CHEBI:15345 - acetoacetyl-CoA

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name acetoacetyl-CoA
ChEBI ID CHEBI:15345
Definition A 3-oxoacyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of acetoacetic acid.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:41333, CHEBI:2392, CHEBI:11756, CHEBI:13706, CHEBI:22173
Supplier Information
Save molfile Download Molfile
Formula C25H40N7O18P3S
Net Charge 0
Average Mass 851.60876
Monoisotopic Mass 851.136
InChI InChI=1S/C25H40N7O18P3S/c1-13(33)8-16(35)54-7-6-27-15(34)4-5-28-23(38)20(37)25(2,3)10-47-53(44,45)50-52(42,43)46-9-14-19(49-51(39,40)41)18(36)24(48-14)32-12-31-17-21(26)29-11-30-22(17)32/h11-12,14,18-20,24,36-37H,4-10H2,1-3H3,(H,27,34)(H,28,38)(H,42,43)(H,44,45)(H2,26,29,30)(H2,39,40,41)/t14-,18-,19-,20+,24-/m1/s1
InChIKey OJFDKHTZOUZBOS-CITAKDKDSA-N
SMILES CC(=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
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 acetoacetyl-CoA (CHEBI:15345) has functional parent acetoacetic acid (CHEBI:15344)
acetoacetyl-CoA (CHEBI:15345) has functional parent butyryl-CoA (CHEBI:15517)
acetoacetyl-CoA (CHEBI:15345) has role Escherichia coli metabolite (CHEBI:76971)
acetoacetyl-CoA (CHEBI:15345) has role mouse metabolite (CHEBI:75771)
acetoacetyl-CoA (CHEBI:15345) is a 3-oxo-fatty acyl-CoA (CHEBI:15489)
acetoacetyl-CoA (CHEBI:15345) is conjugate acid of acetoacetyl-CoA(4−) (CHEBI:57286)
Incoming acetoacetyl-CoA(4−) (CHEBI:57286) is conjugate base of acetoacetyl-CoA (CHEBI:15345)
IUPAC Name
3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-{[3-oxo-3-({2-[(3-oxobutanoyl)sulfanyl]ethyl}amino)propyl]amino}butyl] dihydrogen diphosphate}
Synonyms Sources
3-Acetoacetyl-CoA KEGG COMPOUND
Acetoacetyl coenzyme A KEGG COMPOUND
Acetoacetyl-CoA KEGG COMPOUND
S-acetoacetyl-CoA ChEBI
S-Acetoacetyl-coenzym A ChEBI
S-acetoacetyl-coenzyme A ChEBI
Database Links Databases
C00007269 KNApSAcK
C00332 KEGG COMPOUND
c0229 UM-BBD
DB03059 DrugBank
LMFA07050030 LIPID MAPS
View more database links
Registry Numbers Types Sources
1420-36-6 CAS Registry Number KEGG COMPOUND
1420-36-6 CAS Registry Number ChemIDplus
78273 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
10806397 PubMed citation Europe PMC
1682408 PubMed citation Europe PMC
239468 PubMed citation Europe PMC
6118268 PubMed citation Europe PMC
6150478 PubMed citation Europe PMC
Last Modified
27 January 2016