N-(2-hydroxyethyl)icosa-5,8,11,14-tetraenamide

• ChemBase ID: 105353
• Molecular Formular: C22H37NO2
• Molecular Mass: 347.53468
• Monoisotopic Mass: 347.28242943
• SMILES: CCCCC/C=C/C/C=C/C/C=C/C/C=C/CCCC(=O)NCCO
• Canonical SMILES: CCCCC/C=C/C/C=C/C/C=C/C/C=C/CCCC(=O)NCCO
• InChI: InChI=1S/C22H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(25)23-20-21-24/h6-7,9-10,12-13,15-16,24H,2-5,8,11,14,17-21H2,1H3,(H,23,25)
• InChIKey: LGEQQWMQCRIYKG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(2-hydroxyethyl)icosa-5,8,11,14-tetraenamide
• IUPAC Traditional name: N-(2-hydroxyethyl)icosa-5,8,11,14-tetraenamide
• Synonyms: Arachidonylethanolamide; ANANDAMIDE; N-arachidonoylethanolamine; arachidonoylethanolamide

Database IDs

• CAS Number: 94421-68-8
• PubChem SID: 162092807
• PubChem CID: 5353408; 5281969
• CHEBI ID: 2700
• CHEMBL: 15848
• Chemspider ID: 4445241
• IUPHAR ligand ID: 2364
• MeSH Name: Anandamide
• Unique Ingredient Identifier: UR5G69TJKH
• Wikipedia Title: Anandamide

CALCULATED PROPERTIES

• Acid pKa: 15.4353
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 5.313802
• LogD (pH = 7.4): 5.3138022
• Log P: 5.3138022
• Molar Refractivity: 112.9652 cm^3
• Polarizability: 42.14626 Å^3
• Polar Surface Area: 49.33 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: -114.1 C
• Boiling Point: 78.5 C
• Flash Point: 12 C
• Auto Ignition Point: 425 C
• Vapor Pressure: 57.3 hPa at 20 C
• Vapor Density: 1.6
• Partition Coefficient: Log P(oct) = -0.32

Safety Information

• Storage Condition: -70°C
• RTECS: JX3842500
• European Hazard Symbols: Flammable (F)
• UN Number: 1170
• Hazard Class: 3
• Packing Group: II
• Australian Hazchem: 2YE
• Risk Statements: R:11
• Safety Statements: S:7-16
• EU Classification: F1
• EU Hazard Identification Number: 3A
• Emergency Response Guidebook(ERG) Number: 127

Product Information

• Purity: 98%

DETAILS

MP Biomedicals - 02159872

Purity: 98%
Cannabimimetic activity. Endogenous cannabinoid ligand which inhibits [^3 H]-HU-243 binding to synaptosomal membranes.

REFERENCES

• Devane, W.A, Trends , 15 : 40 (1994).
• Fride, E., et al., Eur. J. Pharmacol. , 231 : 313 (1993).