(2S,3S,5S)-2-(2H13)hexyl-3,5-dihydroxyhexadecanoic acid

• ChemBase ID: 169975
• Molecular Formular: C22H44O4
• Molecular Mass: 372.58236
• Monoisotopic Mass: 372.32395989
• SMILES: C(CCCCCCCCC[C@@H](C[C@@H]([C@H](CCCCCC)C(=O)O)O)O)C
• Canonical SMILES: CCCCCCCCCCC[C@@H](C[C@@H]([C@@H](C(=O)O)CCCCCC)O)O
• InChI: InChI=1S/C22H44O4/c1-3-5-7-9-10-11-12-13-14-16-19(23)18-21(24)20(22(25)26)17-15-8-6-4-2/h19-21,23-24H,3-18H2,1-2H3,(H,25,26)/t19-,20-,21-/m0/s1
• InChIKey: NIMYTNQMVAFHGS-ACRUOGEOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,5S)-2-(^2H₁₃)hexyl-3,5-dihydroxyhexadecanoic acid
• IUPAC Traditional name: (2S,3S,5S)-2-(^2H₁₃)hexyl-3,5-dihydroxyhexadecanoic acid
• Synonyms: [2S-(2R*,3R*,5R*)]-2-Hexyl-3,5-dihydroxyhexadecanoic Acid-d13; (2S,3S,5S)-2-Hexyl-3,5-dihydroxyhexadecanoic Acid-d13

Database IDs

• PubChem SID: 162264107
• PubChem CID: 46781696

CALCULATED PROPERTIES

• Acid pKa: 4.7459073
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 5.5082574
• LogD (pH = 7.4): 3.7313547
• Log P: 6.332089
• Molar Refractivity: 107.8045 cm^3
• Polarizability: 42.995705 Å^3
• Polar Surface Area: 77.76 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - H295852

Orlistat (O686500) labelled impurity M3.

REFERENCES

• Stalder, H., et al.: Helv. Chim. Acta, 75, 1593 (1992)