Propanoyl-CoA (BioCAD00000016738)

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Metabolite Card

Formula: C24H40N7O17P3S (823.1414)
SMILES: CCC(=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

Synonyms [en]

propionyl-CoA; propanoyl-CoA; Propionyl coenzyme A; propanoyl-coenzyme A; S-Propionyl-coenzym-A; propionyl-coenzyme A

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Propanoyl-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: BioCAD00000016738). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Propionyl-CoA is an intermediate in the metabolism of propanoate. Propionic aciduria is caused by an autosomal recessive disorder of propionyl coenzyme A (CoA) carboxylase deficiency (EC 6.4.1.3). In propionic aciduria, propionyl CoA accumulates within the mitochondria in massive quantities; free carnitine is then esterified, creating propionyl carnitine, which is then excreted in the urine. Because the supply of carnitine in the diet and from synthesis is limited, such patients readily develop carnitine deficiency as a result of the increased loss of acylcarnitine derivatives. This condition demands supplementation of free carnitine above the normal dietary intake to continue to remove (detoxify) the accumulating organic acids. Propionyl-CoA is a substrate for Acyl-CoA dehydrogenase (medium-chain specific, mitochondrial), Acetyl-coenzyme A synthetase 2-like (mitochondrial), Propionyl-CoA carboxylase alpha chain (mitochondrial), Methylmalonate-semialdehyde dehydrogenase (mitochondrial), Trifunctional enzyme beta subunit (mitochondrial), 3-ketoacyl-CoA thiolase (peroxisomal), Acyl-CoA dehydrogenase (long-chain specific, mitochondrial), Malonyl-CoA decarboxylase (mitochondrial), Acetyl-coenzyme A synthetase (cytoplasmic), 3-ketoacyl-CoA thiolase (mitochondrial) and Propionyl-CoA carboxylase beta chain (mitochondrial). (PMID: 10650319).

Cytoplasm Extracellular Membrane Mitochondria Peroxisome
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 317-66-8
  • PubChem: 439164
  • PubChem: 92753
  • ChEBI: ChEBI:15539
  • HMDB: HMDB0001275
  • HMDB: HMDB01275
  • LipidMaps: LMFA07050364
  • KEGG: C00100
  • NCBI MeSH: propionyl-coenzyme A
  • Wikipedia: Propionyl-CoA
  • DrugBank: DB02912
  • RefMet: RM0155823
  • MoNA: PS031201
  • MoNA: PS031202
  • MoNA: PS031203
  • MoNA: PS031204
  • MoNA: PS031205
  • MoNA: PS031206
  • MoNA: PS031207
  • MoNA: PS031208
  • MoNA: PS031209
  • Metlin: METLIN_442
  • Coconut NaturalProduct: CNP0343628.1
  • Coconut NaturalProduct: CNP0343628.2
  • Coconut NaturalProduct: CNP0343628.3

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R00918 2.3.1.94 propanoyl-CoA:(2S)-methylmalonyl-CoA malonyltransferase (cyclizing);
KEGG:R00919 1.3.1.84 propanoyl-CoA:NADP+ 2-oxidoreductase;
KEGG:R00920 6.2.1.13 propanoate:CoA ligase (ADP-forming)
KEGG:R00921 2.3.1.8 propanoyl-CoA:phosphate propanoyltransferase
KEGG:R00922 1.2.1.27 2-methyl-3-oxopropanoate:NAD+ oxidoreductase (CoA-propanoylating)
KEGG:R00923 4.1.1.- (S)-methylmalonyl-CoA carboxy-lyase (propanoyl-CoA-forming)
KEGG:R00925 6.2.1.1 propanoate:CoA ligase (AMP-forming)
KEGG:R00926 6.2.1.1 propionyladenylate:CoA propionyltransferase
KEGG:R00927 2.3.1.9 acetyl-CoA:propanoyl-CoA 2-C-acetyltransferase;
KEGG:R00928 2.8.3.1 acetyl-CoA:propanoate CoA-transferase
KEGG:R00930 2.1.3.1 (S)-2-methyl-3-oxopropanoyl-CoA:pyruvate carboxyltransferase
KEGG:R00931 2.3.3.5 propanoyl-CoA:oxaloacetate C-propanoyltransferase (thioester-hydrolysing, 1-carboxyethyl-forming);
KEGG:R00932 2.3.3.11 propanoyl-CoA:glyoxylate C-propanoyltransferase (thioester-hydrolysing, 2-carboxyethyl-forming);
KEGG:R00934 4.1.3.24 L-erythro-3-methylmalyl-CoA glyoxylate-lyase (propanoyl-CoA-forming)
KEGG:R00935 1.2.1.27 (S)-methylmalonate semialdehyde:NAD+ oxidoreductase (CoA-propanoylating)
KEGG:R01199 1.2.7.1 2-oxobutanoate:ferredoxin 2-oxidoreductase (CoA-propanoylating)
KEGG:R01449 2.8.3.1 lactoyl-CoA:propanoate CoA-transferase
KEGG:R01859 6.4.1.3 propanoyl-CoA:carbon-dioxide ligase (ADP-forming)
KEGG:R03719 2.3.1.176 3alpha,7alpha,12alpha-trihydroxy-5beta-cholanoyl-CoA:propanoyl-CoA C-acyltransferase;
KEGG:R04432 1.3.8.1 propanoyl-CoA:electron-transfer flavoprotein 2,3-oxidoreductase
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Organism Source

Taxonomy Source

  1. Streptomyces peucetius [ncbi taxid: 1950]

Pathway Synthetic

pathway id name
BioCyc:LEISH_PROPIONMET-PWY methylmalonyl pathway
BioCyc:LEISH_VALDEG-PWY valine degradation I
BioCyc:TRYPANO_ILEUDEG-PWY isoleucine degradation I
BioCyc:TRYPANO_PWY-5437 threonine degradation I
BioCyc:TRYPANO_VALDEG-PWY valine degradation I
BioCyc:TRYPANO_THREOCAT-PWY superpathway of threonine metabolism
BioCyc:TRYPANO_PWY-3941 β-alanine biosynthesis II
BioCyc:TRYPANO_P108-PWY pyruvate fermentation to propionate I
Plant Reactome:R-OAU-2744345 Metabolism and regulation
Plant Reactome:R-OAU-2744343 Amino acid metabolism
Plant Reactome:R-TAE-1119479 Valine degradation
Plant Reactome:R-FVE-5655122 Amino acid biosynthesis
Plant Reactome:R-MES-2744345 Metabolism and regulation
Plant Reactome:R-MES-2744343 Amino acid metabolism
Plant Reactome:R-MES-5655124 Amino acid catabolism
Plant Reactome:R-TDI-2744345 Metabolism and regulation
Plant Reactome:R-TDI-2744343 Amino acid metabolism
Plant Reactome:R-DRO-2744345 Metabolism and regulation
Plant Reactome:R-DRO-5655122 Amino acid biosynthesis
Plant Reactome:R-OGU-1119445 Beta-alanine biosynthesis II
View All Pathways