(3S,4S,6S)-3-hexyl-4-hydroxy-6-undecyloxan-2-one

• ChemBase ID: 169990
• Molecular Formular: C22H42O3
• Molecular Mass: 354.56708
• Monoisotopic Mass: 354.3133952
• SMILES: C1(=O)[C@H]([C@H](C[C@@H](O1)CCCCCCCCCCC)O)CCCCCC
• Canonical SMILES: CCCCCCCCCCC[C@H]1C[C@H](O)[C@@H](C(=O)O1)CCCCCC
• InChI: InChI=1S/C22H42O3/c1-3-5-7-9-10-11-12-13-14-16-19-18-21(23)20(22(24)25-19)17-15-8-6-4-2/h19-21,23H,3-18H2,1-2H3/t19-,20-,21-/m0/s1
• InChIKey: LRXRIVSWHMVULO-ACRUOGEOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,4S,6S)-3-hexyl-4-hydroxy-6-undecyloxan-2-one
• IUPAC Traditional name: (3S,4S,6S)-3-hexyl-4-hydroxy-6-undecyloxan-2-one
• Synonyms: (3S,4S,6S)-3-Hexyl-3,4,5,6-tetrahydro-4-hydroxy-6-undecyl-2H-pyran-2-one; [3S-(3α,4α,6β)]-3-Hexyltetrahydro-4-hydroxy-6-undecyl-2H-pyran-2-one

Database IDs

• CAS Number: 68711-33-1
• PubChem SID: 162264122
• PubChem CID: 14607532

CALCULATED PROPERTIES

• Acid pKa: 14.610312
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 6.99656
• LogD (pH = 7.4): 6.99656
• Log P: 6.99656
• Molar Refractivity: 104.3123 cm^3
• Polarizability: 41.90784 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - H297900

A product from thermal and hydrolytic degradation of Orlistat (O686500).

REFERENCES

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