2,3-dihydroxypropyl hexadecanoate

• ChemBase ID: 105957
• Molecular Formular: C19H38O4
• Molecular Mass: 330.50262
• Monoisotopic Mass: 330.2770097
• SMILES: CCCCCCCCCCCCCCCC(=O)OCC(O)CO
• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)OCC(CO)O
• InChI: InChI=1S/C19H38O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(22)23-17-18(21)16-20/h18,20-21H,2-17H2,1H3
• InChIKey: QHZLMUACJMDIAE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,3-dihydroxypropyl hexadecanoate
• IUPAC Traditional name: 2,3-dihydroxypropyl hexadecanoate
• Synonyms: Monopalmitin; 1-MONOPALMITOYL-rac-GLYCEROL; α-Monopalmitin; 1-Monohexadecanoyl-rac-glycerol; rac-1-Palmitoylglycerol; rac-Glycerol 1-palmitate; DL-α-Palmitin; Hexadecanoic Acid 2,3-Dihydroxypropyl Ester; (+/-)-1-Hexadecanoylglycerol; (+/-)-1-Monopalmitin; (+/-)-1-O-Hexadecanoylglycerol; 1-Glycerol Hexadecanoate; 1-Monohexadecanoylglycerol; 1-Monopalmitin; 1-Monopalmitoyl-rac-glycerol; 1-O-Palmitoyl-DL-glycerol; DL-1-Monopalmitin; Dimodan PA 90; Glyceryl Palmitate; 1-Palmitoyl-rac-glycerol

Database IDs

• CAS Number: 19670-51-0; 542-44-9
• EC Number: 243-218-3; 208-812-9
• MDL Number: MFCD00042734
• Beilstein Number: 1728235
• PubChem SID: 24886960; 162087649; 24896678
• PubChem CID: 14900

CALCULATED PROPERTIES

• Acid pKa: 13.619246
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 5.08204
• LogD (pH = 7.4): 5.08204
• Log P: 5.08204
• Molar Refractivity: 94.1075 cm^3
• Polarizability: 37.725845 Å^3
• Polar Surface Area: 66.76 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Methanol
• Apperance: White Solid
• Melting Point: 65-68°C; 74-76 °C

Safety Information

• Storage Condition: 0°C; -20°C Freezer
• German water hazard class: 1
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ~99%; ≥98.0% (after transesterification, GC); ≥99%
• Linear Formula: HOCH2CH(OH)CH2OCO(CH2)14CH3

DETAILS

MP Biomedicals - 02195333

Crystalline
Purity: ~99%
Monoglyceride Lipid

Toronto Research Chemicals - P157250

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)