A8848
Arachidonoyl dopamine
≥98% (HPLC), ethanol solution
Sinónimos:
AA-DA, Arachidonyl dopamine, N-[2,3-(4-Dihydroxyphenyl)ethyl]-5Z,8Z,11Z,14Z-eicosatetraenamide, NADA
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About This Item
Fórmula empírica (notación de Hill):
C28H41NO3
Peso molecular:
439.63
Número MDL:
Código UNSPSC:
12352116
ID de la sustancia en PubChem:
NACRES:
NA.77
Productos recomendados
Nivel de calidad
Ensayo
≥98% (HPLC)
Formulario
ethanol solution
control farmacológico
regulated under CDSA - not available from Sigma-Aldrich Canada
Condiciones de envío
wet ice
temp. de almacenamiento
−20°C
cadena SMILES
CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)NCCc1ccc(O)c(O)c1
InChI
1S/C28H41NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-28(32)29-23-22-25-20-21-26(30)27(31)24-25/h6-7,9-10,12-13,15-16,20-21,24,30-31H,2-5,8,11,14,17-19,22-23H2,1H3,(H,29,32)/b7-6-,10-9-,13-12-,16-15-
Clave InChI
MVVPIAAVGAWJNQ-DOFZRALJSA-N
Descripción general
The endogenous cannabinoid system is comprised of two cannabinoid-receptor subtypes (CB1 and CB2 endocannabinoids (endogenous agonists of the receptors), and other supporting proteins. This system is involved in brain neuromodulation and has been reported to affect physiological processes such as appetite, pain, and movement, as well as others. Arachidonoyl Dopamine (AA-DA) is the amide of the neurotransmitter bioactive amine, dopamine, and the polyunsaturated fatty acid, arachidonic acid. AA-DA displays cannabimimetic activity in vitro and in vivo, has been shown to activate the CB1 receptor, and is a ligand for the endogenous VR1 vanilloid receptor.
Aplicación
Used in studies of the endogenous cannabinoid system.
Acciones bioquímicas o fisiológicas
AA-DA competitively inhibits fatty acid amide hydrolase (IC50 = approx. 22 μM) from N18TG2 neuroblastoma cells and inhibits binding (Ki = 0.25 μM) of the selective cannabinoid receptor subtype 1 (CB1) ligand, [3H]SR141716A, to rat brain membrane. AA-DA also inhibits the anandamide membrane transporter in BL-2H3 basophilic leukemia and C6 glioma cells. AA-DA has at least a 40 fold greater selectivity for CB1 than CB2 receptors in rat brain membranes and has been shown to be more potent than anandamide as a CB1 agonist in undifferentiated N18TG2 neuroblastoma cells. AA-DA induces hypothermia and immobility, and decreases spontaneous activity and pain perception in mice and rats, which supports its action as a CB1 agonist in vivo. AA-DA has been shown to inhibit (IC50 = 0.25 μM) proliferation of human breast MCF-7 cancer cells.
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Referencia del producto
Descripción
Precios
Palabra de señalización
Danger
Frases de peligro
Consejos de prudencia
Clasificaciones de peligro
Eye Irrit. 2 - Flam. Liq. 2
Código de clase de almacenamiento
3 - Flammable liquids
Clase de riesgo para el agua (WGK)
WGK 3
Punto de inflamabilidad (°F)
57.2 °F - closed cup
Punto de inflamabilidad (°C)
14.0 °C - closed cup
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