3-Oxooctanoyl-CoA (BioCAD00000003775)

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Metabolite Card

Formula: C29H48N7O18P3S (907.1989)
SMILES: CCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)C(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=C(N)N=CN=C12

Synonyms [en]

3-Oxooctanoyl-CoA; 3-ketooctanoyl-coenzyme A; 3-ketooctanoyl-CoA; 3-oxooctanoyl-coenzyme A; 3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-{[3-oxo-3-({2-[(3-oxooctanoyl)sulfanyl]ethyl}amino)propyl]amino}butyl] dihydrogen diphosphate}; S-(3-Oxooctanoate) coenzyme A

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

3-Oxooctanoyl-CoA. 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: BioCAD00000003775). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

3-Oxooctanoyl-CoA is the substrate of the acetyl-CoA C-acyltransferase/oxoacyl-CoA thiolase A (EC 2.3.1.16, SCP2/3-oxoacyl-CoA thiolase) present in peroxisomes from normal liver. Peroxisomes beta -oxidize a wide variety of substrates including straight chain fatty acids, 2-methyl-branched fatty acids, and the side chain of the bile acid intermediates di- and trihydroxycoprostanic acids. Peroxisomes contain several beta -oxidation pathways with different substrate specificities; or example, straight chain acyl-CoAs are desaturated by palmitoyl-CoA oxidase, and their enoyl-CoAs are then converted to 3-oxoacyl-CoAs by MFP-1, which forms (hydration) and dehydrogenates L-3(3S)-hydroxyacyl-CoAs; for example, straight chain acyl-CoAs are desaturated by palmitoyl-CoA oxidase (23), and their enoyl-CoAs are then converted to 3-oxoacyl-CoAs by 3-hydroxyacyl-CoA dehydrogenase (EC 1.1.1.35), which forms (hydration) and dehydrogenates L-3(3S)-hydroxyacyl-CoAs and their enoyl-CoAs are then converted to the corresponding 3-oxoacyl-CoAs by long-chain-enoyl-CoA hydratase(EC 4.2.1.74), which forms and dehydrogenates D-3(3R)-hydroxyacyl-CoAs. (PMID: 9325339).

Extracellular Membrane
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 54684-64-9
  • PubChem: 11966162
  • PubChem: 440608
  • ChEBI: ChEBI:28264
  • HMDB: HMDB0003941
  • HMDB: HMDB03941
  • LipidMaps: LMFA07050249
  • KEGG: C05267
  • RefMet: RM0140768
  • Coconut NaturalProduct: CNP0304398.1
  • Coconut NaturalProduct: CNP0304398.2

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R04745 1.1.1.35 (S)-hydroxyoctanoyl-CoA:NAD+ oxidoreductase
KEGG:R04747 2.3.1.16 hexanoyl-CoA:acetyl-CoA C-acyltransferase
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Organism Source

Taxonomy Source

Pathway Synthetic

pathway id name
PathBank:SMP0001038 fatty acid oxidation (octanoate)
PathBank:SMP0120822 Carnitine Palmitoyl Transferase Deficiency I
PathBank:SMP0120826 Medium Chain Acyl-CoA Dehydrogenase Deficiency (MCAD)
PathBank:SMP0120476 Ethylmalonic Encephalopathy
PathBank:SMP0120520 Short-Chain Acyl-CoA Dehydrogenase Deficiency (SCAD Deficiency)
PathBank:SMP0120605 Very-Long-Chain Acyl-CoA Dehydrogenase Deficiency (VLCAD)
PathBank:SMP0120609 Trifunctional Protein Deficiency
PathBank:SMP0000051 Fatty Acid Metabolism
PathBank:SMP0000235 Short-Chain Acyl-CoA Dehydrogenase Deficiency (SCAD Deficiency)
PathBank:SMP0000540 Very-Long-Chain Acyl-CoA Dehydrogenase Deficiency (VLCAD)
PathBank:SMP0000544 Long-Chain-3-Hydroxyacyl-CoA Dehydrogenase Deficiency (LCHAD)
PathBank:SMP0087266 Mitochondrial Beta-Oxidation of Medium Chain Saturated Fatty Acids
PathBank:SMP0087294 Fatty Acid Elongation in Mitochondria
PathBank:SMP0087430 Fatty Acid Metabolism
PathBank:SMP0063612 Fatty Acid Elongation In Mitochondria
PathBank:SMP0120825 Carnitine Palmitoyl Transferase Deficiency II
PathBank:SMP0120604 Long Chain Acyl-CoA Dehydrogenase Deficiency (LCAD)
PathBank:SMP0120608 Long-Chain-3-Hydroxyacyl-CoA Dehydrogenase Deficiency (LCHAD)
PathBank:SMP0121069 Fatty Acid Elongation
PathBank:SMP0121351 Fatty Acid Oxidation (Octanoate)
View All Pathways