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CHEBI:15521 - lauroyl-CoA

ChEBI IDCHEBI:15521
ChEBI Namelauroyl-CoA
Stars
DefinitionA 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.
Secondary ChEBI IDsCHEBI:6392, CHEBI:14188, CHEBI:14501, CHEBI:25014, CHEBI:41874
Last Modified7 June 2024
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC33H58N7O17P3S
Net Charge0
Average Mass949.848
Monoisotopic Mass949.28227
SMILESCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)(O)OP(=O)(O)OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)(O)O
InChIInChI=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
InChIKeyYMCXGHLSVALICC-GMHMEAMDSA-N
Species of MetaboliteComponentSourceComments
Escherichia coli (ncbitaxon:562) - PubMed (21988831)
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
Brassica napus (ncbitaxon:3708) - MetaboLights (MTBLS312) From MetaboLights
Roles Classification
Chemical Role:
acyl donor  Any donor that can transfer acyl groups between molecular entities.
Biological Roles:
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).
ChEBI Ontology
Outgoing Relation(s)
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 a saturated fatty acyl-CoA (CHEBI:231546)
lauroyl-CoA (CHEBI:15521) is conjugate acid of lauroyl-CoA(4−) (CHEBI:57375)
Incoming Relation(s)
(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  Source
Lauroyl-CoAKEGG COMPOUND
Lauroyl coenzyme AKEGG COMPOUND
Dodecanoyl-CoAKEGG COMPOUND
Lauroyl-coenzyme AChemIDplus
coenzyme A, S-dodecanoateChemIDplus
C12:0-CoAChEBI
Manual XrefsDatabases
C01832KEGG COMPOUND
c0567UM-BBD
DCCPDBeChem
HMDB0003571HMDB
DB03264DrugBank
LMFA07050340LIPID MAPS
FDB023198FooDB
145018ChemSpider
Registry NumbersSources
Reaxys:8033507Reaxys
CAS:6244-92-4KEGG COMPOUND
CAS:6244-92-4ChemIDplus
Citations