5-[(1R,5R,8S)-8-hydroxy-1,5-dimethyl-3-oxo-6-oxabicyclo[3.2.1]octan-8-yl]-3-methylpenta-2,4-dienoic acid

• ChemBase ID: 128907
• Molecular Formular: C15H20O5
• Molecular Mass: 280.3163
• Monoisotopic Mass: 280.13107374
• SMILES: C/C(=C\C(=O)O)/C=C/[C@]1(O)[C@@]2(C)CO[C@]1(C)CC(=O)C2
• Canonical SMILES: OC(=O)/C=C(/C=C/[C@]1(O)[C@@]2(C)CO[C@]1(C)CC(=O)C2)\C
• InChI: InChI=1S/C15H20O5/c1-10(6-12(17)18)4-5-15(19)13(2)7-11(16)8-14(15,3)20-9-13/h4-6,19H,7-9H2,1-3H3,(H,17,18)/t13-,14-,15+/m1/s1
• InChIKey: IZGYIFFQBZWOLJ-KFWWJZLASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[(1R,5R,8S)-8-hydroxy-1,5-dimethyl-3-oxo-6-oxabicyclo[3.2.1]octan-8-yl]-3-methylpenta-2,4-dienoic acid
• IUPAC Traditional name: 5-[(1R,5R,8S)-8-hydroxy-1,5-dimethyl-3-oxo-6-oxabicyclo[3.2.1]octan-8-yl]-3-methylpenta-2,4-dienoic acid
• Synonyms: Phaseic acid; Phaseic acid

Database IDs

• PubChem SID: 162223209
• PubChem CID: 14525182
• Wikipedia Title: Phaseic_acid

CALCULATED PROPERTIES

• Acid pKa: 4.5256824
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.07820473
• LogD (pH = 7.4): -1.849404
• Log P: 0.9386962
• Molar Refractivity: 73.8654 cm^3
• Polarizability: 28.368092 Å^3
• Polar Surface Area: 83.83 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true