(2R)-2-chloro-3-hydroxy(2H5)propyl hexadecanoate

• ChemBase ID: 176184
• Molecular Formular: C19H37ClO3
• Molecular Mass: 348.94828
• Monoisotopic Mass: 348.24312272
• SMILES: C(C(CO)Cl)OC(=O)CCCCCCCCCCCCCCC
• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)OCC(CO)Cl
• InChI: InChI=1S/C19H37ClO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(22)23-17-18(20)16-21/h18,21H,2-17H2,1H3
• InChIKey: DTLWIQAUSLOLCK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-chloro-3-hydroxy(^2H₅)propyl hexadecanoate
• IUPAC Traditional name: (2R)-2-chloro-3-hydroxy(^2H₅)propyl hexadecanoate
• Synonyms: Hexadecanoic Acid 2-Chloro-3-hydroxypropyl-d5 Ester; rac 1-Palmitoyl-2-chloropropanediol-d5

Database IDs

• PubChem SID: 164232094
• PubChem CID: 71751440

CALCULATED PROPERTIES

• Acid pKa: 14.392312
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 6.4366317
• LogD (pH = 7.4): 6.4366317
• Log P: 6.4366317
• Molar Refractivity: 97.1585 cm^3
• Polarizability: 38.923756 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - P156492

A labelled halopropanediol esterified with fatty acid. Analogs of monoacylglycerols or monoalkylglycerols had a strong inhibitory activity on the proliferation of Ehrlich ascites carcinoma (EAC) cells in suspension culture.

REFERENCES

• Langen, P., et al.: Acta Biol. Medica Ger., 38, 965 (1979)