1-chloro-3-hydroxy(2H5)propan-2-yl hexadecanoate

• ChemBase ID: 176188
• Molecular Formular: C19H37ClO3
• Molecular Mass: 348.94828
• Monoisotopic Mass: 348.24312272
• SMILES: C(C(OC(=O)CCCCCCCCCCCCCCC)CCl)O
• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)OC(CCl)CO
• InChI: InChI=1S/C19H37ClO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(22)23-18(16-20)17-21/h18,21H,2-17H2,1H3
• InChIKey: NURTYQLWOUBFLF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-chloro-3-hydroxy(^2H₅)propan-2-yl hexadecanoate
• IUPAC Traditional name: 1-chloro-3-hydroxy(^2H₅)propan-2-yl hexadecanoate
• Synonyms: Hexadecanoic Acid 2-Chloro-1-(hydroxymethyl)ethyl Ester-d5; Palmitic Acid 2-Chloro-1-(hydroxymethyl)ethyl Ester-d5; 3-Chloro-1,2-propanediol-d5 2-Palmitate; rac 2-Palmitoyl-3-chloropropanediol-d5

Database IDs

• PubChem SID: 164232098
• PubChem CID: 71751443

CALCULATED PROPERTIES

• Acid pKa: 14.613432
• 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: 38.920654 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - P156512

Fatty acid ester with glycerol chlorohydrins shows mutagenic activity.

REFERENCES

• Janis, R., et al.: J. Food Lipids, 13, 199 (2006)
• Seefelder, W. et. al.: Food Additiv. Contamin., 1, 10 (2007)