(1R,2S,5S,6R)-2,5,6-tris(acetyloxy)cyclohex-3-en-1-yl acetate

• ChemBase ID: 164953
• Molecular Formular: C14H18O8
• Molecular Mass: 314.28792
• Monoisotopic Mass: 314.10016754
• SMILES: [C@@H]1([C@@H]([C@@H](C=C[C@H]1OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: CC(=O)O[C@@H]1[C@@H](C=C[C@H]([C@H]1OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C14H18O8/c1-7(15)19-11-5-6-12(20-8(2)16)14(22-10(4)18)13(11)21-9(3)17/h5-6,11-14H,1-4H3/t11-,12-,13+,14+/m0/s1
• InChIKey: REXNPDYWUANMIX-IGQOVBAYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S,5S,6R)-2,5,6-tris(acetyloxy)cyclohex-3-en-1-yl acetate
• IUPAC Traditional name: (1R,2S,5S,6R)-2,5,6-tris(acetyloxy)cyclohex-3-en-1-yl acetate
• Synonyms: (1R,2S,3S,4R)-rel-5-Cyclohexene-1,2,3,4-tetrol 1,2,3,4-Tetraacetate; Conduritol B Tetraacetate

Database IDs

• CAS Number: 25348-63-4
• PubChem SID: 162259087
• PubChem CID: 11023431

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): -0.22962245
• LogD (pH = 7.4): -0.22962245
• Log P: -0.22962245
• Molar Refractivity: 70.7746 cm^3
• Polarizability: 28.840559 Å^3
• Polar Surface Area: 105.2 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Off-White Crystalline Solid
• Melting Point: 75-78°C

REFERENCES

• Z. Physiol. Chem., 349, 767 (1968)
• Biochem. Biophys. Res. Commun., 67, 85 (1968)
• Biochem. Biophys. Res. Commun., 152, 155 (1988).