FComEx: Nonanoic acid (PC000265)

Record Information

Version

1.0

Creation date

2015-10-09 22:29:33 UTC

Update date

2017-01-19 02:36:18 UTC

FoodComEx ID

PC000265

FoodDB Record

FDB003306

Chemical Information

Name

Nonanoic acid

Description

Pelargonic acid, also known as nonanoic acid or pelargon, belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms. Pelargonic acid is an oily liquid with an unpleasant, rancid odor. It is a very hydrophobic molecule, practically insoluble in water but very soluble in organic solvents. The biosynthesis of fatty acid occurs through the acetate pathway and the process is catalyzed by the Fatty Acid Synthase (FAS) enzymes. Structurally, FAS varies significantly across different organisms but essentially, they all perform the same task using the same mechanisms. Nonanoic acid is also used in the preparation of plasticizers and lacquers. Synthetic esters of nonanoic acid, such as methyl nonanoate, are used as flavorings. The derivative 4-nonanoylmorpholine is an ingredient in some pepper sprays. The ammonium salt of nonanoic acid, ammonium nonanoate, is an herbicide. It is commonly used in conjunction with glyphosate, a non-selective herbicide, to control weeds in turfgrass (https://en.wikipedia.org/wiki/Nonanoic_acid). Nonanoic acid may be used to treat seizures (PMID 23177536).

CAS Number

112-05-0

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
1-Nonanoate	biospider
1-Nonanoic acid	biospider
1-Octanecarboxylate	biospider
1-Octanecarboxylic acid	biospider
CH3-[CH2]7-COOH	ChEBI
Cirrasol 185a	HMDB
Emery 1202	HMDB
Emery'S L-114	HMDB
Emfac 1202	HMDB
FEMA 2784	db_source
Hexacid C-9	HMDB
N-Nonanoate	biospider
N-Nonanoic acid	biospider
N-Nonoate	biospider
N-Nonoic acid	biospider
N-Nonylate	biospider
N-Nonylic acid	biospider
N-Pelargonate	biospider
N-Pelargonic acid	biospider
Nonanoate	biospider
Nonansaeure	ChEBI
Nonoate	biospider
Nonoic acid	db_source
Nonylate	biospider
Nonylic acid	db_source
Octane-1-carboxylic acid	db_source
Pelargate	biospider
Pelargic acid	biospider
Pelargon	ChEBI
Pelargonate	biospider
Pelargonic acid	db_source
Pelargonsaeure	ChEBI
Pergonate	biospider
Pergonic acid	biospider

Chemical Formula

C9H18O2

IUPAC name

nonanoic acid

InChI Identifier

InChI=1S/C9H18O2/c1-2-3-4-5-6-7-8-9(10)11/h2-8H2,1H3,(H,10,11)

InChI Key

FBUKVWPVBMHYJY-UHFFFAOYSA-N

Isomeric SMILES

CCCCCCCCC(O)=O

Average Molecular Weight

158.238

Monoisotopic Molecular Weight

158.13067982

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Medium-chain fatty acids

Alternative Parents