Structure Database (LMSD)
Common Name
Pelargonic acid
Systematic Name
nonanoic acid
Synonyms
- Nonylic acid
- C9:0
- Nonoic acid
3D model of Pelargonic acid
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
Biological Context
Nonanoic acid is a medium-chain saturated fatty acid. It is a volatile compound that has been found in raw and roasted pecans.1 Nonanoic acid inhibits mycelial growth and spore germination in the plant pathogenic fungi M. roreri and C. perniciosa in a concentration-dependent manner.2 It has herbicidal activity against a variety of species, including crabgrass.3,4 Nonanoic acid has been used as an internal standard for the quantification of free fatty acids in olive mill waste waters.5 Formulations containing nonanoic acid have been used in indoor and outdoor weed control and as cleansing and emulsifying agents in cosmetics.
This information has been provided by Cayman Chemical
References
1. Gong, Y., Kerrihard, A.L., and Pegg, R.B. Characterization of the volatile compounds in raw and roasted Georgia pecans by HS-SPME-GC-MS. J. Food Sci. 83(11), 2753-2760 (2018).
2. Aneja, M., Gianfagna, T.J., and Hebbar, P.K. Trichoderma harzianum produces nonanoic acid, an inhibitor of spore germination and mycelial growth of two cacao pathogens. Physiol. Mol. Plant Pathol. 67(6), 304-307 (2005).
3. Fukuda, M., Tsujino, Y., Fujimori, T., et al. Phytotoxic activity of middle-chain fatty acids I: Effects on cell constituents. Pesicide Biochem. Physiol. 80(3), 143-150 (2004).
4. Miller, T.W. Natural herbicides and amendments for organic weed control. Crop protection products for organic agriculture 947, 174-185 (2007).
5. Procida, G., and Ceccon, L. Gas chromatographic determination of free fatty acids in olive mill waste waters. Anal. Chim. Acta 561(1-2), 103-106 (2006).
Reactions
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Reactions are shown if the E.C. number of the enzyme catalysing it is annotated in the UniProt database for a species belonging to the selected taxonomic class.
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String Representations
InChiKey (Click to copy)
FBUKVWPVBMHYJY-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C9H18O2/c1-2-3-4-5-6-7-8-9(10)11/h2-8H2,1H3,(H,10,11)
SMILES (Click to copy)
C(CCCCCCC(=O)O)C
Other Databases
Wikipedia
KEGG ID
HMDB ID
CHEBI ID
LIPIDBANK ID
DFA0009
PubChem CID
PlantFA ID
Cayman ID
PDB ID
Calculated Physicochemical Properties
Heavy Atoms
11
Rings
0
Aromatic Rings
0
Rotatable Bonds
7
Van der Waals Molecular Volume
179.20
Topological Polar Surface Area
37.30
Hydrogen Bond Donors
1
Hydrogen Bond Acceptors
2
logP
2.82
Molar Refractivity
45.63
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Created at
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Updated at
25th Apr 2022