CHEBI:15521 - lauroyl-CoA

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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
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Formula C33H58N7O17P3S
Net Charge 0
Average Mass 949.840
Monoisotopic Mass 949.28228
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)N1C=NC2=C1N=CN=C2N
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Brassica napus (NCBI:txid3708) From MetaboLights See: MetaboLights Study
Escherichia coli (NCBI:txid562) 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
Manual Xrefs Databases
145018 ChemSpider
C01832 KEGG COMPOUND
c0567 UM-BBD
DB03264 DrugBank
DCC PDBeChem
FDB023198 FooDB
HMDB0003571 HMDB
LMFA07050340 LIPID MAPS
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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
10652339 PubMed citation Europe PMC
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Last Modified
09 June 2021