methyl (1R,4aS,6S,7R,7aS)-1,6-dihydroxy-7-methyl-1H,4aH,5H,6H,7H,7aH-cyclopenta[c]pyran-4-carboxylate

• ChemBase ID: 305365
• Molecular Formular: C11H16O5
• Molecular Mass: 228.24174
• Monoisotopic Mass: 228.09977361
• SMILES: [C@H]12[C@H]([C@@H](OC=C1C(=O)OC)O)[C@H]([C@H](C2)O)C
• Canonical SMILES: COC(=O)C1=CO[C@H]([C@H]2[C@@H]1C[C@@H]([C@@H]2C)O)O
• InChI: InChI=1S/C11H16O5/c1-5-8(12)3-6-7(10(13)15-2)4-16-11(14)9(5)6/h4-6,8-9,11-12,14H,3H2,1-2H3/t5-,6+,8-,9+,11+/m0/s1
• InChIKey: XWOHZIIPBYAMJX-KHBMLBSESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (1R,4aS,6S,7R,7aS)-1,6-dihydroxy-7-methyl-1H,4aH,5H,6H,7H,7aH-cyclopenta[c]pyran-4-carboxylate
• IUPAC Traditional name: methyl (1R,4aS,6S,7R,7aS)-1,6-dihydroxy-7-methyl-1H,4aH,5H,6H,7H,7aH-cyclopenta[c]pyran-4-carboxylate
• Synonyms: Loganol; Loganetin

Database IDs

• CAS Number: 29748-10-5

CALCULATED PROPERTIES

• Acid pKa: 12.089276
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.06630993
• LogD (pH = 7.4): -0.06631869
• Log P: -0.06630982
• Molar Refractivity: 55.0611 cm^3
• Polarizability: 22.088982 Å^3
• Polar Surface Area: 75.99 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Oil