Details of Metabolite

General Information of MET (ID: META00466)
Name cis-5-Tetradecenoylcarnitine
Synonyms   Click to Show/Hide Synonyms of This Metabolite
3-[(5Z)-Tetradec-5-enoyloxy]-4-(trimethylammonio)butanoate; 3-[(5Z)-Tetradec-5-enoyloxy]-4-(trimethylammonio)butanoic acid; cis-5-Tetradecenoylcarnitine
Source Endogenous;Yeast Metabolite;Fatty acyls;Food;Microbial
Structure Type   Fatty acid esters  (Click to Show/Hide the Complete Structure Type Hierarchy)
Lipids and lipid-like molecules
Fatty Acyls
Fatty acid esters
PubChem CID
22833575
HMDB ID
HMDB0002014
Formula
C21H39NO4
Structure
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3D MOL is unavailable 2D MOL
  Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
ChEBI ID
73060
FooDB ID
FDB022796
ChemSpider ID
17216151
METLIN ID
6437
Physicochemical Properties Molecular Weight 369.5 Topological Polar Surface Area 66.4
XlogP 5.7 Complexity 407
Heavy Atom Count 26 Rotatable Bond Count 16
Hydrogen Bond Donor Count N.A. Hydrogen Bond Acceptor Count 4
Function
Tetradecenoylcarnitine (C14:1) is the most characteristic metabolic marker of very long chain acyl-dehydrogenase (VLCAD) deficiency. beta-Oxidation of long-chain fatty acids provides the major source of energy in the heart. Defects in enzymes of the beta-oxidation pathway cause sudden, unexplained death in childhood, acute hepatic encephalopathy or liver failure, skeletal myopathy, and cardiomyopathy.
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      Transferases (EC 2)
            Succinate-hydroxymethylglutarate CoA-transferase (SUGCT) Click to Show/Hide the Full List of Regulating Pair(s):   1 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair Experim Info click to show the details of experiment for validating this pair [1]
                      Introduced Variation Knockout of Sugct
                      Induced Change cis-5-Tetradecenoylcarnitine concentration: decrease
                      Summary Introduced Variation         Induced Change 
                      Disease Status Diabetes mellitus [ICD-11: 5A14]
                      Details It is reported that knockout of Sugct leads to the decrease of cis-5-Tetradecenoylcarnitine levels compared with control group.
References
1 Knockout of the non-essential gene SUGCT creates diet-linked, age-related microbiome disbalance with a diabetes-like metabolic syndrome phenotype. Cell Mol Life Sci. 2020 Sep;77(17):3423-3439.

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