Arachidonic acid A-122-1ML
Empirical Formula (Hill Notation): | C20H32O2 |
Linear Formula: | CH3(CH2)4(CH=CHCH2)4CH2CH2CO2H |
CAS Number: | 506-32-1 |
Molecular Weight: | 304.47 |
Beilstein/REAXYS Number: | 1713889 |
MDL number: | MFCD00004417 |
PubChem Substance ID: | 329770689 |
NACRES: | NA.24 |
A Certified Spiking Solution® suitable for use in mass spectrometry-based fatty acid testing applications such as assessment of cardiovascular disease risk and fatty acid deficiency, and detection and quantification of arachidonic acid in nutraceuticals and dietary supplements. Arachidonic acid (cis-5,8,11,14), sometimes referred to as AA or ARA, is a polyunsaturated omega-6 fatty acid. Studies suggests that ARA as well as other fatty acids can serve as biomarkers for cardiovascular disease, and nutritional and metabolic disorders.
Arachidonic acid stimulates adhesion of MDA-MB-435 human metastatic cancer cells to extracellular matrix molecules (collagen IV and vitronectin) .
Arachidonic acid (AA) is an unsaturated 6 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.
CERILLIANT is a registered trademark of Cerilliant Corporation
CERTIFIED SPIKING SOLUTION is a registered trademark of Cerilliant Corporation
Snap-N-Shoot is a registered trademark of Cerilliant Corporation
Snap-N-Spike is a registered trademark of Cerilliant Corporation
grade | certified reference material |
form | liquid |
feature | Snap-N-Spike®/Snap-N-Shoot® |
packaging | ampule of 1 mL |
Торговая марка | Cerilliant® |
concentration | 1.0 mg/mL in ethanol |
application(s) | gas chromatography (GC): suitable, liquid chromatography (LC): suitable |
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.) |
format | single component solution |
storage temp. | 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 |
pictograms | GHS02,GHS07 |
signalword | Danger |
hcodes | H225 - H319 |
pcodes | P210 - P305 + P351 + P338 |
RIDADR | UN1170 - class 3 - PG 2 - Ethanol |
WGK Germany | WGK 1 |
Flash Point F | 57.2 °F - closed cup |
Flash Point C | 14.0 °C - closed cup |