Details of Metabolite

General Information of MET (ID: META00333)
Name Pelargonic acid
Synonyms   Click to Show/Hide Synonyms of This Metabolite
1-Nonanoate; 1-Nonanoic acid; 1-Octanecarboxylate; 1-Octanecarboxylic acid; CH3-[CH2]7-COOH; Cirrasol 185a; Emery 1202', Emery'S L-114, 'Emfac 1202; FA(9:0); Hexacid C-9; N-Nonanoate; N-Nonanoic acid; N-Nonoate; N-Nonoic acid; N-Nonylate; N-Nonylic acid; N-Pelargonate; N-Pelargonic acid; Nonanoate; Nonanoic acid; Nonansaeure; Nonoate; Nonoic acid; Nonylate; Nonylic acid; Pelargate; Pelargic acid; Pelargon; Pelargonate; Pelargonic acid; Pelargonic acid, aluminum salt; Pelargonic acid, cadmium salt; Pelargonic acid, calcium salt; Pelargonic acid, potassium salt; Pelargonic acid, sodium salt; Pelargonic acid, zinc salt; Pelargonsaeure; Pergonate; Pergonic acid; Potassium nonanoate
Source Endogenous;Yeast Metabolite;Fatty acyls;Food;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
8158
HMDB ID
HMDB0000847
Formula
C9H18O2
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
C01601
ChEBI ID
29019
FooDB ID
FDB003306
ChemSpider ID
7866
METLIN ID
5810
Physicochemical Properties Molecular Weight 158.24 Topological Polar Surface Area 37.3
XlogP 3.5 Complexity 99.7
Heavy Atom Count 11 Rotatable Bond Count 7
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 2
Function
Pelargonic acid, or nonanoic acid, is a fatty acid which occurs naturally as esters is the oil of pelargonium. Synthetic esters, such as methyl nonanoate, are used as flavorings. Pelargonic acid is an organic compound composed of a nine-carbon chain terminating in a carboxylic acid. It is an oily liquid with an unpleasant, rancid odor. It is nearly insoluble in water, but well soluble in chloroform and ether. The derivative 4-nonanoylmorpholine is an ingredient in some pepper sprays.
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      Hydrolases (EC 3)
            Sulfatase sulf-1 (SULF1) 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 Knockdown (shRNA) of SULF1
                      Induced Change Pelargonic acid concentration: decrease (FC = 0.87)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Ovarian cancer [ICD-11: 2C73]
                      Details It is reported that knockdown of SULF1 leads to the decrease of pelargonic acid levels compared with control group.
      Lyases (EC 4)
            Selenocysteine lyase (SCLY) 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 Scly
                      Induced Change Pelargonic acid concentration: decrease
                      Summary Introduced Variation         Induced Change 
                      Disease Status Healthy individual
                      Details It is reported that knockout of Scly leads to the decrease of pelargonic acid levels compared with control group.
References
1 Erratum to: Loss of HSulf-1 promotes altered lipid metabolism in ovarian cancer. Cancer Metab. 2014 Nov 4;2:24.
2 Combined Omics Reveals That Disruption of the Selenocysteine Lyase Gene Affects Amino Acid Pathways in Mice. Nutrients. 2019 Oct 26;11(11):2584.

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