Methanandamide: Difference between revisions
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| ImageFile = Methanandamide.svg |
| ImageFile = Methanandamide.svg |
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| ImageSize = 200px |
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| PIN = (5''Z'',8''Z'',11''Z'',14''Z'')-''N''-[(2''R'')-1-Hydroxypropan-2-yl]icosa-5,8,11,14-tetraenamide |
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| OtherNames = AM-356; Arachidonyl-1'-hydroxy-2'-propylamide |
| OtherNames = AM-356; Arachidonyl-1'-hydroxy-2'-propylamide |
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|Section1={{Chembox Identifiers |
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| IUPHAR_ligand = 2506 |
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| CASNo = 157182-49-5 |
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| CASNo = 157182-49-5 |
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| UNII = F4U8EF3PBH |
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| InChIKey = SQKRUBZPTNJQEM-FQPARAGTBH |
| InChIKey = SQKRUBZPTNJQEM-FQPARAGTBH |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = SQKRUBZPTNJQEM-FQPARAGTSA-N |
| StdInChIKey = SQKRUBZPTNJQEM-FQPARAGTSA-N |
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| ChEMBL = 120526 |
| ChEMBL = 120526 |
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| ChEMBL_Ref = {{ebicite|correct|EBI}} |
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| C=23 | H=39 | N=1 | O=2 |
| C=23 | H=39 | N=1 | O=2 |
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'''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 | |
'''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]]''). |
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==References== |
==References== |
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[[Category:Fatty acid amides]] |
[[Category:Fatty acid amides]] |
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[[Category:Cannabinoids]] |
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[[Category: |
[[Category:Primary alcohols]] |
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[[Category:AM cannabinoids]] |
[[Category:AM cannabinoids]] |
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Latest revision as of 19:46, 17 February 2022
Names | |
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Preferred IUPAC name
(5Z,8Z,11Z,14Z)-N-[(2R)-1-Hydroxypropan-2-yl]icosa-5,8,11,14-tetraenamide | |
Other names
AM-356; Arachidonyl-1'-hydroxy-2'-propylamide
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Identifiers | |
3D model (JSmol)
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ChEMBL | |
ChemSpider | |
PubChem CID
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UNII | |
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Properties | |
C23H39NO2 | |
Molar mass | 361.570 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Methanandamide (AM-356) is a synthetically created stable chiral analog of anandamide.[1] Its effects have been observed to act on the cannabinoid receptors (specifically on CB1 receptors, which are part of the central nervous system) found in different organisms such as mammals, fish, and certain invertebrates (e.g. Hydra).
References
[edit]- ^ Abadji V; Lin S; Taha G; Griffin G; Stevenson LA; Pertwee RG; Makriyannis A (1994). "(R)-methanandamide: A chiral novel anandamide possessing higher potency and metabolic stability". Journal of Medicinal Chemistry. 37 (12): 1889–93. doi:10.1021/jm00038a020. PMID 8021930.