23401

Arachidonic acid

analytical standard

• Sinonimo/i: cis,cis,cis,cis-5,8,11,14-Eicosatetraenoic acid, Eicosa-5Z,8Z,11Z,14Z-tetraenoic acid, Immunocytophyte
• Formula condensata: CH₃(CH₂)₄(CH=CHCH₂)₄CH₂CH₂CO₂H
• Numero CAS: 506-32-1
• Peso molecolare: 304.47
• Beilstein: 1713889
• Numero CE: 208-033-4
• Numero MDL: MFCD00004417
• Codice UNSPSC: 85151701
• ID PubChem: 329752420
• NACRES: NA.24

Proprietà

• Origine biologica: synthetic
• Livello qualitativo: 100
• Grado: analytical standard
• Saggio: ≥97.0% (GC)
• Forma fisica: liquid
• Durata: limited shelf life, expiry date on the label
• Indice di rifrazione: n20/D 1.4872 (lit.)
• P. eboll.: 169-171 °C/0.15 mmHg (lit.)
• Punto di fusione: −49 °C (lit.)
• Densità: 0.922 g/mL at 25 °C (lit.)
• applicazioni: food and beverages
• Formato: neat
• Gruppo funzionale: carboxylic acid
• Temperatura di conservazione: 2-8°C
• Stringa SMILE: 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-; YZXBAPSDXZZRGB-DOFZRALJSA-N

Descrizione

Applicazioni

• 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).

Azioni biochim/fisiol

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) .

Informazioni sulla sicurezza

• Pittogrammi: GHS07
• Avvertenze: Warning
• Indicazioni di pericolo: H315,H319
• Consigli di prudenza: P264 - P280 - P302 + P352 - P305 + P351 + P338 - P332 + P313 - P337 + P313
• Classi di pericolo: Eye Irrit. 2 - Skin Irrit. 2
• Codice della classe di stoccaggio: 10 - Combustible liquids
• Classe di pericolosità dell'acqua (WGK): WGK 3
• Punto d’infiammabilità (°F): 235.4 °F - closed cup
• Punto d’infiammabilità (°C): 113 °C - closed cup