6-Acetamido-2-oxohexanoate (BioCAD00000005121)
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Metabolite Card
Formula: C8H13NO4 (187.0845)
SMILES: CC(=O)NCCCCC(=O)C(O)=O
Synonyms [en]
2-oxo-6-Acetamidocaproate; 2-Keto-6-acetamidohexanoic acid; 6-acetamido-2-Oxohexanoic acid; 2-Keto-6-acetamidocaproate; 2-oxo-6-Acetamidocaproic acid; 2-Keto-6-acetamidocaproic acid
Last reviewed on 2024-06-28.
Cite this Page
6-Acetamido-2-oxohexanoate. 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: BioCAD00000005121). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
2-Keto-6-acetamidocaproate is an intermediate in lysine degradation. It can be generated from N6-acetyl-L-lysine. N-acetyl-lysine is an acetylated amino acid. Post-translational lysine-acetylation is one of two major modifications of lysine residues in various proteins. Acetylation of specific lysine residues in the N-terminal domains of core histones is a biochemical marker of active genes. Acetylation is now known to play a major role in eukaryotic transcription. Specifically, acetyltransferase enzymes that act on particular lysine side chains of histones and other proteins are intimately involved in transcriptional activation. N6-acetyl-L-lysine can be converted to 2-Keto-6-acetamidocaproate via the enzyme N6-acetyllysine aminotransferase and then 2-keto-6-acetamidocaproate can be reduced enzymatically to 5-acetamidovalerate.
DBLinks
- CAS Registry Number: 59403-50-8
- PubChem CID: 194080
- ChEBI: 28376
- HMDB: HMDB0012150
- LipidMaps:
- KEGG: C05548
- BioCyc: 2-KETO-6-ACETAMIDOCAPROATE
- NCBI MeSH: 3-keto-6-acetamidohexanoate
- Wikipedia:
Other DBLinks
- CAS Registry Number: 59403-50-8
- PubChem: 194080
- ChEBI: ChEBI:28376
- HMDB: HMDB0012150
- HMDB: HMDB12150
- KEGG: C05548
- BioCyc: 2-KETO-6-ACETAMIDOCAPROATE
- NCBI MeSH: 3-keto-6-acetamidohexanoate
- RefMet: RM0118181
- Metlin: METLIN_62815
- Coconut NaturalProduct: CNP0373135.0
Class / Ontology
- WishartLab ClassyFire: [Medium-chain keto acids and derivatives] Medium-chain keto acids and derivatives
- RefMet: [Medium-chain keto acids] Medium-chain keto acids
- ChEBI: [CHEBI:28376] 6-acetamido-2-oxohexanoic acid
- Coconut NaturalProduct: [Oxo fatty acids] Oxo fatty acids
| ID | EC Number | Name |
|---|---|---|
| KEGG:R04029 | 2.6.1.65 | N6-acetyl-L-lysine:2-oxoglutarate aminotransferase |
| KEGG:R04142 | 1.2.4.- | C03087 + C00004 + C00080 + C00011<=>C05548 + C00003 + C00001 |
| KEGG:R04174 | 3.5.1.17 | 6-acetamido-2-oxohexanoate amidohydrolase |
| BioCyc:ACETCAPR-RXN | 2.6.1.- | CPD-567 + 2-KETOGLUTARATE<=>GLT + 2-KETO-6-ACETAMIDOCAPROATE |
| BioCyc:KETAMID-RXN | 1.1.1.- | WATER + 2-KETO-6-ACETAMIDOCAPROATE + NAD --> PROTON + 5-ACETAMIDOVALERATE + NADH + CARBON-DIOXIDE |
Taxonomy Source
Pathway Synthetic
| pathway id | name |
|---|---|
| WikiPathways:WP3604 | Biochemical pathways: part I |