1,3-dihydroxypropan-2-yl octadecanoate

• ChemBase ID: 177873
• Molecular Formular: C21H42O4
• Molecular Mass: 358.55578
• Monoisotopic Mass: 358.30830982
• SMILES: C(CO)(OC(=O)CCCCCCCCCCCCCCCCC)CO
• Canonical SMILES: CCCCCCCCCCCCCCCCCC(=O)OC(CO)CO
• InChI: InChI=1S/C21H42O4/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/h20,22-23H,2-19H2,1H3
• InChIKey: YQEMORVAKMFKLG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,3-dihydroxypropan-2-yl octadecanoate
• IUPAC Traditional name: 1,3-dihydroxypropan-2-yl octadecanoate
• Synonyms: Octadecanoic Acid 2-Hydroxy-1-(hydroxymethyl)ethyl Ester; 2-Monooctadecanoylglycerol; 2-Monostearin; 2-Monostearoylglycerol; Glycerol β-monostearate; Stearic Acid β-monoglyceride; β-Glyceryl Monostearate; β-Monostearin; 2-Stearoyl-rac-glycerol

Database IDs

• CAS Number: 621-61-4
• PubChem SID: 164233783
• PubChem CID: 79075

CALCULATED PROPERTIES

• Acid pKa: 14.278373
• 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 - S686570

A biomarker of metabolic responses to hepatotoxicants and carcinogens.

REFERENCES

• Broadhurst, D., et al.: Metabolomics, 2, 171 (2006)
• Shi, J., et al.: Nat. Biotechnol., 25, 930 (2006)