methyl (4S,4aR,5S,6R,8aS,8bS)-5-[2-(furan-3-yl)ethyl]-4-hydroxy-5,6-dimethyl-1H,4H,4aH,5H,6H,7H,8H,8bH-cyclopropa[e]naphthalene-8b-carboxylate

• ChemBase ID: 305733
• Molecular Formular: C21H28O4
• Molecular Mass: 344.44462
• Monoisotopic Mass: 344.19875938
• SMILES: C1=C[C@@]2([C@]3([C@H]([C@H]1O)[C@]([C@@H](CC3)C)(CCc1cocc1)C)C2)C(=O)OC
• Canonical SMILES: COC(=O)[C@]12C=C[C@@H]([C@H]3[C@@]2(C1)CC[C@H]([C@]3(C)CCc1cocc1)C)O
• InChI: InChI=1S/C21H28O4/c1-14-4-9-20-13-21(20,18(23)24-3)10-6-16(22)17(20)19(14,2)8-5-15-7-11-25-12-15/h6-7,10-12,14,16-17,22H,4-5,8-9,13H2,1-3H3/t14-,16+,17-,19+,20+,21+/m1/s1
• InChIKey: SMHNYOMQXSRPAD-OWHLRFHBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (4S,4aR,5S,6R,8aS,8bS)-5-[2-(furan-3-yl)ethyl]-4-hydroxy-5,6-dimethyl-1H,4H,4aH,5H,6H,7H,8H,8bH-cyclopropa[e]naphthalene-8b-carboxylate
• IUPAC Traditional name: methyl (4S,4aR,5S,6R,8aS,8bS)-5-[2-(furan-3-yl)ethyl]-4-hydroxy-5,6-dimethyl-1H,4H,4aH,6H,7H,8H-cyclopropa[e]naphthalene-8b-carboxylate
• Synonyms: Methyl dodonate A

Database IDs

• CAS Number: 349534-70-9

CALCULATED PROPERTIES

• Acid pKa: 19.354961
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.5057602
• LogD (pH = 7.4): 3.5057602
• Log P: 3.5057602
• Molar Refractivity: 95.6227 cm^3
• Polarizability: 37.38315 Å^3
• Polar Surface Area: 59.67 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder