Basic information
- CAS
94421-69-9- Standard SMILES
CCCCCCCCCCCCCCCCCCCC(=O)NCCO- InChIKey
AUJVQJHODMISJP-UHFFFAOYSA-N- Molecular formula
- C22H45NO2
- Average molar mass
- 355.6 g/mol
- Monoisotopic mass
- 355.34502968
Overview
N-(icosanoyl)ethanolamine is an N-(long-chain-acyl)ethanolamine that is the ethanolamide of eicosanoic acid. It is a N-(long-chain-acyl)ethanolamine and a N-(saturated fatty acyl)ethanolamine. It is functionally related to an icosanoic acid.
Names & identifiers
- Preferred name
- eicosanoyl-EA
- IUPAC
- N-(2-hydroxyethyl)icosanamide
- English name
- ARACHIDOYL ETHANOLAMIDE
- Molecular formula
- C22H45NO2
- Molecular weight
- 355.6
Names & synonyms
Eicosanoyl-EAN-eicosanoyl-ethanolamineRefChem:1084061Arachidoyl EthanolamideN-(2-hydroxyethyl)icosanamide94421-69-9N-arachidoylethanolamineN-eicosanoylethanolamineN-(icosanoyl)ethanolamineCHEMBL4237704N-(2-Hydroxyethyl)-eicosanamideNAE 20:0
Show more names
N-(2-Hydroxyethyl)arachidamideEicosanamide, N-(2-hydroxyethyl)-N-(2-Hydroxyethyl)arachic acid amide
4azpA9Meicosanoyl ethanolamideN-icosanoylethanolamineN-arachidoyl ethanolamineN-eicosanoyl ethanolamineN-(eicosanoyl)ethanolamineSCHEMBL232840
Database identifiers
- CAS
94421-69-9- PubChem CID
- 3787294
- DTXSID
DTXSID10396406- ChEMBL
CHEMBL4237704- ChEBI
CHEBI:85253- UNII
- DG2486P9S3
- Nikkaji
- J115.319F
Properties
Computed structural properties
- XLogP
- 8.3
- Topological polar surface area
- 49.3 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 20
- Heavy atoms
- 25
- Formal charge
- 0
- Complexity
- 269
Experimental & physicochemical properties
LipidsFatty Acyls [FA] -> Fatty amides [FA08] -> N-acyl ethanolamines (endocannabinoids) [FA0804]
Physicochemical properties
- solubility
- 10 mg/ml; · DMF: 10 mg/ml; DMSO: 20 mg/ml; Ethanol: 2.5 mg/ml; PBS (pH 7.2): .15 mg/ml
- form
- A crystalline solid
Chemistry & industry
Applications
DescriptionThe endocannabinoids present a rich system of central cannabinoid (CB1), peripheral cannabinoid (CB2), and non-CB receptor-mediated pharmacology that has stimulated research in many fields including memory, weight loss and appetite, neurodegeneration, tumor surveillance, analgesia, and inflammation.1,2 Arachidoyl ethanolamide is one of the saturated fatty acyl ethanolamides devoid of classical (CB1/CB2) activity. Arachidoyl ethanolamide does not bind to the murine CB1 receptor3 and does not compete with anandamide as a substrate for the endocannabinoid hydrolytic enzyme fatty acid amide hydrolase.4 Non-CB receptor-mediated pharmacology of the saturated ethanolamides is still being elucidated.5
UsesArachidoyl Ethanolamide (N-(2-hydroxyethyl)-eicosanamide) is an ester product.
Suppliers10 total
宜昌众意泰贸易有限公司0717-6449896 13886658719 · [email protected]
Alfa Chemistry1-516-6625404 · [email protected]
上海源叶生物科技有限公司13636370518 · [email protected]
上海宏叶生物科技有限公司400-9205774 400-920-5774 · [email protected]
ChemeGen 中国18818260767 · [email protected]
上海一飞生物科技有限公司021-65675885 18964387627 · [email protected]
DAYANG CHEM (HANGZHOU) CO.,LTD+86-88938639 +86-17705817739 · [email protected]
TargetMol中国（陶术生物）15002134094 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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