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

• ChemBase ID: 305962
• Molecular Formular: C17H24O11
• Molecular Mass: 404.36586
• Monoisotopic Mass: 404.13186159
• SMILES: [C@H]12[C@H]([C@@H](OC=C1C(=O)OC)O[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)CO)[C@@](C=C2)(CO)O
• Canonical SMILES: OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@@H]3[C@H]2[C@](O)(CO)C=C3)C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C17H24O11/c1-25-14(23)8-5-26-15(10-7(8)2-3-17(10,24)6-19)28-16-13(22)12(21)11(20)9(4-18)27-16/h2-3,5,7,9-13,15-16,18-22,24H,4,6H2,1H3/t7-,9-,10-,11-,12+,13-,15+,16+,17-/m1/s1
• InChIKey: XJMPAUZQVRGFRE-AYDWLWLASA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 24512-62-7

CALCULATED PROPERTIES

• Acid pKa: 12.16518
• H Acceptors: 10
• H Donor: 6
• LogD (pH = 5.5): -2.9133868
• LogD (pH = 7.4): -2.913394
• Log P: -2.9133866
• Molar Refractivity: 89.7865 cm^3
• Polarizability: 36.318623 Å^3
• Polar Surface Area: 175.37 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Solid

Product Information

• Purity: 94.0