(2R)-2,3-dihydroxypropyl (9Z)-octadec-9-enoate

• ChemBase ID: 175848
• Molecular Formular: C21H40O4
• Molecular Mass: 356.5399
• Monoisotopic Mass: 356.29265976
• SMILES: C(=C\CCCCCCCC)\CCCCCCCC(=O)OC[C@@H](CO)O
• Canonical SMILES: CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@@H](CO)O
• InChI: InChI=1S/C21H40O4/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/h9-10,20,22-23H,2-8,11-19H2,1H3/b10-9-/t20-/m1/s1
• InChIKey: RZRNAYUHWVFMIP-GDCKJWNLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2,3-dihydroxypropyl (9Z)-octadec-9-enoate
• IUPAC Traditional name: (2R)-2,3-dihydroxypropyl (9Z)-octadec-9-enoate
• Synonyms: (9Z)-9-Octadecenoic Acid (S)-2,3-Dihydroxypropyl Ester; 1-Monooleoyl-sn-glycerol; 1-Oleoyl-sn-glycerol

Database IDs

• CAS Number: 129784-87-8
• PubChem SID: 164231758
• PubChem CID: 11451146

CALCULATED PROPERTIES

• Acid pKa: 13.619246
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 5.6092553
• LogD (pH = 7.4): 5.6092553
• Log P: 5.609256
• Molar Refractivity: 104.4261 cm^3
• Polarizability: 41.16768 Å^3
• Polar Surface Area: 66.76 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Hexane; Methanol
• Apperance: Waxy White Solid

Safety Information

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

DETAILS

Toronto Research Chemicals - O528000

A new fatty ester from Rhazya stricta roots (Apocynanaceae).

REFERENCES

• Briand, D., et al.: Eur. J. Biochem., 228, 169 (1995)
• Cao, J., et al.: J. Lipid Res., 48, 583 (1995)