CHEBI:15345 - acetoacetyl-CoA

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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
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Formula C25H40N7O18P3S
Net Charge 0
Average Mass 851.610
Monoisotopic Mass 851.13634
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)N1C=NC2=C1N=CN=C2N
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Mus musculus (NCBI:txid10090) From MetaboLights See: MetaboLights Study
Mus musculus (NCBI:txid10090) From MetaboLights See: MetaboLights Study
Escherichia coli (NCBI:txid562) 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 CoA KNApSAcK
Acetoacetyl coenzyme A KEGG COMPOUND
Acetoacetyl-CoA KEGG COMPOUND
S-acetoacetyl-CoA ChEBI
S-Acetoacetyl-coenzym A ChEBI
S-acetoacetyl-coenzyme A ChEBI
Manual Xrefs Databases
Acetoacetyl-CoA Wikipedia
C00007269 KNApSAcK
C00332 KEGG COMPOUND
c0229 UM-BBD
CAA PDBeChem
DB03059 DrugBank
FDB022648 FooDB
HMDB0001484 HMDB
LMFA07050030 LIPID MAPS
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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
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Last Modified
08 June 2021