File:NFPA_704.svg · Wikimedia Commons · See Wikimedia Commons
Also known as cetylic acid, n-hexadecoic acid, hexadecoic acid, n-hexadecanoic acid, 1-hexyldecanoic acid, C16 fatty acid, pentadecanecarboxylic acid, 1-pentadecanecarboxylic acid
化合物
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
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
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
- Subclass of
- saturated fatty acid
- Has part
- carbon
- Mass
- 256.24
Show 14 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
- subject has role
- primary metabolite
- safety classification and labelling
- Regulation (EC) No. 1272/2008
- boiling point
- 351
- solubility
- 0.0072
- partition coefficient water/octanol
- 7.17
- phase point
- critical point
Sources (8)
via Wikidata · CC0
Article · 中文
棕榈酸（英語：Palmitic acid），又称软脂酸，是一种饱和高级脂肪酸，以甘油脂的形式普遍存在于动植物油脂中，在自然界中分布很广。棕櫚油、、牛油、乳酪、牛奶及肉類與多種植物油均有著這種脂肪酸，母乳中含量亦相當豐富。 工业上由牛油、猪油等动物脂肪或棕榈仁油等植物油经皂化后制得；棕櫚酸陰離子是棕櫚酸在生理酸鹼值中的觀察型態。 棕櫚酸是第一種從中產生的脂肪酸，亦可以由它產生更長的脂肪酸。棕櫚酸鹽對乙酰辅酶A羧化酶有負面反應，乙醘輔酶A羧化酶是在發展的醘鏈中負責將乙醘攜帶者蛋白轉為丙二醘攜帶者蛋白，因而可以阻止棕櫚酸鹽的生成。 棕櫚酸酯是一種抗氧化劑，及一種加入脫脂奶中的維生素A化合物，以取代因在脫脂的過程中失去的維生素。棕櫚酸酯會附於醇型態的維生素A，即視黃醇，以穩定在牛奶內的維生素A。 在第二次世界大戰中，棕櫚酸的衍生物曾被用作製造為凝固汽油彈。 棕櫚酸的還原會產生鲸蜡醇。
Abstract from DBpedia / Wikipedia · CC BY-SA