M186

R(+)-Methanandamide

5 mg/mL in absolute ethanol, ≥96% (HPLC)

• Synonyme(s) : AM-356, R(+)-Arachidonyl-1′-hydroxy-2′-propylamide
• Formule empirique (notation de Hill): C₂₃H₃₉NO₂
• Numéro CAS: 157182-49-5
• Poids moléculaire : 361.56
• Numéro CE : 200-578-6
• Numéro MDL: MFCD00467914
• Code UNSPSC : 12352200
• ID de substance PubChem : 24896698

Propriétés

• Niveau de qualité: 100
• Pureté: ≥96% (HPLC)
• Activité optique: [α]/D +8.7°, c = 4 in chloroform(lit.)
• Contrôle du médicament: regulated under CDSA - not available from Sigma-Aldrich Canada
• Conditions de stockage: desiccated; protect from light; under inert gas
• Concentration: 5 mg/mL in absolute ethanol
• Température de stockage: −20°C
• Chaîne SMILES: CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)N[C@H](C)CO
• InChI: 1S/C23H39NO2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-23(26)24-22(2)21-25/h7-8,10-11,13-14,16-17,22,25H,3-6,9,12,15,18-21H2,1-2H3,(H,24,26)/b8-7-,11-10-,14-13-,17-16-/t22-/m1/s1
• Clé InChI: SQKRUBZPTNJQEM-FQPARAGTSA-N
• Informations sur le gène: mouse ... Cnr1(12801) , Cnr2(12802) ; rat ... Cnr1(25248)

Description

Actions biochimiques/physiologiques

R(+)-Methanandamide is metabolically stable congener of anandamide that has higher affinity for the cannabinoid receptor. Of the analogs tested, (R)-methanandamide exhibited the highest affinity for the cannabinoid receptor with a Ki of 20 +/- 1.6 nM, 4-fold lower than that of anandamide (Ki = 78 +/- 2 nM). (R)-methanandamide exhibits high stability to aminopeptidase hydrolysis. Experiments with mice have demonstrated that (R)-methanandamide also posseses cannabimimetric properties in vivo, as established by the four tests of hypothermia, hypokinesia, ring immobility, and antinociception.

Caractéristiques et avantages

This compound is featured on the Cannabinoid Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Informations sur la sécurité

• Pictogrammes: GHS02,GHS07
• Mention d'avertissement: Danger
• Mentions de danger: H225,H319
• Conseils de prudence: P210 - P233 - P240 - P241 - P242 - P305 + P351 + P338
• Classification des risques: Eye Irrit. 2 - Flam. Liq. 2
• Code de la classe de stockage: 3 - Flammable liquids
• Classe de danger pour l'eau (WGK): WGK 2
• Point d'éclair (°F): 57.2 °F
• Point d'éclair (°C): 14 °C
• Équipement de protection individuelle: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter