1.0 2010-04-08 22:06:03 UTC 2025-11-18 22:54:48 UTC FDB004042 Malvalic acid Malvalic acid, also known as 2-octyl-1-cyclopropene-1-heptanoic acid or 8,9-methylen-8-heptadecensaeure, is a member of the class of compounds known as long-chain fatty acids. Long-chain fatty acids are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Thus, malvalic acid is considered to be a fatty acid lipid molecule. Malvalic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Malvalic acid can be found in peanut and roselle, which makes malvalic acid a potential biomarker for the consumption of these food products. Malvalic acid is a cyclopropenic fatty acid found in cottonseed oil. The cyclopropene ring is thought to be one of the causes of abnormalities that develop in animals that ingest cottonseed oil. This reactivity could be cause for concern depending on concentration. Hydrogenation of the oil destroys malvalic acid . C18H32O2 280.4455 280.240230268 7-(2-octylcycloprop-1-en-1-yl)heptanoic acid malvalic acid CCCCCCCCC1=C(CCCCCCC(O)=O)C1 InChI=1S/C18H32O2/c1-2-3-4-5-6-9-12-16-15-17(16)13-10-7-8-11-14-18(19)20/h2-15H2,1H3,(H,19,20) HPSSZFFAYWBIPY-UHFFFAOYSA-N belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Long-chain fatty acids Organic compounds Lipids and lipid-like molecules Fatty Acyls Fatty acids and conjugates Aliphatic homomonocyclic compounds Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Aliphatic homomonocyclic compound Carbonyl group Carboxylic acid Carboxylic acid derivative Hydrocarbon derivative Long-chain fatty acid Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Carbocyclic fatty acids Carbocyclic fatty acids Fatty acids cyclopropenyl fatty acid long-chain fatty acid monounsaturated fatty acid logp 6.00 ALOGPS logs -4.89 ALOGPS solubility 3.60e-03 g/l ALOGPS logp 5.92 ChemAxon pka_strongest_acidic 4.75 ChemAxon iupac 7-(2-octylcycloprop-1-en-1-yl)heptanoic acid ChemAxon average_mass 280.4455 ChemAxon mono_mass 280.240230268 ChemAxon smiles CCCCCCCCC1=C(CCCCCCC(O)=O)C1 ChemAxon formula C18H32O2 ChemAxon inchi InChI=1S/C18H32O2/c1-2-3-4-5-6-9-12-16-15-17(16)13-10-7-8-11-14-18(19)20/h2-15H2,1H3,(H,19,20) ChemAxon inchikey HPSSZFFAYWBIPY-UHFFFAOYSA-N ChemAxon polar_surface_area 37.3 ChemAxon refractivity 84.96 ChemAxon polarizability 36.61 ChemAxon rotatable_bond_count 14 ChemAxon acceptor_count 2 ChemAxon donor_count 1 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 110055 Specdb::MsMs 110056 Specdb::MsMs 110057 Specdb::MsMs 177642 Specdb::MsMs 177643 Specdb::MsMs 177644 Specdb::MsMs 3599819 Specdb::MsMs 3599820 Specdb::MsMs 3599821 Specdb::MsMs 3599822 Specdb::MsMs 3599823 Specdb::MsMs 3599824 Peanut Type 1 specific Arachis hypogaea 3818 Roselle Type 1 specific Hibiscus sabdariffa 183260