(1R,2R,3R,6S,7S,9S)-5-oxo-2-(phenylsulfanyl)-4-oxatricyclo[4.2.1.03,7]nonane-9-carboxylic acid

• ChemBase ID: 119957
• Molecular Formular: C15H14O4S
• Molecular Mass: 290.33426
• Monoisotopic Mass: 290.06127993
• SMILES: C1(=O)[C@H]2[C@@H]3[C@@H](O1)[C@@H]([C@H]([C@H]2C(=O)O)C3)Sc1ccccc1
• Canonical SMILES: OC(=O)[C@@H]1[C@@H]2C[C@@H]3[C@@H]1C(=O)O[C@H]3[C@@H]2Sc1ccccc1
• InChI: InChI=1S/C15H14O4S/c16-14(17)10-9-6-8-11(10)15(18)19-12(8)13(9)20-7-4-2-1-3-5-7/h1-5,8-13H,6H2,(H,16,17)/t8-,9+,10+,11-,12+,13+/m0/s1
• InChIKey: QGDUFGHDYAYOLT-JSAZDUPASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R,3R,6S,7S,9S)-5-oxo-2-(phenylsulfanyl)-4-oxatricyclo[4.2.1.0^3,^7]nonane-9-carboxylic acid
• IUPAC Traditional name: (1R,2R,3R,6S,7S,9S)-5-oxo-2-(phenylsulfanyl)-4-oxatricyclo[4.2.1.0^3,^7]nonane-9-carboxylic acid
• Synonyms: (3S,3aS,5R,6R,6aR,7S)-2-oxo-6-(phenylthio)hexahydro-2H-3,5-methanocyclopenta[b]furan-7-carboxylic acid

Database IDs

• PubChem SID: 162108043
• PubChem CID: 26412105

CALCULATED PROPERTIES

• Acid pKa: 4.0016155
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.46400094
• LogD (pH = 7.4): -1.186211
• Log P: 1.9719315
• Molar Refractivity: 72.8956 cm^3
• Polarizability: 29.079456 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds