M186

R(+)-Methanandamide

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

• 동의어(들): AM-356, R(+)-Arachidonyl-1′-hydroxy-2′-propylamide
• 실험식(Hill 표기법): C₂₃H₃₉NO₂
• CAS Number: 157182-49-5
• Molecular Weight: 361.56
• EC Number: 200-578-6
• MDL number: MFCD00467914
• UNSPSC 코드: 12352200
• PubChem Substance ID: 24896698

속성

• Quality Level: 100
• 분석: ≥96% (HPLC)
• 광학 활성: [α]/D +8.7°, c = 4 in chloroform(lit.)
• 약물 제어: regulated under CDSA - not available from Sigma-Aldrich Canada
• 저장 조건: desiccated; protect from light; under inert gas
• 농도: 5 mg/mL in absolute ethanol
• 저장 온도: −20°C
• SMILES string: 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
• InChI key: SQKRUBZPTNJQEM-FQPARAGTSA-N
• 유전자 정보: mouse ... Cnr1(12801) , Cnr2(12802) ; rat ... Cnr1(25248)

설명

생화학적/생리학적 작용

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.

특징 및 장점

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.

안전성 정보

• 픽토그램: GHS02,GHS07
• 신호어: Danger
• 유해 및 위험 성명서: H225,H319
• 예방조치 성명서: P210 - P233 - P240 - P241 - P242 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Flam. Liq. 2
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 2
• Flash Point (°F): 57.2 °F
• Flash Point (°C): 14 °C
• 개인 보호 장비: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter