Arachidonoyl amine
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Basic information
- CAS
85146-53-8- Standard SMILES
CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(N)=O- InChIKey
BNBSCAZCQDLUDU-DOFZRALJSA-N- Molecular formula
- C20H33NO
- Average molar mass
- 303.5 g/mol
- Monoisotopic mass
- 303.25621468
Overview
Arachidonoyl amine is a primary fatty amide resulting from the formal condensation of the carboxy group of arachidonic acid with ammonia. It has a role as a cannabinoid receptor agonist. It is functionally related to an arachidonic acid.
Names & identifiers
- Preferred name
- Arachidonoyl amine
- IUPAC
- (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenamide
- English name
- ARACHIDONAMIDE
- Molecular formula
- C20H33NO
- Molecular weight
- 303.48
Names & synonyms
85146-53-8Arachidonoyl amineArachidonoylamide5Z,8Z,11Z,14Z-eicosatetraenoyl amineCHEBI:137830RefChem:1077161arachidonamideArachidonoyl amide(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenamideCHEMBL15150BSPBio_001537SCHEMBL542346
Show more names
Arachidonamide (20:4, n-6)5,8,11,14-Eicosatetraenamide5(Z),8(Z),11(Z),14(Z)-eicosatetraenamide5,8,11,14-Eicosatetraenamide, (5Z,8Z,11Z,14Z)-
BML2-C08BCBcMAP01_000148BNBSCAZCQDLUDU-DOFZRALJSA-NDTXSID001347885HMS1361M19HMS1791M19HMS1989M19HMS3402M19
Database identifiers
- CAS
85146-53-8- PubChem CID
- 5283393
- DTXSID
DTXSID001347885- ChEMBL
CHEMBL15150- ChEBI
CHEBI:137830- Nikkaji
- J511.274E
Properties
Computed structural propertiesFilling in
- XLogP
- 5.6
- Topological polar surface area
- 43.1 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 14
- Heavy atoms
- 22
- Formal charge
- 0
- Complexity
- 364
Experimental & physicochemical properties
LipidsFatty Acyls [FA] -> Fatty amides [FA08] -> Primary amides [FA0801]
Physicochemical properties
- Boiling point
- 462.9 · 462.9±34.0 °C(Predicted)
- Density
- 0.908 · 0.908±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C
- solubility
- 10 mg/ml · ≤10mg/ml in ethanol;10mg/ml in DMSO;10mg/ml in dimethyl formamide
- form
- Colorless oil.
- pka
- 16.54 · 16.54±0.40(Predicted)
- Symbol(GHS)
- 2 · GHS02,GHS07
- Signal word
- Danger
- Hazard statements
- 225 · H225-H319-H336
- Precautionary statements
- 210 · P210-P240-P241-P242-P243-P261-P264-P271-P280-P303+P361+P353-P304+P340-P305+P351+P338-P312-P337+P313-P370+P378-P403+P233-P403+P235-P405-P501
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- Signal word
- Danger
- Symbol(GHS)
- GHS02,GHS07
- Hazard statements
- H225-H319-H336
- Precautionary statements
- P210-P240-P241-P242-P243-P261-P264-P271-P280-P303+P361+P353-P304+P340-P305+P351+P338-P312-P337+P313-P370+P378-P403+P233-P403+P235-P405-P501
Chemistry & industry
Applications
UsesArachidonamide (20:4, n-6) is a weak cannabinoid CB1 and CB2 agonist.
Additional notes
DefinitionChEBI: Arachidonoyl amine is a primary fatty amide resulting from the formal condensation of the carboxy group of arachidonic acid with ammonia. It has a role as a cannabinoid receptor agonist. It is functionally related to an arachidonic acid.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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