(2S)-3-chloro-2-hydroxypropyl octadecanoate

• ChemBase ID: 177865
• Molecular Formular: C21H41ClO3
• Molecular Mass: 377.00144
• Monoisotopic Mass: 376.27442285
• SMILES: C([C@H](CCl)O)OC(=O)CCCCCCCCCCCCCCCCC
• Canonical SMILES: CCCCCCCCCCCCCCCCCC(=O)OC[C@H](CCl)O
• InChI: InChI=1S/C21H41ClO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(24)25-19-20(23)18-22/h20,23H,2-19H2,1H3
• InChIKey: FNBUARDMABVKGD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-chloro-2-hydroxypropyl octadecanoate
• IUPAC Traditional name: (2S)-3-chloro-2-hydroxypropyl octadecanoate
• Synonyms: Octadecanoic Acid 3-Chloro-2-hydroxypropyl-d5 Ester; Stearic Acid 3-Chloro-2-hydroxypropyl-d5 Ester; 3-Chloro-1,2-propanediol-d5 1-Stearate; rac-1-Stearoyl-3-chloropropanediol-d5

Database IDs

• PubChem SID: 164233775
• PubChem CID: 71752238

CALCULATED PROPERTIES

• Acid pKa: 13.574738
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 7.325769
• LogD (pH = 7.4): 7.325769
• Log P: 7.325769
• Molar Refractivity: 106.3605 cm^3
• Polarizability: 42.605656 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 20
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - S686527

Labelled rac-1-Stearoyl-3-chloropropanediol (S686525). New lipids in food protein hydrolyzates.

REFERENCES

• Velisek, J., et al.: J. Agric. Chem., 28, 1142 (1980)