N-(4-methyl-2-oxo-2H-chromen-7-yl)icosa-5,8,11,14-tetraenamide

• ChemBase ID: 153883
• Molecular Formular: C30H39NO3
• Molecular Mass: 461.63556
• Monoisotopic Mass: 461.29299411
• SMILES: CCCCC/C=C/C/C=C/C/C=C/C/C=C/CCCC(=O)Nc1ccc2c(cc(=O)oc2c1)C
• Canonical SMILES: CCCCC/C=C/C/C=C/C/C=C/C/C=C/CCCC(=O)Nc1ccc2c(c1)oc(=O)cc2C
• InChI: InChI=1S/C30H39NO3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-29(32)31-26-21-22-27-25(2)23-30(33)34-28(27)24-26/h7-8,10-11,13-14,16-17,21-24H,3-6,9,12,15,18-20H2,1-2H3,(H,31,32)
• InChIKey: IQPBUDMTXHWSHB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(4-methyl-2-oxo-2H-chromen-7-yl)icosa-5,8,11,14-tetraenamide
• IUPAC Traditional name: N-(4-methyl-2-oxochromen-7-yl)icosa-5,8,11,14-tetraenamide
• Synonyms: AAMCA; Arachidonoyl-AMC

Database IDs

• MDL Number: MFCD08062144
• PubChem SID: 162248022; 24891145
• PubChem CID: 71311747

CALCULATED PROPERTIES

• Acid pKa: 13.812086
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 8.130981
• LogD (pH = 7.4): 8.1309805
• Log P: 8.130981
• Molar Refractivity: 148.0039 cm^3
• Polarizability: 54.64148 Å^3
• Polar Surface Area: 55.4 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: soluble

Safety Information

• Storage Condition: under inert gas
• Storage Temperature: -20°C

Product Information

• Purity: 99% (TLC)
• Empirical Formula (Hill Notation): C30H39NO3

DETAILS

Sigma Aldrich - A6855

Application
Fluorogenic substrate used in a selective and sensitive assay of fatty acid amide hydrolase (FAAH).1