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

• ChemBase ID: 105152
• Molecular Formular: C24H47NO3
• Molecular Mass: 397.63488
• Monoisotopic Mass: 397.35559437
• SMILES: CCCCCCCCCCCCC/C=C/C(O)C(CO)NC(=O)CCCCC
• Canonical SMILES: CCCCCCCCCCCCC/C=C/C(C(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)
• InChIKey: NPRJSFWNFTXXQC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(1,3-dihydroxyoctadec-4-en-2-yl)hexanamide
• IUPAC Traditional name: N-(1,3-dihydroxyoctadec-4-en-2-yl)hexanamide
• Synonyms: C₆ Ceramide; N-Caproyl-D-sphingosine; Caproyl ceramide; N-HEXANOYL-D-SPHINGOSINE

Database IDs

• CAS Number: 124753-97-5
• PubChem SID: 162092089
• PubChem CID: 5830687

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

PROPERTIES

Safety Information

• Storage Condition: -20°C

Product Information

• Purity: 98%

DETAILS

MP Biomedicals - 02158931

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

REFERENCES

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