Methanandamide

Methanandamide
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
CAS number	157182-49-5 Y
PubChem	6321351
ChemSpider	4881984 Y
ChEMBL	CHEMBL120526 Y
Jmol-3D images	Image 1
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 Y Key: SQKRUBZPTNJQEM-FQPARAGTSA-N Y 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 Key: SQKRUBZPTNJQEM-FQPARAGTBH
Properties
Molecular formula	C23H39NO2
Molar mass	361.56 g mol−1
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

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; 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. 

This article about an alcohol is a stub. You can help Wikipedia by expanding it.v · Categories: Fatty acid amides Cannabinoids Alcohols AM cannabinoids Cannabinoid stubs Biochemistry stubs Alcohol stubs Wikimedia Foundation. 2010. Игры ⚽ Поможем сделать НИР WGUC Gary Gibbons Look at other dictionaries: O-1812 — Systematic (IUPAC) name (5Z,8Z,11Z,14Z) 20 cyano N [(2R) 1 hydroxypropan 2 yl] 16,16 dimethylicosa 5,8,11,14 tetraenamide Clinical data Pregnancy cat …   Wikipedia Tetrahydrocannabinol — THC redirects here. For other uses, see THC (disambiguation). Tetrahydrocannabinol (THC) …   Wikipedia Paracetamol — Acetaminophen Systematic (IUPAC) name …   Wikipedia Anandamide — IUPAC name (5Z,8Z,11Z,14Z) N (2 hydroxyethyl)icosa 5,8,11,14 tetraenamide …   Wikipedia Effects of cannabis — Short term effects of cannabis Classification and external resources ICD 10 F12.0 The effects of cannabis are caused by cannabinoids, most notably tetrahydrocannabinol (THC). Cannabis has both psychological and physiological effects on the human… …   Wikipedia Cannabis (drug) — Marijuana redirects here. For other uses, see Marijuana (disambiguation). For the plant genus, see Cannabis. Cannabis …   Wikipedia Nabilone — Systematic (IUPAC) name (6aR,10aR) rel 1 hydroxy 6,6 dimethyl 3 (2 methyloctan 2 yl) Clinical data AHFS/ …   Wikipedia Levonantradol — Systematic (IUPAC) name [(6S,6aR,9R,10aR) 9 hydroxy 6 methyl 3 [(2R) 5 phenylpentan 2 yl]oxy 5,6,6a,7,8,9,10,10a octahydrophenanthridin 1 yl] acetate Clinical data …   Wikipedia THC-O-acetate — Systematic (IUPAC) name O acetyl Δ9 tetrahydrocannabinol Clinical data Pregnancy cat.  ? …   Wikipedia AM404 — Systematic (IUPAC) name (5Z,8Z,11Z,14Z) N (4 hydroxyphenyl)icosa 5,8,11,14 tetraenamide Clinical data Pregnancy cat …   Wikipedia 18+ © Academic, 2000-2025 Contact us: Technical Support, Advertising Dictionaries export, created on PHP, Joomla, Drupal, WordPress, MODx. Mark and share Search through all dictionaries Translate… Search Internet Share the article and excerpts Direct link … Do a right-click on the link above and select “Copy Link”