General Information of MET (ID: META00763)
Name Myristoleoylcarnitine
Synonyms   Click to Show/Hide Synonyms of This Metabolite
(9Z)-Tetradecenoyl-L-carnitine; (9Z)-Tetradecenoylcarnitine; (R)-[(9Z)-Tetradecenoyl]-L-carnitine; (R)-[(Z)-Myristoleoyl]-L-carnitine; (Z)-Myristoleoyl-L-carnitine; (Z)-Myristoleoylcarnitine; Myristoleoylcarnitine; Myristoleyl carnitine; O-(9Z)-Tetradecenoyl-(R)-carnitine; O-[(Z)-Myristoleoyl]-L-carnitine
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
90659872
HMDB ID
HMDB0240588
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
84647
ChemSpider ID
34999520
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
Myristoleoylcarnitine 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. 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. Myristoleoylcarnitine has been identified in the human placenta.
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 Myristoleoylcarnitine concentration: increase (FC = 8.33)
                      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 myristoleoylcarnitine 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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