3-chloro-2-hydroxy(2H5)propyl (9Z,12Z,15Z)-octadeca-9,12,15-trienoate

• ChemBase ID: 172312
• Molecular Formular: C21H35ClO3
• Molecular Mass: 370.9538
• Monoisotopic Mass: 370.22747266
• SMILES: C(C(CCl)O)OC(=O)CCCCCCC/C=C\C/C=C\C/C=C\CC
• Canonical SMILES: CC/C=C\C/C=C\C/C=C\CCCCCCCC(=O)OCC(CCl)O
• InChI: InChI=1S/C21H35ClO3/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/h3-4,6-7,9-10,20,23H,2,5,8,11-19H2,1H3/b4-3-,7-6-,10-9-
• InChIKey: WMDJVMPIYSIHEJ-PDBXOOCHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-chloro-2-hydroxy(^2H₅)propyl (9Z,12Z,15Z)-octadeca-9,12,15-trienoate
• IUPAC Traditional name: 3-chloro-2-hydroxy(^2H₅)propyl (9Z,12Z,15Z)-octadeca-9,12,15-trienoate
• Synonyms: (Z,Z,Z)-9,12,15-Octadecatrienoic Acid 3-Chloro-2-hydroxypropyl-d5 Ester; 3-Chloro-1,2-propanediol-d5 1-Linolenate; rac 1-Linolenoyl-3-chloropropanediol-d5

Database IDs

• PubChem SID: 164228222
• PubChem CID: 71749796

CALCULATED PROPERTIES

• Acid pKa: 13.574738
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 6.240004
• LogD (pH = 7.4): 6.2400036
• Log P: 6.240004
• Molar Refractivity: 109.7103 cm^3
• Polarizability: 41.876537 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: Pale Yellow Oil

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - L467702

Labelled 1-Linolenoyl-3-chloropropanediol (L467700). New lipids in food protein hydrolyzates.

REFERENCES

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