Jump to content

Methanandamide: Difference between revisions

From Wikipedia, the free encyclopedia
Content deleted Content added
m →‎top: Journal cites: fix journal name, using AWB (11927)
ref fix
Line 38: Line 38:
}}
}}


'''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 |last= Abadji |first= 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|display-authors=etal}}</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]]'').
'''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 |last= Abadji |first= 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|display-authors=etal}}</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==
==References==

Revision as of 10:06, 2 August 2016

Methanandamide
Names
IUPAC name
(5Z,8Z,11Z,14Z)-N-[(1R)-2-hydroxy-1-methylethyl]icosa-5,8,11,14-tetraenamide
Other names
AM-356; Arachidonyl-1'-hydroxy-2'-propylamide
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
  • 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 checkY
    Key: SQKRUBZPTNJQEM-FQPARAGTSA-N checkY
  • 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
    Key: SQKRUBZPTNJQEM-FQPARAGTBH
  • O=C(N[C@H](C)CO)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC
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).
☒N verify (what is checkY☒N ?)

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

  1. ^ Abadji, V.; et al. (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.