCCCCCCCCC(=O)O[C@H](CC(=O)[O-])C[N+](C)(C)C
- Look it up
- ChEBIBy InChIKey
Identity from ChEBI. Not evidence.
What it touches on the way
Mechanistic reach
9 entities
9 entities reached.
0 reported hops9 assembled from the scaffold
- CPT1AProteinUNIPROT:P50416substrate ofInferred only84 paths28 endpoints
- CPT2ProteinUNIPROT:P23786substrate ofInferred only45 paths15 endpoints
- CRATProteinUNIPROT:P43155substrate ofInferred only22 paths11 endpoints
- CPT1BProteinUNIPROT:Q92523substrate ofInferred only16 paths8 endpoints
- SLC25A20ProteinUNIPROT:O43772transported byInferred only10 paths5 endpoints
- SLC22A5ProteinUNIPROT:O76082transported byInferred only10 paths5 endpoints
- SLC22A4ProteinUNIPROT:Q9H015transported byInferred only5 paths5 endpoints
- CPT1CProteinUNIPROT:Q8TCG5substrate ofInferred only4 paths4 endpoints
- SLC22A1ProteinUNIPROT:O15245transported byInferred only3 paths3 endpoints
What the reference databases state
Chemical structure
- O-hexadecanoyl-(R)-carnitine has the functional parent hexadecanoic acidCompoundChEBI CHEBI:17490Inferred only
Statements
17 statements
17 statements · 2 reference databases · Subject: O-hexadecanoyl-(R)-carnitine · Sources: Human-GEM, Rhea
- O-hexadecanoyl-(R)-carnitine is a substrate of CPT1AProteinHuman-GEM MAR02626Inferred only
- O-hexadecanoyl-(R)-carnitine is a substrate of CPT1AProteinHuman-GEM MAR02121Inferred only
- O-hexadecanoyl-(R)-carnitine is a substrate of CPT1AProteinRhea RHEA:12661Inferred only
- O-hexadecanoyl-(R)-carnitine is a substrate of CPT1BProteinRhea RHEA:12661Inferred only
- O-hexadecanoyl-(R)-carnitine is a substrate of CPT1BProteinHuman-GEM MAR02626Inferred only
- O-hexadecanoyl-(R)-carnitine is a substrate of CPT1CProteinHuman-GEM MAR02626Inferred only
- O-hexadecanoyl-(R)-carnitine is a substrate of CPT2ProteinRhea RHEA:12661Inferred only
- O-hexadecanoyl-(R)-carnitine is a substrate of CPT2ProteinHuman-GEM MAR02121Inferred only
- O-hexadecanoyl-(R)-carnitine is a substrate of CPT2ProteinHuman-GEM MAR02630Inferred only
- O-hexadecanoyl-(R)-carnitine is a substrate of CRATProteinHuman-GEM MAR02803Inferred only
- O-hexadecanoyl-(R)-carnitine is a substrate of CRATProteinHuman-GEM MAR02630Inferred only
- O-hexadecanoyl-(R)-carnitine is transported by SLC22A1ProteinHuman-GEM MAR02629Inferred only
Show the remaining 5
- O-hexadecanoyl-(R)-carnitine is transported by SLC22A4ProteinHuman-GEM MAR02629Inferred only
- O-hexadecanoyl-(R)-carnitine is transported by SLC22A5ProteinHuman-GEM MAR09917Inferred only
- O-hexadecanoyl-(R)-carnitine is transported by SLC22A5ProteinHuman-GEM MAR02801Inferred only
- O-hexadecanoyl-(R)-carnitine is transported by SLC25A20ProteinHuman-GEM MAR00102Inferred only
- O-hexadecanoyl-(R)-carnitine is transported by SLC25A20ProteinHuman-GEM MAR02629Inferred only
Reactions
13 reactions
