(2E,4E)-5-[(1S,3S,5S,8S)-3,8-dihydroxy-1,5-dimethyl-7-oxo-6-oxabicyclo[3.2.1]octan-8-yl]-3-(hydroxymethyl)penta-2,4-dienoic acid

• ChemBase ID: 304457
• Molecular Formular: C15H20O7
• Molecular Mass: 312.3151
• Monoisotopic Mass: 312.12090298
• SMILES: [C@H]1(C[C@]2([C@@]([C@@](C(=O)O2)(C1)C)(/C=C/C(=C\C(=O)O)/CO)O)C)O
• Canonical SMILES: OC/C(=C/C(=O)O)/C=C/[C@@]1(O)[C@]2(C)C[C@H](C[C@]1(C)C(=O)O2)O
• InChI: InChI=1S/C15H20O7/c1-13-6-10(17)7-14(2,22-12(13)20)15(13,21)4-3-9(8-16)5-11(18)19/h3-5,10,16-17,21H,6-8H2,1-2H3,(H,18,19)/b4-3+,9-5+/t10-,13+,14-,15-/m0/s1
• InChIKey: LYUJWBPVDZIFEZ-MCJLWJPGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E,4E)-5-[(1S,3S,5S,8S)-3,8-dihydroxy-1,5-dimethyl-7-oxo-6-oxabicyclo[3.2.1]octan-8-yl]-3-(hydroxymethyl)penta-2,4-dienoic acid
• IUPAC Traditional name: (2E,4E)-5-[(1S,3S,5S,8S)-3,8-dihydroxy-1,5-dimethyl-7-oxo-6-oxabicyclo[3.2.1]octan-8-yl]-3-(hydroxymethyl)penta-2,4-dienoic acid
• Synonyms: BBP00647

CALCULATED PROPERTIES

• Acid pKa: 4.2457204
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -2.0785606
• LogD (pH = 7.4): -3.804881
• Log P: -0.8030459
• Molar Refractivity: 76.739 cm^3
• Polarizability: 29.71406 Å^3
• Polar Surface Area: 124.29 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Cryst.