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

• ChemBase ID: 90880
• Molecular Formular: C24H47NO3
• Molecular Mass: 397.63488
• Monoisotopic Mass: 397.35559437
• SMILES: CCCCCCCCCCCCC/C=C/[C@H](O)[C@@H](CO)NC(=O)CCCCC
• Canonical SMILES: CCCCCCCCCCCCC/C=C/[C@@H]([C@H](NC(=O)CCCCC)CO)O
• InChI: InChI=1S/C24H47NO3/c1-3-5-7-8-9-10-11-12-13-14-15-16-18-19-23(27)22(21-26)25-24(28)20-17-6-4-2/h18-19,22-23,26-27H,3-17,20-21H2,1-2H3,(H,25,28)/b19-18+/t22-,23+/m1/s1
• InChIKey: NPRJSFWNFTXXQC-GWGOZDFZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2R,3S,4E)-1,3-dihydroxyoctadec-4-en-2-yl]hexanamide
• IUPAC Traditional name: N-[(2R,3S,4E)-1,3-dihydroxyoctadec-4-en-2-yl]hexanamide
• Synonyms: C6 Ceramide

Database IDs

• CAS Number: 124753-97-5
• MDL Number: MFCD00171385
• PubChem SID: 162077589
• PubChem CID: 16219484

CALCULATED PROPERTIES

• Acid pKa: 13.63898
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 6.4196672
• LogD (pH = 7.4): 6.419668
• Log P: 6.4196687
• Molar Refractivity: 119.7657 cm^3
• Polarizability: 47.144634 Å^3
• Polar Surface Area: 69.56 Å^2
• Rotatable Bonds: 20
• Lipinski's Rule of Five: false

DETAILS

Apollo Scientific Ltd - OR6260T

A biologically active, cell permeable, nonphysiologic ceramide analog. It stimulates protein phosphatase 2A at concentrations as low as 10nM & activiates MAP kinase.