CHEBI:15537 - phenylacetyl-CoA

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ChEBI Name phenylacetyl-CoA
ChEBI ID CHEBI:15537
Definition An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of phenylacetic acid.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:8086, CHEBI:14780, CHEBI:25980
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Formula C29H42N7O17P3S
Net Charge 0
Average Mass 885.670
Monoisotopic Mass 885.15708
InChI InChI=1S/C29H42N7O17P3S/c1-29(2,24(40)27(41)32-9-8-19(37)31-10-11-57-20(38)12-17-6-4-3-5-7-17)14-50-56(47,48)53-55(45,46)49-13-18-23(52-54(42,43)44)22(39)28(51-18)36-16-35-21-25(30)33-15-34-26(21)36/h3-7,15-16,18,22-24,28,39-40H,8-14H2,1-2H3,(H,31,37)(H,32,41)(H,45,46)(H,47,48)(H2,30,33,34)(H2,42,43,44)/t18-,22-,23-,24+,28-/m1/s1
InChIKey ZIGIFDRJFZYEEQ-CECATXLMSA-N
SMILES CC(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)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC1=CC=CC=C1
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
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.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing phenylacetyl-CoA (CHEBI:15537) has functional parent acetyl-CoA (CHEBI:15351)
phenylacetyl-CoA (CHEBI:15537) has functional parent phenylacetic acid (CHEBI:30745)
phenylacetyl-CoA (CHEBI:15537) has role Escherichia coli metabolite (CHEBI:76971)
phenylacetyl-CoA (CHEBI:15537) has role metabolite (CHEBI:25212)
phenylacetyl-CoA (CHEBI:15537) has role mouse metabolite (CHEBI:75771)
phenylacetyl-CoA (CHEBI:15537) is a acyl-CoA (CHEBI:17984)
phenylacetyl-CoA (CHEBI:15537) is conjugate acid of phenylacetyl-CoA(4−) (CHEBI:57390)
Incoming 4-hydroxyphenylacetyl-CoA (CHEBI:28773) has functional parent phenylacetyl-CoA (CHEBI:15537)
phenylacetyl-CoA(4−) (CHEBI:57390) is conjugate base of phenylacetyl-CoA (CHEBI:15537)
IUPAC Name
3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-{[3-oxo-3-({2-[(phenylacetyl)sulfanyl]ethyl}amino)propyl]amino}butyl] dihydrogen diphosphate}
Synonyms Sources
Coenzyme A, S-(benzeneacetate) ChemIDplus
Phenylacetyl coenzyme A KEGG COMPOUND
Phenylacetyl-CoA KEGG COMPOUND
Phenylacetyl-coa ChemIDplus
Phenylacetyl-coenzyme A ChemIDplus
Manual Xrefs Databases
145148 ChemSpider
C00007536 KNApSAcK
C00582 KEGG COMPOUND
FAQ PDBeChem
FDB023945 FooDB
HMDB0006503 HMDB
Phenylacetyl-CoA Wikipedia
View more database links
Registry Numbers Types Sources
7532-39-0 CAS Registry Number ChemIDplus
8399067 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11010921 PubMed citation Europe PMC
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IND500707503 Agricola citation Europe PMC
Last Modified
09 June 2021
General Comment
2011-05-20 A neutotoxic metabolite of phenylacetate, it acts by strong inhibition of choline acetyltransferase through competition for acetyl-CoA.