General Information of the Compound
Compound ID
CP0038524
Compound Name
(5Z,8Z,11Z,14Z)-Icosa-5,8,11,14-tetraenoic acid ((R)-2-hydroxy-1-methyl-ethyl)-amide
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Synonyms
(5Z,8Z,11Z,14Z)-N-[(2R)-1-hydroxypropan-2-yl]icosa-5,8,11,14-tetraenamide
(R)-(+)-Methanandamide
(R)-N-(2-Hydroxy-1-methylethyl)-5Z,8Z,11Z,14Z-eicosatetraenamide
(R)-methanandamide
157182-49-5
AC1O424C
AM-356
BCBcMAP01_000201
BML2-C03
BSPBio_001285
CHEMBL120526
GTPL2506
Methanandamide
MolPort-003-958-659
N-(1R-methyl-2-hydroxy-ethyl) arachidonoyl amine
N-(1R-methyl-2-hydroxy-ethyl)-5Z,8Z,11Z,14Z-eicosatetraenoyl amine
R(+)-Methanandamide
R-(+)-methanandamide
R-1 Methanandamide
SCHEMBL338871
methanandamide
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Structure
Formula
C23H39NO2
Molecular Weight
361.57
Canonical SMILES
CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)N[C@H](C)CO
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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
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InChIKey
SQKRUBZPTNJQEM-FQPARAGTSA-N
Physicochemical Property
logP
5.6291
Rotatable Bonds
16
Heavy Atom Count
26
Polar Areas
49.33
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
2
Complexity
26

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 6321351
SID: 14803494
ChEMBL ID
CHEMBL120526
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT00834, Cannabinoid receptor 2
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293
 Cell Line Info 
Homo sapiens (Human)  1
1
Ki = 220 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Protein ID: PT01998, Cannabinoid receptor 2
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293
 Cell Line Info 
Homo sapiens (Human)  1
1
Ki > 1000 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 815 nM
Clinical Information about the Compound
Drug 1 ( Methanandamide )
Drug Name Methanandamide
Target(s)
Cannabinoid receptor 1 (CB1)
 Target Info 
Antagonist