CHEBI:15521 - lauroyl-CoA

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name lauroyl-CoA
ChEBI ID CHEBI:15521
Definition A medium-chain fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of lauric (dodecanoic) acid.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:14188, CHEBI:41874, CHEBI:6392, CHEBI:14501, CHEBI:25014
Supplier Information
Download Molfile XML SDF
Formula C33H58N7O17P3S
Net Charge 0
Average Mass 949.83788
Monoisotopic Mass 949.282
InChI InChI=1S/C33H58N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-24(42)61-17-16-35-23(41)14-15-36-31(45)28(44)33(2,3)19-54-60(51,52)57-59(49,50)53-18-22-27(56-58(46,47)48)26(43)32(55-22)40-21-39-25-29(34)37-20-38-30(25)40/h20-22,26-28,32,43-44H,4-19H2,1-3H3,(H,35,41)(H,36,45)(H,49,50)(H,51,52)(H2,34,37,38)(H2,46,47,48)/t22-,26-,27-,28+,32-/m1/s1
InChIKey YMCXGHLSVALICC-GMHMEAMDSA-N
SMILES CCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12
Metabolite of Species Details
Mus musculus (NCBI:10090) Source: BioModels - MODEL1507180067 See: PubMed
Escherichia coli (NCBI:562) See: PubMed
Roles Classification
Chemical Role(s): acyl donor
Any donor that can transfer acyl groups between molecular entities.
(via acyl-CoA )
Biological Role(s): 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).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing lauroyl-CoA (CHEBI:15521) has functional parent dodecanoic acid (CHEBI:30805)
lauroyl-CoA (CHEBI:15521) has role Escherichia coli metabolite (CHEBI:76971)
lauroyl-CoA (CHEBI:15521) has role mouse metabolite (CHEBI:75771)
lauroyl-CoA (CHEBI:15521) is a medium-chain fatty acyl-CoA (CHEBI:61907)
lauroyl-CoA (CHEBI:15521) is conjugate acid of lauroyl-CoA(4−) (CHEBI:57375)
Incoming (S)-3-hydroxylauroyl-CoA (CHEBI:27668) has functional parent lauroyl-CoA (CHEBI:15521)
3-oxolauroyl-CoA (CHEBI:27868) has functional parent lauroyl-CoA (CHEBI:15521)
lauroyl-CoA(4−) (CHEBI:57375) is conjugate base of lauroyl-CoA (CHEBI:15521)
IUPAC Name
3'-phosphoadenosine 5'-(3-{(3R)-4-[(3-{[2-(dodecanoylsulfanyl)ethyl]amino}-3-oxopropyl)amino]-3-hydroxy-2,2-dimethyl-4-oxobutyl} dihydrogen diphosphate)
Synonyms Sources
C12:0-CoA ChEBI
coenzyme A, S-dodecanoate ChemIDplus
Dodecanoyl-CoA KEGG COMPOUND
dodecanoyl-coenzyme A ChEBI
Lauroyl coenzyme A KEGG COMPOUND
Lauroyl-CoA KEGG COMPOUND
Lauroyl-coenzyme A ChemIDplus
Database Links Databases
C01832 KEGG COMPOUND
c0567 UM-BBD
DB03264 DrugBank
HMDB0003571 HMDB
View more database links
Registry Numbers Types Sources
6244-92-4 CAS Registry Number KEGG COMPOUND
6244-92-4 CAS Registry Number ChemIDplus
8033507 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
15713483 PubMed citation Europe PMC
15849423 PubMed citation Europe PMC
16665518 PubMed citation Europe PMC
3778940 PubMed citation Europe PMC
627552 PubMed citation Europe PMC
7551821 PubMed citation Europe PMC
Last Modified
27 January 2016