dihydroxy(2H5)propyl (9Z)-octadec-9-enoate

• ChemBase ID: 175847
• Molecular Formular: C21H40O4
• Molecular Mass: 356.5399
• Monoisotopic Mass: 356.29265976
• SMILES: C(CCCCCC/C=C\CCCCCCCC(=O)OCC(CO)O)C
• Canonical SMILES: CCCCCCCC/C=C\CCCCCCCC(=O)OCC(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-
• InChIKey: RZRNAYUHWVFMIP-KTKRTIGZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: dihydroxy(^2H₅)propyl (9Z)-octadec-9-enoate
• IUPAC Traditional name: dihydroxy(^2H₅)propyl (9Z)-octadec-9-enoate
• Synonyms: (9Z)-9-Octadecenoic Acid 2,3-Dihydroxypropyl Ester-d5; 1-Mono(cis-9-octacenoyl)glycerol-d5; 1-Monoolein-d5; 2,3-Dihydroxypropyl Oleate-d5; Danisco MO 90-d5; Glycerol 1-Oleate-d5; Glycerol α-cis-9-Octadecenate-d5; Glyceryl Monooleate-d5; Rylo MG 19-d5; rac-1-Monoolein-d5; rac-1-Monooleoylglycerol-d5; α-Monoolein-d5; rac 1-Oleoyl Glycerol-d5

Database IDs

• CAS Number: 565183-24-6
• PubChem SID: 164231757
• PubChem CID: 71751310

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: Chloroform; Ethyl Acetate
• Apperance: Off-White Waxy Solid

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - O527982

Monoglycerides fatty acid esters are useful for improvement of texture and flavor of beverages. 93% 1-Oleoyl, 7% 2-oleoyl.

REFERENCES

• Lee, T.-H., et al.: J. Nat. Prod., 72, 1960 (2009)