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

• ChemBase ID: 304964
• Molecular Formular: C17H24O11
• Molecular Mass: 404.36586
• Monoisotopic Mass: 404.13186159
• SMILES: [C@@]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(=CC2)CO)O
• Canonical SMILES: OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@@]3([C@H]2C(=CC3)CO)O)C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C17H24O11/c1-25-14(23)8-6-26-15(10-7(4-18)2-3-17(8,10)24)28-16-13(22)12(21)11(20)9(5-19)27-16/h2,6,9-13,15-16,18-22,24H,3-5H2,1H3/t9-,10+,11-,12+,13-,15+,16+,17+/m1/s1
• InChIKey: LDBMLOLBWUOZGG-DOFVRBEMSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 23407-76-3

CALCULATED PROPERTIES

• Acid pKa: 12.173637
• H Acceptors: 10
• H Donor: 6
• LogD (pH = 5.5): -3.112952
• LogD (pH = 7.4): -3.1129591
• Log P: -3.112952
• Molar Refractivity: 89.6739 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: Powder