(3R)-3-hydroxytetradecanoic acid; N-cyclohexylcyclohexanamine

• ChemBase ID: 170951
• Molecular Formular: C26H51NO3
• Molecular Mass: 425.68804
• Monoisotopic Mass: 425.3868945
• SMILES: [C@@H](CCCCCCCCCCC)(CC(=O)O)O.C1CCCC(C1)NC1CCCCC1
• Canonical SMILES: C1CCC(CC1)NC1CCCCC1.CCCCCCCCCCC[C@H](CC(=O)O)O
• InChI: InChI=1S/C14H28O3.C12H23N/c1-2-3-4-5-6-7-8-9-10-11-13(15)12-14(16)17;1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h13,15H,2-12H2,1H3,(H,16,17);11-13H,1-10H2/t13-;/m1./s1
• InChIKey: BVENITBOXXWZJW-BTQNPOSSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R)-3-hydroxytetradecanoic acid; N-cyclohexylcyclohexanamine
• IUPAC Traditional name: 3-hydroxy-tetradecanoic acid; dicha
• Synonyms: (R)-3-Hydroxytetradecanoic Acid N-cyclohexylcyclohexanamine Salt; D-3-Hydroxytetradecanoic Acid N-cyclohexylcyclohexanamine Salt; (R)-3-Hydroxy Myristic Acid Tri(dicyclohexylammonium Salt)

Database IDs

• CAS Number: 76062-98-1
• PubChem SID: 164226861
• PubChem CID: 15570962

CALCULATED PROPERTIES

• Acid pKa: 4.67185
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 3.2492006
• LogD (pH = 7.4): 1.4713851
• Log P: 4.1366343
• Molar Refractivity: 69.3971 cm^3
• Polarizability: 27.644499 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H948515

One of two major components of bacterial Lipid A .

REFERENCES

• Jenske, R., et al.: J. Agric. Food Chem., 56, 11578 (2008)
• Six, D., et al.: Biochem., 47, 8623 (2008)