EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:15345 - acetoacetyl-CoA

ChEBI IDCHEBI:15345
ChEBI Nameacetoacetyl-CoA
Stars
DefinitionA 3-oxoacyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of acetoacetic acid.
Secondary ChEBI IDsCHEBI:2392, CHEBI:11756, CHEBI:13706, CHEBI:22173, CHEBI:41333
Last Modified8 June 2021
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC25H40N7O18P3S
Net Charge0
Average Mass851.615
Monoisotopic Mass851.13634
SMILESCC(=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](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)(O)O
InChIInChI=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
InChIKeyOJFDKHTZOUZBOS-CITAKDKDSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Escherichia coli (ncbitaxon:562) - PubMed (21988831)
Mus musculus (ncbitaxon:10090)
- PubMed (19425150) Source: BioModels - MODEL1507180067
- MetaboLights (MTBLS173) From MetaboLights
- MetaboLights (MTBLS225) 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)
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 Relation(s)
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  Source
Acetoacetyl-CoAKEGG COMPOUND
Acetoacetyl coenzyme AKEGG COMPOUND
3-Acetoacetyl-CoAKEGG COMPOUND
S-Acetoacetyl-coenzym AChEBI
S-acetoacetyl-CoAChEBI
S-acetoacetyl-coenzyme AChEBI
Manual XrefsDatabases
C00332KEGG COMPOUND
c0229UM-BBD
CAAPDBeChem
LMFA07050030LIPID MAPS
DB03059DrugBank
C00007269KNApSAcK
FDB022648FooDB
HMDB0001484HMDB
Acetoacetyl-CoAWikipedia
Registry NumbersSources
Reaxys:78273Reaxys
CAS:1420-36-6KEGG COMPOUND
CAS:1420-36-6ChemIDplus
Citations