M186

R(+)-Methanandamide

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

• Sinonimo/i: AM-356, R(+)-Arachidonyl-1′-hydroxy-2′-propylamide
• Formula empirica (notazione di Hill): C₂₃H₃₉NO₂
• Numero CAS: 157182-49-5
• Peso molecolare: 361.56
• UNSPSC Code: 12352200
• PubChem Substance ID: 24896698
• EC Number: 200-578-6
• MDL number: MFCD00467914

Proprietà

• Nome del prodotto: R(+)-Methanandamide, 5 mg/mL in absolute ethanol, ≥96% (HPLC)
• InChI key: SQKRUBZPTNJQEM-FQPARAGTSA-N
• 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
• SMILES string: CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)N[C@H](C)CO
• assay: ≥96% (HPLC)
• optical activity: [α]/D +8.7°, c = 4 in chloroform(lit.)
• drug control: regulated under CDSA - not available from Sigma-Aldrich Canada
• storage condition: desiccated; protect from light; under inert gas
• concentration: 5 mg/mL in absolute ethanol
• storage temp.: −20°C
• Quality Level: 100
• Gene Information: mouse ... Cnr1(12801), Cnr2(12802) ; rat ... Cnr1(25248)

Descrizione

Biochem/physiol Actions

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.

Features and Benefits

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.

Informazioni sulla sicurezza

• pictograms: GHS02,GHS07
• signalword: Danger
• hcodes: H225,H319
• pcodes: P210 - P233 - P240 - P241 - P242 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Flam. Liq. 2
• Classe di stoccaggio: 3 - Flammable liquids
• wgk: WGK 2
• flash_point_f: 57.2 °F
• flash_point_c: 14 °C
• ppe: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter