N-(1,3-dihydroxyoctadec-4-en-2-yl)hexadecanamide

• ChemBase ID: 105172
• Molecular Formular: C34H67NO3
• Molecular Mass: 537.90068
• Monoisotopic Mass: 537.51209501
• SMILES: CCCCCCCCCCCCCCCC(=O)NC(CO)C(O)/C=C/CCCCCCCCCCCCC
• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)NC(C(/C=C/CCCCCCCCCCCCC)O)CO
• InChI: InChI=1S/C34H67NO3/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-33(37)32(31-36)35-34(38)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h27,29,32-33,36-37H,3-26,28,30-31H2,1-2H3,(H,35,38)
• InChIKey: YDNKGFDKKRUKPY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(1,3-dihydroxyoctadec-4-en-2-yl)hexadecanamide
• IUPAC Traditional name: N-(1,3-dihydroxyoctadec-4-en-2-yl)hexadecanamide
• Synonyms: N-Hexadecanoyl-D-sphingosine; C₁₆ ceramide; palmitoyl ceramide; N-PALMITOYL-D-SPHINGOSINE

Database IDs

• CAS Number: 24696-26-2
• PubChem SID: 162093582
• PubChem CID: 5353456

CALCULATED PROPERTIES

• Acid pKa: 13.619749
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 10.865354
• LogD (pH = 7.4): 10.865355
• Log P: 10.8653555
• Molar Refractivity: 165.7757 cm^3
• Polarizability: 65.59229 Å^3
• Polar Surface Area: 69.56 Å^2
• Rotatable Bonds: 30
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: -20°C

Product Information

• Purity: 98%

DETAILS

MP Biomedicals - 02158975

Purity: 98%
Stimulates cytosolic serine/threonine protein phosphatase in T9 cells. Induces phosphorylation on Thr-669 in A-431 cells.

REFERENCES

• Dobrowsky, R.T. and Hannum, Y.A., et al., J. Biol. Chem. , 267 : 5048 (1992).
• Mathias, S., et al., Proc. Natl. Acad. Sci. USA, 88 : 10009 (1991).