CHEBI:50571 - 3-oxooctadecanoyl-CoA

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ChEBI Name 3-oxooctadecanoyl-CoA
ChEBI ID CHEBI:50571
Definition A 3-oxo-fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 3-oxooctadecanoic acid.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C39H68N7O18P3S
Net Charge 0
Average Mass 1047.98088
Monoisotopic Mass 1047.355
InChI InChI=1S/C39H68N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-27(47)22-30(49)68-21-20-41-29(48)18-19-42-37(52)34(51)39(2,3)24-61-67(58,59)64-66(56,57)60-23-28-33(63-65(53,54)55)32(50)38(62-28)46-26-45-31-35(40)43-25-44-36(31)46/h25-26,28,32-34,38,50-51H,4-24H2,1-3H3,(H,41,48)(H,42,52)(H,56,57)(H,58,59)(H2,40,43,44)(H2,53,54,55)/t28-,32-,33-,34+,38-/m1/s1
InChIKey LGOGWHDPDVAUNY-LFZQUHGESA-N
SMILES CCCCCCCCCCCCCCCC(=O)CC(=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
Saccharomyces cerevisiae (NCBI:4932) Source: yeast.sf.net See: PubMed
Escherichia coli (NCBI:562) See: PubMed
Homo sapiens (NCBI:9606) See: DOI
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.
Saccharomyces cerevisiae metabolite
Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 3-oxooctadecanoyl-CoA (CHEBI:50571) has functional parent 3-oxooctadecanoic acid (CHEBI:50576)
3-oxooctadecanoyl-CoA (CHEBI:50571) has functional parent coenzyme A (CHEBI:15346)
3-oxooctadecanoyl-CoA (CHEBI:50571) has role Escherichia coli metabolite (CHEBI:76971)
3-oxooctadecanoyl-CoA (CHEBI:50571) has role Saccharomyces cerevisiae metabolite (CHEBI:75772)
3-oxooctadecanoyl-CoA (CHEBI:50571) has role human metabolite (CHEBI:77746)
3-oxooctadecanoyl-CoA (CHEBI:50571) has role mouse metabolite (CHEBI:75771)
3-oxooctadecanoyl-CoA (CHEBI:50571) is a long-chain 3-oxo-fatty acyl-CoA (CHEBI:137599)
3-oxooctadecanoyl-CoA (CHEBI:50571) is conjugate acid of 3-oxooctadecanoyl-CoA(4−) (CHEBI:71407)
Incoming 3-oxooctadecanoyl-CoA(4−) (CHEBI:71407) is conjugate base of 3-oxooctadecanoyl-CoA (CHEBI:50571)
IUPAC Name
3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-{[3-oxo-3-({2-[(3-oxooctadecanoyl)sulfanyl]ethyl}amino)propyl]amino}butyl] dihydrogen diphosphate}
Synonyms Sources
3-Ketostearoyl-CoA KEGG COMPOUND
3-Oxooctadecanoyl-CoA KEGG COMPOUND
3-oxooctadecanoyl-coenzyme A ChEBI
3-oxostearoyl-CoA ChEBI
3-oxostearoyl-coenzyme A ChEBI
beta-Ketostearoyl-CoA KEGG COMPOUND
β-ketostearoyl-coenzyme A ChEBI
Database Links Databases
C16216 KEGG COMPOUND
CPD-10260 MetaCyc
HMDB06498 HMDB
View more database links
Citations Waiting for Citations Types Sources
2573353 PubMed citation Europe PMC
2692567 PubMed citation Europe PMC
30485 PubMed citation Europe PMC
3527064 PubMed citation Europe PMC
6404652 PubMed citation Europe PMC
Last Modified
04 July 2017
General Comment
2011-05-30 A metabolite intermediate in the microsomal fatty acid chain elongation system.