1-chloro-3-hydroxypropan-2-yl (9Z)-octadec-9-enoate

• ChemBase ID: 175844
• Molecular Formular: C21H39ClO3
• Molecular Mass: 374.98556
• Monoisotopic Mass: 374.25877279
• SMILES: C(OC(=O)CCCCCCC/C=C\CCCCCCCC)(CO)CCl
• Canonical SMILES: CCCCCCCC/C=C\CCCCCCCC(=O)OC(CCl)CO
• InChI: InChI=1S/C21H39ClO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(24)25-20(18-22)19-23/h9-10,20,23H,2-8,11-19H2,1H3/b10-9-
• InChIKey: SQEOYUUMBWVKDM-KTKRTIGZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-chloro-3-hydroxypropan-2-yl (9Z)-octadec-9-enoate
• IUPAC Traditional name: 1-chloro-3-hydroxypropan-2-yl (9Z)-octadec-9-enoate
• Synonyms: (9Z)-9-Octadecenoic Acid 2-Chloro-1-(hydroxymethyl)ethyl Ester; rac 2-Oleoyl-3-chloropropanediol, 95%

Database IDs

• CAS Number: 915297-48-2
• PubChem SID: 164231754
• PubChem CID: 71751308

CALCULATED PROPERTIES

• Acid pKa: 14.613432
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 6.9638476
• LogD (pH = 7.4): 6.963847
• Log P: 6.9638476
• Molar Refractivity: 107.4771 cm^3
• Polarizability: 42.363777 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Pale Yellow Liquid

Safety Information

• Storage Condition: -86°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - O526810

2-Oleoyl-3-chloropropanediol is a fatty acid ester with glycerol chlorohydrins found in a variety of vegetable oils.

REFERENCES

• Sugiura, T., et al.: J. Biol. Chem., 275, 605 (2000)
• Suhara, Y., et al.: Bioorg. Med. Chem. Lett., 11, 1985 (2000)
• Prades, J., et al.: J. Lipid Res., 44, 1720 (2000)