23401

Arachidonic acid

analytical standard

• Synonim(y): cis,cis,cis,cis-5,8,11,14-Eicosatetraenoic acid, Eicosa-5Z,8Z,11Z,14Z-tetraenoic acid, Immunocytophyte
• Wzór liniowy: CH₃(CH₂)₄(CH=CHCH₂)₄CH₂CH₂CO₂H
• Numer CAS: 506-32-1
• Masa cząsteczkowa: 304.47
• Beilstein: 1713889
• Numer WE: 208-033-4
• Numer MDL: MFCD00004417
• Kod UNSPSC: 85151701
• Identyfikator substancji w PubChem: 329752420
• NACRES: NA.24

Właściwości

• pochodzenie biologiczne: synthetic
• Poziom jakości: 100
• klasa czystości: analytical standard
• Próba: ≥97.0% (GC)
• Postać: liquid
• okres trwałości: limited shelf life, expiry date on the label
• współczynnik refrakcji: n20/D 1.4872 (lit.)
• tw: 169-171 °C/0.15 mmHg (lit.)
• mp: −49 °C (lit.)
• gęstość: 0.922 g/mL at 25 °C (lit.)
• Zastosowanie: food and beverages
• format: neat
• grupa funkcyjna: carboxylic acid
• temp. przechowywania: 2-8°C
• ciąg SMILES: 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-
• Klucz InChI: YZXBAPSDXZZRGB-DOFZRALJSA-N

Opis

Zastosowanie

• 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).

Działania biochem./fizjol.

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) .

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Informacja o środkach bezpieczeństwa

• Piktogramy: GHS07
• Hasło ostrzegawcze: Warning
• Zwroty wskazujące rodzaj zagrożenia: H315,H319
• Zwroty wskazujące środki ostrożności: P264 - P280 - P302 + P352 - P305 + P351 + P338 - P332 + P313 - P337 + P313
• Klasyfikacja zagrożeń: Eye Irrit. 2 - Skin Irrit. 2
• Kod klasy składowania: 10 - Combustible liquids
• Klasa zagrożenia wodnego (WGK): WGK 3
• Temperatura zapłonu (°F): 235.4 °F - closed cup
• Temperatura zapłonu (°C): 113 °C - closed cup