methyl (1S,4aS,5R,7S,7aS)-5,7-dihydroxy-7-methyl-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,6H,7H,7aH-cyclopenta[c]pyran-4-carboxylate

• ChemBase ID: 305353
• Molecular Formular: C17H26O11
• Molecular Mass: 406.38174
• Monoisotopic Mass: 406.14751165
• SMILES: [C@H]12[C@H]([C@@H](OC=C1C(=O)OC)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)[C@](C[C@H]2O)(O)C
• Canonical SMILES: OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@@H]3[C@H]2[C@@](C)(O)C[C@H]3O)C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C17H26O11/c1-17(24)3-7(19)9-6(14(23)25-2)5-26-15(10(9)17)28-16-13(22)12(21)11(20)8(4-18)27-16/h5,7-13,15-16,18-22,24H,3-4H2,1-2H3/t7-,8-,9+,10-,11-,12+,13-,15+,16+,17+/m1/s1
• InChIKey: KKSYAZCUYVRKML-IRDZEPHTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (1S,4aS,5R,7S,7aS)-5,7-dihydroxy-7-methyl-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,6H,7H,7aH-cyclopenta[c]pyran-4-carboxylate
• IUPAC Traditional name: methyl (1S,4aS,5R,7S,7aS)-5,7-dihydroxy-7-methyl-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,6H,7aH-cyclopenta[c]pyran-4-carboxylate
• Synonyms: Shanzhiside methyl ester

Database IDs

• CAS Number: 64421-28-9

CALCULATED PROPERTIES

• Acid pKa: 12.203672
• H Acceptors: 10
• H Donor: 6
• LogD (pH = 5.5): -3.0420213
• LogD (pH = 7.4): -3.0420282
• Log P: -3.0420213
• Molar Refractivity: 88.8291 cm^3
• Polarizability: 36.572475 Å^3
• Polar Surface Area: 175.37 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder