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ácido palmítico
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
composto químico
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 · Português
Ácido palmítico ou ácido hexadecanoico (nome IUPAC) é um dos ácidos graxos saturados mais comuns, encontrados quer em animais, quer em plantas. Como o próprio nome indica, é o principal (e em maior quantidade) componente do óleo de palma. Leite e derivados (manteiga, queijo) e carne bovina também o contêm. Palmitato chama-se ao éster do ácido palmítico. O ânion palmitato é a espécie química observada do ácido palmítico em avaliações de pH de líquidos fisiológicos. O ácido palmítico (16 átomos de carbono), da palavra francesa “palmitique”, foi primeiro purificado por Chevreul ME em sua pesquisa sobre manteiga e sebo (também conhecida como gordura bovina), mas certamente caracterizada por Frémy E. em 1840 em óleo de palma saponificado. da qual seu nome(3). É um ácido graxo saturado (sem ligação dupla, portanto, em taquigrafia 16:0) membro do subgrupo chamado de ácidos graxos de cadeia longa (LCFA), de 14 a 18 átomos de carbono(3). É o primeiro ácido graxo produzido durante a síntese de ácidos graxos nos seres humanos e o ácido graxo do qual os ácidos graxos mais longos podem ser produzidos(3).
Abstract from DBpedia / Wikipedia · CC BY-SA