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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
OverviewAI-generated
Palmitic acid is a chemical compound with the formula C₁₆H₃₂O₂. Its IUPAC name is hexadecanoate;hydron, and it has a canonical SMILES representation of CCCCCCCCCCCCCCCC(=O)O. The substance possesses a mass of 256.24 and a density of 0.8527. It exhibits a melting point of 62.49 and a boiling point of 351.5. The flash point is 192, while the refractive index is 1.43345.
Physical properties include a solubility of 0.0072 and a water/octanol partition coefficient of 7.17. The molecule contains one hydrogen bond donor and two hydrogen bond acceptors, with a topological polar surface area of 40.1. It carries a charge of 0. Associated MCN codes are 2915.70.11 and 2936.21.13.
Literature references for palmitic acid number 22086. The subject is referenced by 524 other encyclopedia articles.
Synthesized by Vinony from 23 facts across 4 sources: Wikidata, PubChem, PubMed, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still 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
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Encyclopedic overview
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.
Excerpted from Wikipedia’s “palmitic acid” article, available under the CC BY-SA 4.0 licence.