O-hexadecanoyl-(R)-carnitineO-hexadecanoyl-(R)-carnitine
Transported by SLC25A20
Reaction pageReversibleBalancedGO:0005829, GO:0005759
Human-GEM MAR00102CC BY 4.0Reference data
(S)-carnitine+palmitoyl-CoACHEBI:1146900+O-hexadecanoyl-(R)-carnitine
Reaction pageReversibleBalancedEC 2.3.1.21GO:0005777
Human-GEM MAR02121CC BY 4.0Reference data
(S)-carnitine+O-hexadecanoyl-(R)-carnitine(S)-carnitine+O-hexadecanoyl-(R)-carnitine
Reaction pageReversibleBalancedGO:0005829, GO:0005777
Human-GEM MAR02278CC BY 4.0Reference data
CHEBI:1146900+O-hexadecanoyl-(R)-carnitine(S)-carnitine+palmitoyl-CoA
Catalysed by CPT1A or CPT1C or CPT1B
Reaction pageReversibleBalancedEC 2.3.1.21GO:0005829
Human-GEM MAR02626CC BY 4.0Reference data
(S)-carnitine+O-hexadecanoyl-(R)-carnitine(S)-carnitine+O-hexadecanoyl-(R)-carnitine
Transported by SLC22A1 or SLC25A20 or SLC22A4
Reaction pageReversibleBalancedGO:0005829, GO:0005759
Human-GEM MAR02629CC BY 4.0Reference data
CHEBI:1146900+O-hexadecanoyl-(R)-carnitine(S)-carnitine+palmitoyl-CoA
Reaction pageReversibleBalancedEC 2.3.1.7GO:0005759
Human-GEM MAR02630CC BY 4.0Reference data
(S)-carnitine+O-hexadecanoyl-(R)-carnitine(S)-carnitine+O-hexadecanoyl-(R)-carnitine
Transported by SLC22A5
Reaction pageReversibleBalancedGO:0005829, GO:0005783
Human-GEM MAR02801CC BY 4.0Reference data
CHEBI:1146900+O-hexadecanoyl-(R)-carnitine(S)-carnitine+palmitoyl-CoA
Catalysed by CRAT
Reaction pageReversibleBalancedEC 2.3.1.7GO:0005783
Human-GEM MAR02803CC BY 4.0Reference data
O-hexadecanoyl-(R)-carnitine+sodium(1+)O-hexadecanoyl-(R)-carnitine+sodium(1+)
Transported by SLC22A5
Reaction pageLeft to rightBalancedGO:0005829, GO:0005615
Human-GEM MAR09917CC BY 4.0Reference data
Reaction pageReversibleBalance undeterminableGO:0005615
Human-GEM MAR09925CC BY 4.0Reference data
O-hexadecanoyl-(R)-carnitineO-hexadecanoyl-(R)-carnitine
Reaction pageReversibleBalancedGO:0005615, GO:0005829
Human-GEM MAR11276CC BY 4.0Reference data
(R)-carnitine+hexadecanoyl-CoAO-hexadecanoyl-(R)-carnitine+coenzyme A(4-)
Catalysed by CPT2 or CPT1A or CPT1B
Reaction pageReversibleBalance undeterminable
Rhea RHEA:12661CC BY 4.0Reference data
Where it reaches
3 systems, 4 regions, 7 tissues, 7 transporter routes — routes, not measurements: transporters known to carry O-hexadecanoyl-(R)-carnitine are expressed there, and no source reports it arriving.
Loading the model…
Other names
12 names
Resolves to: O-hexadecanoyl-(R)-carnitine
- Also called
- (3R)-3-(hexadecanoyloxy)-4-(trimethylazaniumyl)butanoate(3R)-3-palmitoyloxy-4-(trimethylammonio)butanoateCAR 16:0Hexadecanoyl-L-carnitinehexadecanoylcarnitineHexadecenoyl carnitineL-Carnitine palmitoyl esterL-PalmitoylcarnitineO-hexadecanoyl-R-carnitinePalmitoyl-L-carnitinePalmitoylcarnitine
- Systematic name
- (3R)-3-hexadecanoyloxy-4-(trimethylammonio)butanoate