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R-(+)-methanandamide

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EntityQ6553887· pop 7· linked from 450 articles

R-(+)-methanandamide

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Also known as (R)-methanandamide, AM-356, methanandamide

Methanandamide (AM-356) is a synthetically created stable chiral analog of anandamide. 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).

Chemical data

Formula
C23H39NO2
Molecular weight
361.6 g/mol
IUPAC name
(5Z,8Z,11Z,14Z)-N-[(2R)-1-hydroxypropan-2-yl]icosa-5,8,11,14-tetraenamide
SMILES
CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)N[C@H](C)CO
InChIKey
SQKRUBZPTNJQEM-FQPARAGTSA-N
XLogP
5.8
Polar surface area
49.3 Ų
H-bond donors
2
H-bond acceptors
2
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
361.298079
Show 3 more facts
chemical formula
C₂₃H₃₉NO₂
isomeric SMILES
CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)N[C@H](C)CO
canonical SMILES
CCCCCC=CCC=CCC=CCC=CCCCC(=O)NC(C)CO
Sources (3)

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Encyclopedic overview

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Contents
  • References

Methanandamide (AM-356) is a synthetically created stable chiral analog of anandamide. 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==

Excerpted from Wikipedia’s “R-(+)-methanandamide” article, available under the CC BY-SA 4.0 licence.

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