Details of Metabolite

General Information of MET (ID: META00076)
Name Myristic acid
Synonyms   Click to Show/Hide Synonyms of This Metabolite
1-Tetradecanecarboxylate; 1-Tetradecanecarboxylic acid; 1-Tridecanecarboxylate; 1-Tridecanecarboxylic acid; 14; 14:00; Acid, myristic; Acid, tetradecanoic; Acide tetradecanoique; C14; CH3-[CH2]12-COOH; Crodacid; FA(14:0); Myristate; Myristic acid pure; Myristinsaeure; Myristoate; Myristoic acid; N-Tetradecan-1-Oate; N-Tetradecan-1-Oic acid; N-Tetradecanoate; N-Tetradecanoic acid; N-Tetradecoate; N-Tetradecoic acid; Tetradecanoate; Tetradecanoic (myristic) acid; Tetradecanoic acid; Tetradecoate; Tetradecoic acid
Source Endogenous;Escherichia Coli Metabolite;Yeast Metabolite;Fatty acyls;Food;Drug;Toxins/Pollutant;Cosmetic;Food additives;TCM Ingredients;Pharmaceutical additive; Microbial
Structure Type   Fatty acids and conjugates  (Click to Show/Hide the Complete Structure Type Hierarchy)
Lipids and lipid-like molecules
Fatty Acyls
Fatty acids and conjugates
PubChem CID
11005
HMDB ID
HMDB0000806
Formula
C14H28O2
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
C06424
DrugBank ID
DB08231
ChEBI ID
28875
FooDB ID
FDB002890
ChemSpider ID
10539
METLIN ID
196
Physicochemical Properties Molecular Weight 228.37 Topological Polar Surface Area 37.3
XlogP 5.3 Complexity 155
Heavy Atom Count 16 Rotatable Bond Count 12
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 2
Function
Myristic acid is a saturated 14-carbon fatty acid occurring in most animal and vegetable fats, particularly butterfat, as well as coconut, palm, and nutmeg oils. It is used to synthesize flavour and as an ingredient in soaps and cosmetics (From Dorland, 28th ed). Myristic acid is also commonly added to a penultimate nitrogen terminus glycine in receptor-associated kinases to confer the membrane localization of the enzyme. This is achieved by the myristic acid having a high enough hydrophobicity to become incorporated into the fatty acyl core of the phospholipid bilayer of the plasma membrane of the eukaryotic cell.
Regulatory Network
Full List of Protein(s) Regulated by This Metabolite
      GPCR rhodopsin (GPCR-1)
            G-protein coupled receptor 120 (GPR120) 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 Myristic acid addition (40.08 hours)
                      Induced Change FFAR4 protein activity levels: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Healthy individual
                      Details It is reported that myristic acid addition causes the increase of FFAR4 protein activity compared with control group.
Full List of Protein(s) Regulating This Metabolite
      Transferases (EC 2)
            Deacetylase sirtuin-5 (SIRT5) 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 [2]
                      Introduced Variation Knockout of Sirt5
                      Induced Change Myristic acid concentration: increase (FC = 1.34)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Healthy individual
                      Details It is reported that knockout of Sirt5 leads to the increase of myristic acid levels compared with control group.
References
1 Differential signaling by splice variants of the human free fatty acid receptor GPR120. Mol Pharmacol. 2012 May;81(5):631-42.
2 Metabolomics Based Identification of SIRT5 and Protein Kinase C Epsilon Regulated Pathways in Brain. Front Neurosci. 2018 Jan 30;12:32.

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