157182-49-5
157182-49-5
Chemical Structure
(R)-Methanandamide
Synonym(s): AM-356
- CAS No.: 157182-49-5
- Formula:C23H39NO2
- Molecular Weight:361.56
IUPAC Name: (5Z,8Z,11Z,14Z)-N-((R)-1-hydroxypropan-2-yl)icosa-5,8,11,14-tetraenamide
InChIKey: SQKRUBZPTNJQEM-FQPARAGTSA-N
SMILES: CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(N[C@H](C)CO)=O
Biological Activity: (R)-Methanandamide (AM-356), an analog of the endocannabinoid ligand Anandamide, is a potent CB1 agonist with a Ki of 20 nM. (R)-Methanandamide also activates vanilloid (TRPV1) receptors[1][2].
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(R)-Methanandamide | (R)-Methanandamide (AM-356), an analog of the endocannabinoid ligand Anandamide, is a potent CB1 agonist with a Ki of 20 nM. (R)-Methanandamide also activates vanilloid (TRPV1) receptors. | |||||||||||||||||||||
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Structural Analogs
-
Similarity Score 1.00
HY-125743S-1 Methanandamide -
Similarity Score 0.89
HY-121476Arachidonoyl Serinol -
Similarity Score 0.87
HY-119352S-2 Methanandamide -
Similarity Score 0.87
HY-123594R-2 Methanandamide -
Similarity Score 0.87
HY-134545N-Arachidonoyl-L-alanine -
Similarity Score 0.87
HY-10863Anandamide -
Similarity Score 0.87
HY-N16008C20:4 Anandamide (AEA) -
Similarity Score 0.85
HY-139272Eicosapentaenoyl 1-propanol-2-amide -
Similarity Score 0.85
HY-134110N-Methylarachidonamide -
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References
- [1]. V Abadji, et al. (R)-methanandamide: a chiral novel anandamide possessing higher potency and metabolic stability. J Med Chem. 1994 Jun 10;37(12):1889-93. [Content Brief]
- [2]. M J M Fischer, et al. Cannabinoid and vanilloid effects of R(+)-methanandamide in the hemisected meningeal preparation. Cephalalgia. 2007 May;27(5):422-8. [Content Brief]
