(4aS,5R,7S,7aR)-4a,5,7-trihydroxy-7-methyl-octahydrocyclopenta[c]pyran-3-one

• ChemBase ID: 305760
• Molecular Formular: C9H14O5
• Molecular Mass: 202.20446
• Monoisotopic Mass: 202.08412355
• SMILES: [C@@]12([C@H](COC(=O)C1)[C@](C[C@H]2O)(O)C)O
• Canonical SMILES: O=C1OC[C@H]2[C@](C1)(O)[C@H](O)C[C@]2(C)O
• InChI: InChI=1S/C9H14O5/c1-8(12)2-6(10)9(13)3-7(11)14-4-5(8)9/h5-6,10,12-13H,2-4H2,1H3/t5-,6-,8+,9+/m1/s1
• InChIKey: FQOXWSFMKSXFDD-YGBUUZGLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4aS,5R,7S,7aR)-4a,5,7-trihydroxy-7-methyl-octahydrocyclopenta[c]pyran-3-one
• IUPAC Traditional name: (4aS,5R,7S,7aR)-4a,5,7-trihydroxy-7-methyl-tetrahydro-1H-cyclopenta[c]pyran-3-one
• Synonyms: Buergerinin B

Database IDs

• CAS Number: 919769-83-8

CALCULATED PROPERTIES

• Acid pKa: 13.097762
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.8835487
• LogD (pH = 7.4): -1.8835496
• Log P: -1.8835487
• Molar Refractivity: 45.4222 cm^3
• Polarizability: 18.636837 Å^3
• Polar Surface Area: 86.99 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder