A3611

Arachidonic acid

from non-animal source, ≥98.5% (GC)

• 동의어(들): cis,cis,cis,cis-5,8,11,14-Eicosatetraenoic acid, Eicosa-5Z,8Z,11Z,14Z-tetraenoic acid, Immunocytophyte
• Linear Formula: CH₃(CH₂)₄(CH=CHCH₂)₄CH₂CH₂CO₂H
• CAS Number: 506-32-1
• Molecular Weight: 304.47
• Beilstein: 1713889
• EC Number: 208-033-4
• MDL number: MFCD00004417
• UNSPSC 코드: 12352211
• PubChem Substance ID: 329770839
• NACRES: NA.25

속성

• 생물학적 소스: non-animal source
• Quality Level: 300
• 분석: ≥98.5% (GC)
• 양식: liquid
• refractive index: n20/D 1.4872 (lit.)
• bp: 169-171 °C/0.15 mmHg (lit.)
• mp: −49 °C (lit.)
• density: 0.922 g/mL at 25 °C (lit.)
• 작용기: carboxylic acid
• 지질 유형: omega FAs
• 배송 상태: dry ice
• 저장 온도: −20°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-
• InChI key: YZXBAPSDXZZRGB-DOFZRALJSA-N

설명

애플리케이션

<ul>
<li><strong>Molecular Mechanisms Associated with the Inhibitory Role of Long Chain n-3 PUFA in Colorectal Cancer:</strong> This study discusses the effects of long-chain polyunsaturated fatty acids, like arachidonic acid, on colorectal cancer mechanisms. The research focuses on the anti-inflammatory and cancer inhibitory roles through the modulation of lipid metabolism and signal transduction pathways (Jayathilake et al., 2024).</li>
<li><strong>Zhilining Formula alleviates DSS-induced colitis through suppressing inflammation and gut barrier dysfunction via the AHR/NF-Bp65 axis:</strong> This article presents arachidonic acid′s role in the suppression of inflammation and restoration of gut barrier function, crucial for understanding inflammatory diseases and developing therapeutic strategies (Zhou et al., 2024).</li>
<li><strong>5,6-diHETE lactone (EPA-L) mediates hypertensive microvascular dilation by activating the endothelial GPR-PLC-IP(3) signaling pathway:</strong> Explores the cardiovascular implications of arachidonic acid metabolites, specifically their role in microvascular responses, which could influence hypertension treatment strategies (Asulin et al., 2024).</li>
</ul>

생화학적/생리학적 작용

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) .

포장

Sealed ampule

안전성 정보

• 픽토그램: GHS07
• 신호어: Warning
• 유해 및 위험 성명서: H315,H319
• 예방조치 성명서: P264 - P280 - P302 + P352 - P305 + P351 + P338 - P332 + P313 - P337 + P313
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2
• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 3
• Flash Point (°F): 235.4 °F - closed cup
• Flash Point (°C): 113 °C - closed cup