M186
R(+)-甲酰胺
5 mg/mL in absolute ethanol, ≥96% (HPLC)
别名:
AM-356, R(+)-Arachidonyl-1′-hydroxy-2′-propylamide
登录 查看组织和合同定价。
选择尺寸
变更视图
关于此项目
经验公式（希尔记法）:
C23H39NO2
化学文摘社编号:
分子量:
361.56
UNSPSC Code:
12352200
PubChem Substance ID:
EC Number:
200-578-6
MDL number:
Assay:
≥96% (HPLC)
Quality level:
Storage condition:
desiccated, protect from light, under inert gas
Quality Level
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
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
Gene Information
mouse ... Cnr1(12801), Cnr2(12802)
rat ... Cnr1(25248)
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.
signalword
Danger
hcodes
Hazard Classifications
Eye Irrit. 2 - Flam. Liq. 2
存储类别
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
法规信息
新产品
此项目有
V Abadji et al.
Journal of medicinal chemistry, 37(12), 1889-1893 (1994-06-10)
Four chiral congeners of arachidonylethanolamide (anandamide) have been synthesized and evaluated for (a) their ability to bind to the cannabinoid receptor in rat forebrain membranes and (b) their pharmacological potency as measured by the compounds' ability to inhibit electrically-evoked contractions
María Gracia Gervasi et al.
PloS one, 6(2), e16993-e16993 (2011-02-25)
Anandamide (AEA), a major endocannabinoid, binds to cannabinoid and vanilloid receptors (CB1, CB2 and TRPV1) and affects many reproductive functions. Nanomolar levels of anandamide are found in reproductive fluids including mid-cycle oviductal fluid. Previously, we found that R(+)-methanandamide, an anandamide
Raffaele Nuzzi et al.
Frontiers in neuroscience, 11, 494-494 (2017-09-21)
Glaucoma is a common degenerative disease affecting