CHEBI:27648 - 3-oxohexanoyl-CoA

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 3-oxohexanoyl-CoA
ChEBI ID CHEBI:27648
Definition An oxo-fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxylic acid group of 3-oxohexanoic acid.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:1641, CHEBI:20172
Supplier Information No supplier information found for this compound.
Download Molfile XML SDF
Formula C27H44N7O18P3S
Net Charge 0
Average Mass 879.66192
Monoisotopic Mass 879.16764
InChI InChI=1S/C27H44N7O18P3S/c1-4-5-15(35)10-18(37)56-9-8-29-17(36)6-7-30-25(40)22(39)27(2,3)12-49-55(46,47)52-54(44,45)48-11-16-21(51-53(41,42)43)20(38)26(50-16)34-14-33-19-23(28)31-13-32-24(19)34/h13-14,16,20-22,26,38-39H,4-12H2,1-3H3,(H,29,36)(H,30,40)(H,44,45)(H,46,47)(H2,28,31,32)(H2,41,42,43)/t16-,20-,21-,22+,26-/m1/s1
InChIKey NFOYYXQAVVYWKV-HDRQGHTBSA-N
SMILES CCCC(=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:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Escherichia coli (NCBI:txid562) See: PubMed
Homo sapiens (NCBI:txid9606) 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.
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-oxohexanoyl-CoA (CHEBI:27648) has functional parent 3-oxohexanoic acid (CHEBI:28422)
3-oxohexanoyl-CoA (CHEBI:27648) has functional parent hexanoyl-CoA (CHEBI:27540)
3-oxohexanoyl-CoA (CHEBI:27648) has role Escherichia coli metabolite (CHEBI:76971)
3-oxohexanoyl-CoA (CHEBI:27648) has role human metabolite (CHEBI:77746)
3-oxohexanoyl-CoA (CHEBI:27648) has role mouse metabolite (CHEBI:75771)
3-oxohexanoyl-CoA (CHEBI:27648) is a 3-oxo-fatty acyl-CoA (CHEBI:15489)
3-oxohexanoyl-CoA (CHEBI:27648) is conjugate acid of 3-oxohexanoyl-CoA(4−) (CHEBI:62418)
Incoming 3-oxohexanoyl-CoA(4−) (CHEBI:62418) is conjugate base of 3-oxohexanoyl-CoA (CHEBI:27648)
IUPAC Name
3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-{[3-oxo-3-({2-[(3-oxohexanoyl)sulfanyl]ethyl}amino)propyl]amino}butyl] dihydrogen diphosphate}
Synonyms Sources
3-Ketohexanoyl-CoA KEGG COMPOUND
3-Ketohexanoyl-coenzyme A ChemIDplus
3-Oxohexanoyl-CoA KEGG COMPOUND
3-oxohexanoyl-coenzyme A ChEBI
adenosine 3'-phosphoric acid 5'-[diphosphoric acid P2-[2,2-dimethyl-3-hydroxy-3-[[2-[[2-(3-oxohexanoylthio)ethyl]aminocarbonyl]ethyl]aminocarbonyl]propyl]] ester ChEBI
Coenzyme A, S-(3-oxohexanoate) ChemIDplus
Manual Xrefs Databases
C05269 KEGG COMPOUND
HMDB0003943 HMDB
View more database links
Registry Numbers Types Sources
19774-86-8 CAS Registry Number KEGG COMPOUND
19774-86-8 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
1550553 PubMed citation Europe PMC
344310 PubMed citation Europe PMC
Last Modified
27 January 2016
General Comment
2011-04-26 An intermediate in fatty acid elongation in mitochondria - the 3rd to last step in the synthesis of hexanoyl-CoA.