Please note that the density of this product is about 0.92 g/mL. Hence, 100 mg material has a volume of 108 microliters.
181198
Arachidonic Acid
≥99% (TLC and GC), oil, membrane phospholipid component, Calbiochem®
Synonym(s):
Arachidonic Acid, cis,cis,cis,cis-5,8,11,14-Eicosatetraenoic Acid, 20:4
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About This Item
Empirical Formula (Hill Notation):
C20H32O2
CAS Number:
Molecular Weight:
304.47
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.77
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Product Name
Arachidonic Acid, Precursor for prostaglandins, prostacyclin, and thromboxane.
Quality Level
Assay
≥99% (TLC and GC)
form
oil
manufacturer/tradename
Calbiochem®
storage condition
OK to freeze
protect from light
color
colorless
solubility
ethanol: 5 mg/mL
shipped in
dry ice
storage temp.
−70°C
SMILES string
OC(=O)CCC\C=C\C\C=C\C\C=C\C\C=C\CCCCC
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-CGRWFSSPSA-N
General description
A cis-polyunsaturated fatty acid found in the plasma membrane. Major component of membrane phospholipids. Following its release by cellular phospholipases, it is enzymatically converted to a variety of inflammatory and vasoactive metabolites, such as prostaglandins (via the cyclooxygenase pathway), leukotrienes (via the lipoxygenase pathway), and epoxides (via the cytochrome P450 pathway). Binds to G-protein α-subunits in a covalent, posttranslational manner. Inhibits Ras-GAP. Stimulates the synthesis of nitric oxide by platelets.
Precursor for prostaglandins, prostacyclin, and thromboxane. Binds to G-protein α-subunits in a covalent, post-translational manner. Inhibits Ras-GAP. Stimulates the synthesis of nitric oxide by platelets. Modulates nitric oxide production by prostaglandin synthesis via the cyclooxygenase pathway.
Biochem/physiol Actions
Cell permeable: no
Primary Target
Ras-GAP
Ras-GAP
Product does not compete with ATP.
Reversible: no
Packaging
Packaged under inert gas
Warning
Toxicity: Harmful (C)
Reconstitution
Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 1 month at -20°C.
Other Notes
Hallak, H., et al. 1994. J. Biol. Chem. 269, 4713.
Khurana, G., and Bennett, M.R. 1993. Br. J. Pharmacol. 109, 480.
Han, J.-W., et al. 1991. Science252, 576.
Radomski, M.W., et al. 1990. Br. J. Pharmacol. 101, 325.
Neddleman P., et al. 1986. Annu. Rev. Biochem.55, 69.
Khurana, G., and Bennett, M.R. 1993. Br. J. Pharmacol. 109, 480.
Han, J.-W., et al. 1991. Science252, 576.
Radomski, M.W., et al. 1990. Br. J. Pharmacol. 101, 325.
Neddleman P., et al. 1986. Annu. Rev. Biochem.55, 69.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Signal Word
Warning
Hazard Statements
Precautionary Statements
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
Certificates of Analysis (COA)
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