N-[(2S,3R,4E)-1,3-dihydroxydec-4-en-2-yl]butanamide

• ChemBase ID: 163512
• Molecular Formular: C14H27NO3
• Molecular Mass: 257.36908
• Monoisotopic Mass: 257.19909373
• SMILES: C(/C=C/[C@H]([C@H](CO)NC(=O)CCC)O)CCCC
• Canonical SMILES: CCCCC/C=C/[C@H]([C@@H](NC(=O)CCC)CO)O
• InChI: InChI=1S/C14H27NO3/c1-3-5-6-7-8-10-13(17)12(11-16)15-14(18)9-4-2/h8,10,12-13,16-17H,3-7,9,11H2,1-2H3,(H,15,18)/b10-8+/t12-,13+/m0/s1
• InChIKey: SUIUQIADAZJIKX-GCTWYKEXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2S,3R,4E)-1,3-dihydroxydec-4-en-2-yl]butanamide
• IUPAC Traditional name: N-[(2S,3R,4E)-1,3-dihydroxydec-4-en-2-yl]butanamide
• Synonyms: N-[(1S,2R,3E)-2-Hydroxy-1-(hydroxymethyl)-3-nonen-1-yl]butanamide; (2S,3R,4E)-2-Butyrylamino-4-decene-1,3-diol

Database IDs

• CAS Number: 850264-01-6
• PubChem SID: 162257647
• PubChem CID: 71314463

CALCULATED PROPERTIES

• Acid pKa: 13.689524
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 1.9739811
• LogD (pH = 7.4): 1.9739816
• Log P: 1.9739819
• Molar Refractivity: 73.7557 cm^3
• Polarizability: 28.722609 Å^3
• Polar Surface Area: 69.56 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chlorform; Methanol
• Apperance: White Solid
• Melting Point: 59-61°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - B802525

A ceramide derivative used as a compound for the development of antiallergic agents.

REFERENCES

• Park, J., et al.: Bioorg. Med. Chem., 13, 2589 (2005)