Details of Metabolite

General Information of MET (ID: META00480)
Name Dodecanoylcarnitine
Synonyms   Click to Show/Hide Synonyms of This Metabolite
(-)-Lauroylcarnitine; (3R)-3-(Dodecanoyloxy)-4-(trimethylammonio)butanoate; (3R)-3-(Dodecanoyloxy)-4-(trimethylammonio)butanoic acid; (R)-Dodecanoylcarnitine; C12 Carnitine; Dodecanoyl-L-carnitine; Dodecanoylcarnitine; L-Carnitine dodecanoyl ester; L-Lauroylcarnitine; Lauroyl-L(-)-carnitin; Lauroyl-L(-)-carnitine; Lauroyl-L-carnitine; Lauroylcarnitine; Laurylcarnitine; O-C12:0-L-Carnitine; O-Dodecanoyl-R-carnitine; O-Dodecanoylcarnitine; O-Lauroyl-L-carnitine; O-Lauroylcarnitine
Source Aliphatic acyclic compounds
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
168381
HMDB ID
HMDB0002250
Formula
C19H37NO4
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
77086
FooDB ID
FDB022928
ChemSpider ID
147288
METLIN ID
6573
Physicochemical Properties Molecular Weight 343.5 Topological Polar Surface Area 66.4
XlogP 5.5 Complexity 344
Heavy Atom Count 24 Rotatable Bond Count 15
Hydrogen Bond Donor Count N.A. Hydrogen Bond Acceptor Count 4
Function
Dodecanoylcarnitine, also known as lauroylcarnitine or O-C12:0-L-carnitine, belongs to the class of organic compounds known as acyl carnitines. These are organic compounds containing a fatty acid with the carboxylic acid attached to carnitine through an ester bond. Thus, dodecanoylcarnitine is considered to be a fatty ester lipid molecule. Dodecanoylcarnitine is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Dodecanoylcarnitine is an acylcarnitine present in fatty acid oxidation disorders such as long-chain acyl CoA dehydrogenase deficiency, carnitine palmitoyltransferase I deficiency, and carnitine palmitoyltransferase II deficiency. Moreover, dodecanoylcarnitine is found to be associated with celiac disease, which is also an inborn error 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 Dodecanoylcarnitine concentration: increase (FC = 9.09)
                      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 dodecanoylcarnitine 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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