5-Acetamidopentanoate (BioCAD00000004728)

{$topic}

Metabolite Card

Formula: C7H13NO3 (159.0895)
SMILES: CC(=O)NCCCCC(O)=O

Synonyms [en]

5-Acetamidovalerate; 5-acetamidopentanoic acid; 5-Acetamidopentanoate; 5-Acetamidovaleric acid; 5-(acetylamino)pentanoic acid; A59TPF36NH

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

5-Acetamidopentanoate. 数据之源,洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000004728). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

5-Acetamidovalerate is involved in the lysine degradation III pathway. It can be generated from the enzymatic reduction of 5-aminopentanoate or enzymatic oxidation of 2-keto-6-acetamidocaproate. Experiment using DL-{4,5-3H}lysine showed 5-acetamidovalerate as the major product. If radiolabeled N6-acetyl-L-lysine was used with added α-ketoglutarate, and pyridoxal phosphate, radiolabeled 2-keto-6-acetamidocaproate was produced. α-Ketoglutarate was preferred over pyruvate, and there was little or no dependence on pyridoxal phosphate. If thiamine pyrophosphate and NAD were added to a similar reaction, virtually all of the label was in 5-acetamidovalerate. If labeled 5-acetamidovalerate was used, labeled 5-aminovalerate (5-aminopentanoate) was identified. In addition, whole cell cultures of R. leguminicola incubated with labeled 5-acetamidovalerate accumulated radiolabeled glutarate. Whole cell cultures incubated with radiolabeled glutarate produced a mixture of tricarboxylic acid cycle acids and other carboxylic acids.

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 1072-10-2
  • PubChem: 439903
  • ChEBI: ChEBI:2024
  • HMDB: HMDB0012175
  • HMDB: HMDB12175
  • LipidMaps: LMFA01030987
  • KEGG: C03087
  • BioCyc: 5-ACETAMIDOVALERATE
  • RefMet: RM0153334
  • Metlin: METLIN_62836
  • Metlin: METLIN_63464
  • Coconut NaturalProduct: CNP0043197.0

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R02276 3.5.1.63 5-acetamidopentanoate amidohydrolase
KEGG:R04142 1.2.4.- C03087 + C00004 + C00080 + C00011<=>C05548 + C00003 + C00001
BioCyc:AMVAL-RXN 3.5.1.- 5-ACETAMIDOVALERATE + WATER --> 5-AMINOPENTANOATE + ACET
BioCyc:VALGLU-RXN 2.6.1.- WATER + 5-ACETAMIDOVALERATE + 2-KETOGLUTARATE<=>GLT + CPD-280 + ACET
BioCyc:KETAMID-RXN 1.1.1.- WATER + 2-KETO-6-ACETAMIDOCAPROATE + NAD --> PROTON + 5-ACETAMIDOVALERATE + NADH + CARBON-DIOXIDE
View More
Organism Source

Taxonomy Source

Pathway Synthetic

pathway id name
View All Pathways