N-(4-hydroxy-2-methylphenyl)icosa-5,8,11,14-tetraenamide

• ChemBase ID: 130129
• Molecular Formular: C27H39NO2
• Molecular Mass: 409.60406
• Monoisotopic Mass: 409.29807949
• SMILES: O=C(Nc1c(cc(O)cc1)C)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)Nc1ccc(cc1C)O
• InChI: InChI=1S/C27H39NO2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-27(30)28-26-22-21-25(29)23-24(26)2/h7-8,10-11,13-14,16-17,21-23,29H,3-6,9,12,15,18-20H2,1-2H3,(H,28,30)
• InChIKey: WUZWFRWVRHLXHZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(4-hydroxy-2-methylphenyl)icosa-5,8,11,14-tetraenamide
• IUPAC Traditional name: N-(4-hydroxy-2-methylphenyl)icosa-5,8,11,14-tetraenamide
• Synonyms: (5Z,8Z,11Z,14Z)-N-(4-Hydroxy-2-methylphenyl)-5,8,11,14-eicosatetraenamide; N-(4-Hydroxy-2-methylphenyl)arachidonylamide; VDM 11; N-(4-Hydroxy-2-methylphenyl)arachidonylamide; VDM-11

Database IDs

• CAS Number: 313998-81-1
• MDL Number: MFCD04037552
• PubChem SID: 162224413
• PubChem CID: 71308297; 9887748
• Chemspider ID: 8063420
• Wikipedia Title: VDM-11

CALCULATED PROPERTIES

• Acid pKa: 9.5822
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 8.231293
• LogD (pH = 7.4): 8.228499
• Log P: 8.231329
• Molar Refractivity: 135.2534 cm^3
• Polarizability: 49.822987 Å^3
• Polar Surface Area: 49.33 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: soluble >5 mg/mL
• Apperance: Gold colored oil; gold oil

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-42
• Safety Statements: 23-36-45
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H312-H332-H334
• GHS Precautionary statements: P261-P280-P342 + P311
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥98% (HPLC)
• Description: Light-sensitive; store under argon.
• Shipped in: wet ice
• Empirical Formula (Hill Notation): C27H39NO2

DETAILS

Sigma Aldrich - V3264

Biochem/physiol Actions
Potent, selective anandamide membrane transporter (AMT) inhibitor.