(2S,3R,4E)-2-aminodec-4-ene-1,3-diol

• ChemBase ID: 159979
• Molecular Formular: C10H21NO2
• Molecular Mass: 187.27924
• Monoisotopic Mass: 187.15722892
• SMILES: C(/C=C/[C@H]([C@H](CO)N)O)CCCC
• Canonical SMILES: CCCCC/C=C/[C@H]([C@H](CO)N)O
• InChI: InChI=1S/C10H21NO2/c1-2-3-4-5-6-7-10(13)9(11)8-12/h6-7,9-10,12-13H,2-5,8,11H2,1H3/b7-6+/t9-,10+/m0/s1
• InChIKey: SVBOJQHSJYZATL-LOSXEJPUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4E)-2-aminodec-4-ene-1,3-diol
• IUPAC Traditional name: (2S,3R,4E)-2-aminodec-4-ene-1,3-diol
• Synonyms: (2S,3R,4E)-2-Amino-4-decene-1,3-diol

Database IDs

• CAS Number: 235431-59-1
• PubChem SID: 162254114
• PubChem CID: 12047191

CALCULATED PROPERTIES

• Acid pKa: 14.11614
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -1.9443727
• LogD (pH = 7.4): -0.80405104
• Log P: 1.0100307
• Molar Refractivity: 55.084 cm^3
• Polarizability: 21.670967 Å^3
• Polar Surface Area: 66.48 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Light Yellow Solid

DETAILS

Toronto Research Chemicals - A603735

An intermediate in the preparation of ceramide derivatives.

REFERENCES

• King, C., et al.: J. Biol. Chem., 275, 18108 (2000)
• Kita, K., et al.: Eur. J. Biochem., 268, 592 (2000)
• Park, J., et al.: Bioorg. Med. Chem., 13, 2589 (2000)