1.0 2010-04-08 22:06:03 UTC 2025-11-18 22:54:46 UTC FDB004036 Hexadecenoic acid Palmitoleic acid, also known as palmitoleate or zoomaric acid or C16:1, is an omega-7 monounsaturated fatty acid that is found in plants (PMID: 11308350) such as cannabis plants (PMID:6991645) and marine sources (PMID: 19382347). It 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. Palmitoleic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Palmitoleic acid exists in all living species, ranging from bacteria to humans. Macadamia nuts and buckthorn seed oil contain the cis isomer of palmitoleic acid. Palmitoleic acid is also found in mung beans, java plums, napa cabbages, cucurbita (gourd), and kiwis. It is also a common constituent of the glycerides of human adipose tissue. Present in all tissues, it is generally found in higher concentrations in the liver. Palmitoleic acid, with regard to humans, has been found to be associated with several diseases such as colorectal cancer and cirrhosis; palmitoleic acid has also been linked to the inborn metabolic disorder isovaleric acidemia. Palmitoleic acid has been reported to have beneficial effects on insulin sensitivity, cholesterol metabolism, and hemostasis. Other positive effects reported include lowering LDL cholesterol and increasing high-density lipoprotein cholesterol (HDL)(https://doi.org/10.1016/B978-1-78242-247-1.00004-1). C16H30O2 254.4082 254.224580204 (2E)-hexadec-2-enoic acid hexadecenoic acid 373-49-9 CCCCCC\C=C/CCCCCCCC(O)=O InChI=1S/C16H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h7-8H,2-6,9-15H2,1H3,(H,17,18)/b8-7- SECPZKHBENQXJG-FPLPWBNLSA-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 acyclic compounds Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Straight chain fatty acids Unsaturated fatty acids Aliphatic acyclic 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 Straight chain fatty acid Unsaturated fatty acid Unsaturated fatty acids alpha,beta-unsaturated monocarboxylic acid hexadecenoic acid logp 6.25 ChemAxon pka_strongest_acidic 5.03 ChemAxon iupac (2E)-hexadec-2-enoic acid ChemAxon average_mass 254.4082 ChemAxon mono_mass 254.224580204 ChemAxon smiles CCCCCC\C=C/CCCCCCCC(O)=O ChemAxon formula C16H30O2 ChemAxon inchi InChI=1S/C16H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h7-8H,2-6,9-15H2,1H3,(H,17,18)/b8-7- ChemAxon inchikey SECPZKHBENQXJG-FPLPWBNLSA-N ChemAxon polar_surface_area 37.3 ChemAxon refractivity 78.18 ChemAxon polarizability 33.74 ChemAxon rotatable_bond_count 13 ChemAxon acceptor_count 2 ChemAxon donor_count 1 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 1734 Specdb::CMs 3203 Specdb::CMs 31549 Specdb::CMs 39542 Specdb::CMs 158840 Specdb::MsMs 97158 Specdb::MsMs 97159 Specdb::MsMs 97160 Specdb::MsMs 161826 Specdb::MsMs 161827 Specdb::MsMs 161828 Specdb::MsMs 2816977 Specdb::MsMs 2816978 Specdb::MsMs 2816979 Specdb::MsMs 2888422 Specdb::MsMs 2888423 Specdb::MsMs 2888424 HMDB0010735 Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Black walnut Type 1 specific Juglans nigra 16719 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Common buckwheat Type 1 specific Fagopyrum esculentum 3617 Corn Type 1 specific Zea mays 4577 Dandelion Type 1 specific Taraxacum officinale 50225 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Muskmelon Type 1 specific Cucumis melo 3656 272.25 272.25 272.25 mg/100 g Ostrich Type 1 specific Struthio camelus 8801 Papaya Type 1 specific Carica papaya 3649 Parsley Type 1 specific Petroselinum crispum 4043 0.024 0.024 0.024 mg/100 g Peanut Type 1 specific Arachis hypogaea 3818 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sesame Type 1 specific Sesamum orientale 4182 144.0 144.0 144.0 mg/100 g Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823