View source for Methanandamide

{{Chembox
| Verifiedfields = changed
| verifiedrevid = 461740736
| ImageFile = Methanandamide.svg
| ImageClass   = skin-invert-image
| ImageSize = 200px
| PIN = (5''Z'',8''Z'',11''Z'',14''Z'')-''N''-[(2''R'')-1-Hydroxypropan-2-yl]icosa-5,8,11,14-tetraenamide
| OtherNames = AM-356; Arachidonyl-1'-hydroxy-2'-propylamide
|Section1={{Chembox Identifiers
| IUPHAR_ligand = 2506
| CASNo = 157182-49-5
| CASNo_Ref = {{cascite|correct|CAS}}
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = F4U8EF3PBH
| PubChem = 6321351
| ChemSpiderID = 4881984
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| SMILES = O=C(N[C@H](C)CO)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC
| InChI = 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
| InChIKey = SQKRUBZPTNJQEM-FQPARAGTBH
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 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
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = SQKRUBZPTNJQEM-FQPARAGTSA-N
| ChEMBL = 120526
| ChEMBL_Ref = {{ebicite|correct|EBI}}
  }}
|Section2={{Chembox Properties
| C=23 | H=39 | N=1 | O=2
| Appearance = 
| Density = 
| MeltingPt = 
| BoilingPt = 
| Solubility =
  }}
|Section3={{Chembox Hazards
| MainHazards = 
| FlashPt = 
| AutoignitionPt =
  }}
}}

'''Methanandamide''' ('''AM-356''') is a [[Organic compound#Synthetic compounds|synthetic]]ally created stable [[Chiral (chemistry)|chiral]] [[Structural analog|analog]] of [[anandamide]].<ref>{{cite journal |pmid= 8021930 |year= 1994 |author1= Abadji V|title= (''R'')-methanandamide: A chiral novel anandamide possessing higher potency and metabolic stability |volume= 37 |issue= 12 |pages= 1889–93 |journal= Journal of Medicinal Chemistry |doi=10.1021/jm00038a020|author2= Lin S|author3=Taha G|author4=Griffin G|author5=Stevenson LA|author6=Pertwee RG|author7=Makriyannis A|authorlink7=Alexandros Makriyannis}}</ref>  Its effects have been observed to act on the [[cannabinoid receptor]]s (specifically on [[Cannabinoid receptor type 1|CB<sub>1</sub>]] receptors, which are part of the [[central nervous system]]) found in different organisms such as mammals, fish, and certain invertebrates (e.g. ''[[Hydra (genus)|Hydra]]'').

==References==
{{reflist}}


{{Cannabinoids}}
{{Cannabinoidergics}}

[[Category:Fatty acid amides]]

[[Category:Primary alcohols]]
[[Category:AM cannabinoids]]

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