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181198

Arachidonic Acid

≥99% (TLC and GC), oil, membrane phospholipid component, Calbiochem®

Sinónimos:

Arachidonic Acid, cis,cis,cis,cis-5,8,11,14-Eicosatetraenoic Acid, 20:4

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Fórmula empírica (notación de Hill):
C20H32O2
Número CAS:
506-32-1
Peso molecular:
304.47
UNSPSC Code:
12352211
NACRES:
NA.77
MDL number:
MFCD00004417
Assay:
≥99% (TLC and GC)
Form:
oil
Quality level:
100
Storage condition:
OK to freeze, protect from light
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Nombre del producto

Arachidonic Acid, Precursor for prostaglandins, prostacyclin, and thromboxane.

description

Merck USA index - 14, 765

Quality Level

100

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
Product does not compete with ATP.
Reversible: no

Packaging

Packaged under inert gas

Preparation Note

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.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Harmful (C)

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pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Clase de almacenamiento

10 - Combustible liquids

wgk

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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