N-cyclopropylicosa-5,8,11,14-tetraenamide

• ChemBase ID: 125921
• Molecular Formular: C23H37NO
• Molecular Mass: 343.54598
• Monoisotopic Mass: 343.28751481
• SMILES: O=C(NC1CC1)CCC/C=C/C/C=C/C/C=C/C/C=C/CCCCC
• Canonical SMILES: CCCCC/C=C/C/C=C/C/C=C/C/C=C/CCCC(=O)NC1CC1
• InChI: InChI=1S/C23H37NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(25)24-22-20-21-22/h6-7,9-10,12-13,15-16,22H,2-5,8,11,14,17-21H2,1H3,(H,24,25)
• InChIKey: GLGAUBPACOBAMV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-cyclopropylicosa-5,8,11,14-tetraenamide
• IUPAC Traditional name: N-cyclopropylicosa-5,8,11,14-tetraenamide
• Synonyms: ACPA; Arachidonylcyclopropylamide; Arachidonylcyclopropylamide

Database IDs

• CAS Number: 229021-64-1
• MDL Number: MFCD02683582
• PubChem SID: 162220265
• PubChem CID: 6380021; 5311007
• CHEMBL: 418353
• Chemspider ID: 4470548
• Wikipedia Title: Arachidonylcyclopropylamide

CALCULATED PROPERTIES

• Acid pKa: 16.036999
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 6.4694676
• LogD (pH = 7.4): 6.4694686
• Log P: 6.4694686
• Molar Refractivity: 113.8841 cm^3
• Polarizability: 42.673275 Å^3
• Polar Surface Area: 29.1 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: soluble; H2O: insoluble; soluble in ethanol, chloroform, THF and DMSO

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)
• Storage Temperature: -20°C

Product Information

• Purity: ≥97%
• Empirical Formula (Hill Notation): C23H37NO

DETAILS

Sigma Aldrich - A2345

Biochem/physiol Actions
Potent and selective neuronal CB1 cannabinoid receptor agonist.
Caution
Photosensitive; store under argon or nitrogen.