Details of Metabolite

General Information of MET (ID: META00324)
Name L-Octanoylcarnitine
Synonyms   Click to Show/Hide Synonyms of This Metabolite
(-)-Octanoylcarnitine; C8-Carnitine; L-Carnitine octanoyl ester; L-O-Octanoylcarnitine; L-Octanoyl-L-carnitine; L-Octanoylcarnitine; O-Octanoyl-(R)-carnitine; O-Octanoyl-R-carnitine; Octanoic acid ester with L-(3-carboxy-2-hydroxypropyl)trimethylammonium hydroxide inner salt; Octanoyl-L-carnitine; Octanoylcarnitine; Octanoylcarnitine chloride; Octanoylcarnitine chloride, (+-)-isomer; Octanoylcarnitine chloride, (R)-isomer; Octanoylcarnitine, (+-)-isomer; Octanoylcarnitine, (R)-isomer
Source Endogenous;Fatty acyls;Food;TCM Ingredients
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
11953814
HMDB ID
HMDB0000791
Formula
C15H29NO4
Structure
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3D MOL 2D MOL
  Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
KEGG ID
C02838
ChEBI ID
18102
FooDB ID
FDB022246
ChemSpider ID
10128115
Physicochemical Properties Molecular Weight 287.39 Topological Polar Surface Area 66.4
XlogP 3.4 Complexity 291
Heavy Atom Count 20 Rotatable Bond Count 11
Hydrogen Bond Donor Count N.A. Hydrogen Bond Acceptor Count 4
Function
L-Octanoylcarnitine is the physiologically active form of octanoylcarnitine. Octanoylcarnitine is detected in medium-chain acyl-CoA dehydrogenase (MCAD) deficiency. MCAD is characterized by an intolerance to prolonged fasting, recurrent episodes of hypoglycemic coma with medium-chain dicarboxylic aciduria, impaired ketogenesis, and low plasma and tissue carnitine levels (OMIM: 201450). L-Octanoylcarnitine is also found to be associated with celiac disease and glutaric aciduria II, 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 L-Octanoylcarnitine concentration: increase (FC = 5.88)
                      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 L-octanoylcarnitine 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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