General Information of MET (ID: META00290)
Name Decanoylcarnitine
Synonyms   Click to Show/Hide Synonyms of This Metabolite
Decanoyl-L-carnitine; Decanoylcarnitine, (+-)-isomer; Decanoylcarnitine, (R)-isomer; Decanoylcarnitine, (S)-isomer
Source Endogenous;Fatty acyls;Food
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
10245190
HMDB ID
HMDB0000651
Formula
C17H33NO4
Structure
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3D MOL 2D MOL
  Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
ChEBI ID
68830
FooDB ID
FDB022162
ChemSpider ID
8420677
METLIN ID
5623
Physicochemical Properties Molecular Weight 315.4 Topological Polar Surface Area 66.4
XlogP 4.5 Complexity 318
Heavy Atom Count 22 Rotatable Bond Count 13
Hydrogen Bond Donor Count N.A. Hydrogen Bond Acceptor Count 4
Function
Decanoylcarnitine is a member of the class of compounds known as acylcarnitines. Acylcarnitines are organic compounds containing a fatty acid with the carboxylic acid attached to carnitine through an ester bond. Thus, decanoylcarnitine is considered to be a fatty ester lipid molecule. Decanoylcarnitine is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Decanoylcarnitine can be found in blood, feces, and urine. Within the cell, decanoylcarnitine is primarily located in the membrane. It can also be found in the extracellular space. Acylcarnitines are useful in the diagnosis of genetic disorders such as fatty acid oxidation disorders and differentiation between biochemical phenotypes of medium-chain acyl-CoA dehydrogenase (MCAD) deficiency disorders. Moreover, decanoylcarnitine is found to be associated with very long chain acyl-CoA dehydrogenase (VLAD) deficiency, glutaric aciduria II, and celiac disease, which are inborn errors of metabolism.
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      Oxidoreductases (EC 1)
            Formyltetrahydrofolate dehydrogenase (ALDH1L2) 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 Mutation of ALDH1L2
                      Induced Change Decanoylcarnitine concentration: increase (FC = 7.14)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Genetic disorders of keratinisation [ICD-11: EC20]
                      Details It is reported that mutation (patients) of ALDH1L2 leads to the increase of decanoylcarnitine levels compared with control group.
References
1 Deleterious mutations in ALDH1L2 suggest a novel cause for neuro-ichthyotic syndrome. NPJ Genom Med. 2019 Jul 23;4:17.

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