(2R)-2,3-dihydroxypropyl hexadecanoate

• ChemBase ID: 155917
• Molecular Formular: C19H38O4
• Molecular Mass: 330.50262
• Monoisotopic Mass: 330.2770097
• SMILES: CCCCCCCCCCCCCCCC(=O)OC[C@@H](CO)O
• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)OC[C@@H](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/t18-/m1/s1
• InChIKey: QHZLMUACJMDIAE-GOSISDBHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2,3-dihydroxypropyl hexadecanoate
• IUPAC Traditional name: (2R)-2,3-dihydroxypropyl hexadecanoate
• Synonyms: (R)-Glycerol 1-palmitate; L-α-Palmitin; 3-Palmitoyl-sn-glycerol; Hexadecanoic Acid (2S)-2,3-Dihydroxypropyl Ester; Hexadecanoic Acid (S)-2,3-Dihydroxypropyl Ester; L-1-Monopalmitin; (-)-α-Palmitin; 1-Palmitoyl-sn-glycerol

Database IDs

• CAS Number: 32899-41-5
• EC Number: 251-283-4
• MDL Number: MFCD00066457
• Beilstein Number: 1728236
• PubChem SID: 24886959; 162250055
• PubChem CID: 11359451

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

Safety Information

• 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: ≥99.0% (TLC)
• Empirical Formula (Hill Notation): C19H38O4

DETAILS

Toronto Research Chemicals - P157320

1-Palmitoyl-sn-glycerol is an intermediate in the synthesis of lysophosphatidylcholines and related derivatives as immunomodulators.

REFERENCES

• Paltauf, F., et al.: Prog. Lipid Res., 33, 254 (1994)
• Bradshaw, J., et al.: Biochemistry, 38, 8393 (1994)
• White, S., et al.: J. Biol. Chem., 276, 32395 (1994)