23401

Arachidonic acid

analytical standard

• Szinonimák: cis,cis,cis,cis-5,8,11,14-Eicosatetraenoic acid, Eicosa-5Z,8Z,11Z,14Z-tetraenoic acid, Immunocytophyte
• Lineáris képlet: CH₃(CH₂)₄(CH=CHCH₂)₄CH₂CH₂CO₂H
• CAS-szám: 506-32-1
• Molekulatömeg: 304.47
• Beilstein: 1713889
• EC-szám: 208-033-4
• MDL-szám: MFCD00004417
• UNSPSC kód: 85151701
• PubChem Substance ID: 329752420
• NACRES: NA.24

Tulajdonságok

• biológiai forrás: synthetic
• Minőségi szint: 100
• grade: analytical standard
• Teszt: ≥97.0% (GC)
• form: liquid
• eltarthatósági idő: limited shelf life, expiry date on the label
• törésmutató: n20/D 1.4872 (lit.)
• bp: 169-171 °C/0.15 mmHg (lit.)
• mp: −49 °C (lit.)
• sűrűség: 0.922 g/mL at 25 °C (lit.)
• alkalmazás(ok): food and beverages
• format: neat
• funkcionális csoport: carboxylic acid
• tárolási hőmérséklet: 2-8°C
• SMILES string: OC(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)=O
• InChI: 1S/C20H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-19H2,1H3,(H,21,22)/b7-6-,10-9-,13-12-,16-15-
• Nemzetközi kémiai azonosító kulcs: YZXBAPSDXZZRGB-DOFZRALJSA-N

Leírás

Alkalmazás

• Arachidonic acid for inflammation research studies: Research on gigantol, a natural compound, emphasized its anti-inflammatory properties. This study suggests a parallel with arachidonic acid′s known effects on inflammation pathways, providing a comprehensive view of its potential in pharmaceutical and biotechnological applications (Chowdhury et al., 2024).


• High-purity arachidonic acid for biochemical assays: A novel study on Yinhua Miyanling tablets for treating ulcerative colitis employed metabolomics and network pharmacology, highlighting arachidonic acid′s crucial role in understanding biochemical pathways in therapeutic contexts (Wang et al., 2024).


• Arachidonic acid as a signaling molecule in cell culture: A hepatoprotective study on cholic acid against liver injury used arachidonic acid for its significant roles in cellular signaling pathways, elucidating its mechanisms in medical research (Zhang et al., 2024).

Biokémiai/fiziológiai hatások

Arachidonic acid (AA) is an unsaturated ω⁶ fatty acid constituent of the phospholipids of cell membranes. Phospholipase A2 releases AA from the membrane phospholipids in response to inflammation. AA is subsequently metabolized to prostaglandins and thromboxanes by at least two cyclooxygenase (COX) isoforms, to leukotrienes and lipoxins by lipoxygenases, and to epoxyeicosatrienoic acids via cytochrome p450-catalyzed metabolism. AA and its metabolites play important roles in a variety of biological processes, including signal transduction, smooth muscle contraction, chemotaxis, cell proliferation and differentiation, and apoptosis. AA has been demonstrated to bind to the a subunit of G protein and inhibit the activity of Ras GTPase-activating proteins (GAPs). Cellular uptake of AA is energy dependent and involves protein-facilitated transport across the plasma membrane.

Arachidonic acid stimulates adhesion of MDA-MB-435 human metastatic cancer cells to extracellular matrix molecules (collagen IV and vitronectin) .

Biztonsági adatok

• Piktogramok: GHS07
• Figyelmeztetés: Warning
• Figyelmeztető mondatok: H315,H319
• Óvintézkedésre vonatkozó mondatok: P264 - P280 - P302 + P352 - P305 + P351 + P338 - P332 + P313 - P337 + P313
• Veszélyességi osztályok: Eye Irrit. 2 - Skin Irrit. 2
• Tárolási osztály kódja: 10 - Combustible liquids
• WGK: WGK 3
• Lobbanási pont (F): 235.4 °F - closed cup
• Lobbanási pont (C): 113 °C - closed cup