Details of Metabolite

General Information of MET (ID: META00264)
Name Caproic acid
Synonyms   Click to Show/Hide Synonyms of This Metabolite
1-Hexanoate; 1-Hexanoic acid; 1-Pentanecarboxylate; 1-Pentanecarboxylic acid; 6:00; Bi(ohex)3; Bismuth(III)hexanoate; Butylacetate; Butylacetic acid; C6:0; CH3-[CH2]4-COOH; Calcium N-hexanoate; Calcium hexanoate; Caproate; Caproic acid sodium salt; Capronate; Capronic acid; FA(6:0); Hexanoate; Hexanoic acid; Hexanoic acid, barium salt; Hexanoic acid, calcium salt; Hexanoic acid, copper (2+) salt; Hexanoic acid, manganese (2+) salt; Hexanoic acid, nickel (2+) salt; Hexanoic acid, potassium salt; Hexanoic acid, rhodium (2+) salt; Hexanoic acid, sodium salt; Hexanoic acid, sodium salt (1:1); Hexanoic acid, sodium salt, 1-(11)C-labeled; Hexoate; Hexoic acid; Hexylate; Hexylic acid; N-Caproate; N-Caproic acid; N-Hexanoate; N-Hexanoic acid; N-Hexoate; N-Hexoic acid; N-Hexylate; N-Hexylic acid; Pentanecarboxylate; Pentanecarboxylic acid; Pentiformate; Pentiformic acid; Pentylformate; Pentylformic acid; Sodium caproate; Sodium capronate; Sodium hexanoate
Source Endogenous;Escherichia Coli Metabolite;Yeast Metabolite;Fatty acyls;Food;Toxins/Pollutant;Cosmetic;Food additives;TCM Ingredients;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
8892
HMDB ID
HMDB0000535
Formula
C6H12O2
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
C01585
ChEBI ID
30776
FooDB ID
FDB013897
ChemSpider ID
8552
METLIN ID
5520
Physicochemical Properties Molecular Weight 116.16 Topological Polar Surface Area 37.3
XlogP 1.9 Complexity 68.9
Heavy Atom Count 8 Rotatable Bond Count 4
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 2
Function
Caproic acid is a colourless oily liquid that smells like cheese. It is a fatty acid found naturally in various animal fats and oils. Caproic acid is a medium chain triglyceride (MCT). MCTs are widely used for parenteral nutrition in individuals requiring supplemental nutrition, and are being more widely used in foods, drugs, and cosmetics (MCTs are essentially non-toxic). It is safe for human dietary consumption up to levels of 1g/kg. Caproic acid is found to be associated with medium chain acyl-CoA dehydrogenase deficiency, which is an inborn error of metabolism. As a volatile organic compound, it has been identified as a fecal biomarker of Clostridium difficile infection.
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      Hydrolases (EC 3)
            GTPase KRas (KRAS) 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 Overexpression of KRAS
                      Induced Change Caproic acid concentration: increase (FC = 1.24)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Lung cancer [ICD-11: 2C25]
                      Details It is reported that overexpression of KRAS leads to the increase of caproic acid levels compared with control group.
References
1 Capturing the metabolomic diversity of KRAS mutants in non-small-cell lung cancer cells. Oncotarget. 2014 Jul 15;5(13):4722-31.

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