(2R,3S,4E)-3-hydroxy-2-tetracosanamidooctadec-4-en-1-yl benzoate

• ChemBase ID: 132450
• Molecular Formular: C49H87NO4
• Molecular Mass: 754.21938
• Monoisotopic Mass: 753.66351027
• SMILES: CCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@H](COC(=O)c1ccccc1)[C@H](/C=C/CCCCCCCCCCCCC)O
• Canonical SMILES: CCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H]([C@H](/C=C/CCCCCCCCCCCCC)O)COC(=O)c1ccccc1
• InChI: InChI=1S/C49H87NO4/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-39-43-48(52)50-46(44-54-49(53)45-40-36-35-37-41-45)47(51)42-38-33-31-29-27-25-16-14-12-10-8-6-4-2/h35-38,40-42,46-47,51H,3-34,39,43-44H2,1-2H3,(H,50,52)/b42-38+/t46-,47+/m1/s1
• InChIKey: UGXMIJNTDRLPDS-ODNBOWEJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4E)-3-hydroxy-2-tetracosanamidooctadec-4-en-1-yl benzoate
• IUPAC Traditional name: (2R,3S,4E)-3-hydroxy-2-tetracosanamidooctadec-4-en-1-yl benzoate
• Synonyms: N-Lignoceroyl-D-sphingosine 1-benzoate; N-Tetracosanoyl-D-sphingosine 1-benzoate

Database IDs

• CAS Number: 123446-98-0
• MDL Number: MFCD00274462
• PubChem SID: 162226727
• PubChem CID: 71308563

CALCULATED PROPERTIES

• Acid pKa: 13.373549
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 16.917202
• LogD (pH = 7.4): 16.917204
• Log P: 16.917204
• Molar Refractivity: 232.4057 cm^3
• Polarizability: 91.913536 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 41
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

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