3-chloro-2-hydroxypropyl (9Z,12Z)-octadeca-9,12-dienoate

• ChemBase ID: 172317
• Molecular Formular: C21H37ClO3
• Molecular Mass: 372.96968
• Monoisotopic Mass: 372.24312272
• SMILES: C(C(CCl)O)OC(=O)CCCCCCC/C=C\C/C=C\CCCCC
• Canonical SMILES: CCCCC/C=C\C/C=C\CCCCCCCC(=O)OCC(CCl)O
• InChI: InChI=1S/C21H37ClO3/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/h6-7,9-10,20,23H,2-5,8,11-19H2,1H3/b7-6-,10-9-
• InChIKey: LHEYMNNFFJSIRX-HZJYTTRNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-chloro-2-hydroxypropyl (9Z,12Z)-octadeca-9,12-dienoate
• IUPAC Traditional name: 3-chloro-2-hydroxypropyl (9Z,12Z)-octadeca-9,12-dienoate
• Synonyms: (9Z,12Z)-9,12-Octadecadienoic Acid 3-Chloro-2-hydroxypropyl Ester; 3-Chloro-1,2-propanediol 1-Linoleate; rac-1-Linoleoyl-3-chloropropanediol

Database IDs

• CAS Number: 74875-98-2
• PubChem SID: 164228227
• PubChem CID: 71749801

CALCULATED PROPERTIES

• Acid pKa: 13.574738
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 6.601926
• LogD (pH = 7.4): 6.6019254
• Log P: 6.601926
• Molar Refractivity: 108.5937 cm^3
• Polarizability: 42.12222 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: Clear Colorless Oil

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - L467800

New lipids in food protein hydrolyzates.

REFERENCES

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