Elaidamide
Basic information
- CAS
4303-70-2- Standard SMILES
CCCCCCCC/C=C/CCCCCCCC(N)=O- InChIKey
FATBGEAMYMYZAF-MDZDMXLPSA-N- Molecular formula
- C18H35NO
- Average molar mass
- 281.5 g/mol
- Monoisotopic mass
- 281.27186474
Overview
Elaidamide is a fatty amide.
Names & identifiers
- Preferred name
- Elaidamide
- IUPAC
- (E)-octadec-9-enamide
- English name
- (E)-9-octadecenamide
- Molecular formula
- C18H35NO
- Molecular weight
- 281.48
Names & synonyms
ELAIDAMIDE4303-70-2(E)-octadec-9-enamide9E-hexadecenamideelaidic acid amideUNII-GOU8K597ITGOU8K597ITtrans-9-octadecenamideEINECS 224-316-59-Octadecenamide, (9E)-DTXSID901017170(E)-9,10-OCTADECENAMIDE
Show more names
ElaidoylamideElaidic AMide
RefChem:136440DTXCID70209422224-316-5octadec-9-enamide(E)-9-Octadecenamide(9E)-9-OctadecenamideSleepamide(9E)-OCTADEC-9-ENAMIDE
Database identifiers
- CAS
4303-70-2- PubChem CID
- 5353370
- DTXSID
DTXSID901017170- ChEMBL
CHEMBL86554- ChEBI
CHEBI:165592- UNII
- GOU8K597IT
- EC Number
- 224-316-5
- Nikkaji
- J205.696H、J46.811H
Properties
Computed structural properties
- XLogP
- 6.6
- Topological polar surface area
- 43.1 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 15
- Heavy atoms
- 20
- Formal charge
- 0
- Complexity
- 236
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
LipidsFatty Acyls [FA] -> Fatty amides [FA08] -> Primary amides [FA0801]
Physicochemical properties
- Melting point
- 84 · 84-85°C
- storage temp.
- -20 °C · -20°C Freezer
- solubility
- 2 mg/mL; · DMF: 2mg/mL; DMF:PBS (pH 7.2) (1:1): 0.5mg/mL
- form
- A crystalline solid
- FDA UNII
- 8 K597IT · GOU8K597IT
Chemistry & industry
Applications
DescriptionElaidamide is a fatty acid amide that has been found in the cerebrospinal fluid of sleep-deprived cats. It inhibits rat microsomal epoxide hydrolase (mEH; Ki = 70 nM). Elaidamide also inhibits porcine pancreatic and human synovial phospholipase A2 (PLA2). In vivo, elaidamide (10 mg/animal) induces physiological sleep in rats.
UsesStructural analog of oleamide (cis-9,10-octadecenoamide), a sleep-inducing fatty acid amide found naturally in cerebrospinal fluid.
Additional notes
DefinitionChEBI: Elaidamide is a fatty amide.
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