Methanandamide

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Methanandamide
Systematic (IUPAC) name
(5Z,8Z,11Z,14Z)- N-[(2R)-1-hydroxypropan-2-yl]- icosa-5,8,11,14-tetraenamide
Identifiers
CAS number	157182-49-5
ATC code	?
PubChem	6321351
Chemical data
Formula	C₂₃H₃₉N O₂
Mol. mass	361.561 g/mol
SMILES	eMolecules & PubChem
Synonyms	AM-356, arachidonyl-1' -hydroxy-2'-propylamide
Pharmacokinetic data
Bioavailability	?
Metabolism	?
Half life	?
Excretion	?
Therapeutic considerations
Pregnancy cat.	?
Legal status
Routes	?

Methanandamide, or N-(2-hydroxy-1R-methylethyl)-5Z,8Z,11Z,14Z-eicosatetraenamide, 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 (i.e. Hydra).

v • d • e

Cannabinoids

Plant cannabinoids

CBD • CBDV • CBN • CBG • CBV • CBL • THC • THC-C4 • THCV

Cannabinoid metabolites

11-Hydroxy-THC • 11-nor-9-Carboxy-THC

Endogenous cannabinoids

Arachidonoyl ethanolamide (Anandamide or AEA) • 2-Arachidonoylglycerol (2-AG) • 2-Arachidonyl glyceryl ether (noladin ether) • Virodhamine • N-arachidonoyl-dopamine (NADA)

Synthetic cannabinoid agonists

Classical cannabinoids (Dibenzopyrans)	A-41988 • Ajulemic acid • AM-087 • AM-411 • AM-855 • AM-905 • AM-906 • AM-919 • AM-938 • AM-4030 • AMG-1 • AMG-3 • AMG-36 • AMG-41 • Dexanabinol (HU-211) • DMHP • Dronabinol • HU-210 • JWH-051 • JWH-133 • JWH-139 • L-759,633 • L-759,656 • Levonantradol • Nabilone • Nabitan • O-806 • O-823 • O-1057 • O-1125 • O-1238 • O-2545 • O-2694 • Parahexyl • THC-O-acetate • THC-O-phosphate

Nonclassical cannabinoids	CP 47,497 • CP 55,244 • CP 55,940 • HU-308 • 2-Isopropyl-5-methyl-1-(2,6-dihydroxy-4-nonylphenyl)cyclohex-1-ene

Aminoalkylindoles	AM-630 • AM-1241 • JWH-015 • JWH-018 • JWH-073 • JWH-081 • JWH-200 • L-768,242 • Pravadoline • WIN 55,212-2

Aminoalkylpyrroles	JWH-030 • JWH-147 • JWH-307

Eicosanoids	AM-883 • Arachidonyl-2'-chloroethylamide • Arachidonylcyclopropylamide • Methanandamide • O-585 • O-689 • O-1812 • O-1860 • O-1861

Others	BAY 38-7271 • BAY 59-3074 • JWH-171 • O-2220

Endocannabinoid activity enhancers

AM-404 • N-arachidonoyl-serotonin • O-1624 • URB-597 • URB-754

Cannabinoid antagonists and inverse agonists

AM-251 • AM-281 • AM-630 • BML-190 • JTE-907 • LY-320,135 • NESS-0327 • O-1184 • O-2050 • O-2654 • Rimonabant • SLV-319 • SR-144,528 • Surinabant • Taranabant • VCHSR