N-(2-hydroxy-5-nitrophenyl)hexadecanamide

• ChemBase ID: 132199
• Molecular Formular: C22H36N2O4
• Molecular Mass: 392.53224
• Monoisotopic Mass: 392.26750764
• SMILES: CCCCCCCCCCCCCCCC(=O)Nc1cc(ccc1O)[N+](=O)[O-]
• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)Nc1cc(ccc1O)[N+](=O)[O-]
• InChI: InChI=1S/C22H36N2O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-22(26)23-20-18-19(24(27)28)16-17-21(20)25/h16-18,25H,2-15H2,1H3,(H,23,26)
• InChIKey: OXIUBIYNTOOVQI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(2-hydroxy-5-nitrophenyl)hexadecanamide
• IUPAC Traditional name: N-(2-hydroxy-5-nitrophenyl)hexadecanamide
• Synonyms: N-(2-Hydroxy-5-nitrophenyl)hexadecanamide; 2-(N-Hexadecanoylamino)-4-nitrophenol; 2-Hexadecanoylamino-4-nitrophenol; 2'-Hydroxy-5'-nitrohexadecananilide; 2'-Hydroxy-5'-nitrohexadecanamide; 2′-Hydroxy-5′-nitrohexadecananilide; 2-(n-Hexadecanoylamino)-4-nitrophenol

Database IDs

• CAS Number: 60301-87-3
• MDL Number: MFCD00056113
• PubChem SID: 162226476; 24895584
• PubChem CID: 3484145

CALCULATED PROPERTIES

• Acid pKa: 6.3523903
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 7.2707167
• LogD (pH = 7.4): 6.2804437
• Log P: 7.3273034
• Molar Refractivity: 114.6665 cm^3
• Polarizability: 43.451817 Å^3
• Polar Surface Area: 95.15 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White Solid
• Melting Point: 146-148°C

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ~99% (TLC)

DETAILS

Toronto Research Chemicals - H948670

Used in the synthesis of a chromogenic substrate for assaying sphingomyelinase activity.

REFERENCES

• Gal, A.E., et al.: Chem. Physics Lipids, 16, 71 (1976)
• Levade, T., et al.: Anal. Biochem., 130, 521 (1976)