(2S)-2,3-dihydroxypropyl octadecanoate

• ChemBase ID: 177872
• Molecular Formular: C21H42O4
• Molecular Mass: 358.55578
• Monoisotopic Mass: 358.30830982
• SMILES: OC[C@@H](COC(=O)CCCCCCCCCCCCCCCCC)O
• Canonical SMILES: CCCCCCCCCCCCCCCCCC(=O)OC[C@H](CO)O
• InChI: InChI=1S/C21H42O4/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/h20,22-23H,2-19H2,1H3/t20-/m0/s1
• InChIKey: VBICKXHEKHSIBG-FQEVSTJZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2,3-dihydroxypropyl octadecanoate
• IUPAC Traditional name: (2S)-2,3-dihydroxypropyl octadecanoate
• Synonyms: Octadecanoic Acid (2S)-2,3-Dihydroxypropyl Ester; L-(+)-1-Monostearin; 1-O-Octadecanoyl-2n-glycerol; 1-Stearoyl-sn-glycerol

Database IDs

• CAS Number: 22610-61-3
• PubChem SID: 164233782
• PubChem CID: 15560610

CALCULATED PROPERTIES

• Acid pKa: 13.619246
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 5.971177
• LogD (pH = 7.4): 5.971177
• Log P: 5.971177
• Molar Refractivity: 103.3095 cm^3
• Polarizability: 41.40864 Å^3
• Polar Surface Area: 66.76 Å^2
• Rotatable Bonds: 20
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - S686565

1-O-Octadecanoyl-sn-glycerol is a monoacylglycerol (MAG) based saturated fatty acid derivative.

REFERENCES

• Garcia, P. et al.: J. Sep. Sci., 34, 999 (2011)
• Takagi, T. et al.: LIpids, 25, 398 (2011)