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hexadecenoic acid


Name(s) hexadecenoic acid
Scientific name(s) 2-hexadecenoic acid; 629-56-1; (e)-hexadec-2-enoic acid; gaidic acid; trans-hexadec-2-enoic acid; 2-palmitoleic acid; 25447-95-4
Formula C16H30O2
Molecular mass 254.4082
IUPAC name (E)-hexadec-2-enoic acid
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-
SMILE CCCCCC\C=C/CCCCCCCC(O)=O
CAS ID 929-79-3; 373-49-9
PubChem ID 5282743
DrugBank ID Not available
CHEBI ID Not available
Description Cis-9-palmitoleic acid, also known as palmitoleate or (Z)-9-hexadecenoic acid, 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, cis-9-palmitoleic acid is considered to be a fatty acid lipid molecule. Cis-9-palmitoleic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Cis-9-palmitoleic acid can be found in a number of food items such as red huckleberry, highbush blueberry, butternut, and macadamia nut (m. tetraphylla), which makes cis-9-palmitoleic acid a potential biomarker for the consumption of these food products. Cis-9-palmitoleic acid can be found primarily in most biofluids, including blood, saliva, feces, and urine, as well as in human adipose tissue, prostate and skeletal muscle tissues. Cis-9-palmitoleic acid exists in all living species, ranging from bacteria to humans. Moreover, cis-9-palmitoleic acid is found to be associated with isovaleric acidemia.