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palmitic acid
Sign in to saveAlso known as cetylic acid, n-hexadecoic acid, hexadecoic acid, n-hexadecanoic acid, 1-hexyldecanoic acid, C16 fatty acid, pentadecanecarboxylic acid, 1-pentadecanecarboxylic acid
chemical compound
Palmitic acid is a common saturated fat found in many foods, including palm oil, meat, and dairy products. It matters because it's a major component of human diet and body composition, though nutritionists study how much of it we should consume since high intake has been linked to certain health concerns.
AI-generated from the Wikipedia summary — may contain errors.
Chemical data
- Formula
- C16H32O2
- Molecular weight
- 256.42 g/mol
- IUPAC name
- hexadecanoate;hydron
- SMILES
- [H+].CCCCCCCCCCCCCCCC(=O)[O-]
- InChIKey
- IPCSVZSSVZVIGE-UHFFFAOYSA-N
- Polar surface area
- 40.1 Ų
- H-bond donors
- 1
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Research
22,086 papers- The effect of palmitic acid on inflammatory response in macrophages: an overview of molecular mechanisms.ReviewInflammation research : official journal of the European Histamine Research Society ... [et al.] · 2019Korbecki J, Bajdak-Rusinek KDOI: 10.1007/s00011-019-01273-5
- Palmitic acid inhibits prostate cancer cell proliferation and metastasis by suppressing the PI3K/Akt pathway.Life sciences · 2021Zhu S, Jiao W, Xu Y et al.DOI: 10.1016/j.lfs.2021.120046
- Palmitic Acid Versus Stearic Acid: Effects of Interesterification and Intakes on Cardiometabolic Risk Markers - A Systematic Review.Nutrients · 2020van Rooijen MA, Mensink RPDOI: 10.3390/nu12030615
- Unraveling brain palmitic acid: Origin, levels and metabolic fate.ReviewProgress in lipid research · 2024Smith ME, Bazinet RPDOI: 10.1016/j.plipres.2024.101300
- Advances in understanding palmitic acid metabolism and health risks.Journal of clinical lipidology · 2023Guyton JR, Ponder M, Kirkpatrick CFDOI: 10.1016/j.jacl.2023.09.011
- Palmitic acid inhibits macrophage-mediated chemotherapy resistance in multiple myeloma via ALOX12 signaling.International immunopharmacology · 2024Dong H, Chen J, Zhang H et al.DOI: 10.1016/j.intimp.2024.113320
- Diet-derived and diet-related endogenously produced palmitic acid: Effects on metabolic regulation and cardiovascular disease risk.ReviewJournal of clinical lipidology · 2023Annevelink CE, Sapp PA, Petersen KS et al.DOI: 10.1016/j.jacl.2023.07.005
- Palmitic acid promotes resistin-induced insulin resistance and inflammation in SH-SY5Y human neuroblastoma.Scientific reports · 2021Amine H, Benomar Y, Taouis MDOI: 10.1038/s41598-021-85018-7
via PubMed
Wikidata facts
- Mass
- 256.24
Show 11 more facts
- Commons category
- Palmitic acid
- MCN code
- 2936.21.13
- canonical SMILES
- CCCCCCCCCCCCCCCC(=O)O
- chemical formula
- C₁₆H₃₂O₂
- density
- 0.8527
- melting point
- 61.82
- flash point
- 192
- refractive index
- 1.43345
- boiling point
- 351
- solubility
- 0.0072
- partition coefficient water/octanol
- 7.17
Sources (8)
via Wikidata · CC0
~5 min read
Article
Palmitic acid (hexadecanoic acid in IUPAC nomenclature) is a fatty acid with a 16-carbon chain. It is the most common saturated fatty acid found in animals, plants and microorganisms. Its chemical formula is CH3(CH2)14COOH, and its C:D ratio (the total number of carbon atoms to the number of carbon-carbon double bonds) is 16:0. It is a major component of palm oil from the fruit of Elaeis guineensis (oil palms), making up to 44% of total fats. Meats, cheeses, butter, and other dairy products also contain palmitic acid, amounting to 50–60% of total fats.
Palmitates are the salts and esters of palmitic acid. The palmitate anion is the observed form of palmitic acid at physiologic pH (7.4). Major sources of C16:0 are palm oil, palm kernel oil, coconut oil, and milk fat.