(2S,3R,4S,5S,6R)-2-[(3S,3'S,3aR,6S,6aR)-6-hydroxy-3'-propyl-tetrahydro-2H-spiro[furo[3,2-b]furan-3,2'-oxolane]-2,5'-dioneoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl acetate

• ChemBase ID: 306365
• Molecular Formular: C20H28O13
• Molecular Mass: 476.42852
• Monoisotopic Mass: 476.15299096
• SMILES: O1C[C@@H]([C@@H]2[C@]1([C@]1(C(=O)O2)[C@H](CC(=O)O1)CCC)O[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1OC(=O)C)O)O)CO)O
• Canonical SMILES: CCC[C@H]1CC(=O)O[C@]21C(=O)O[C@H]1[C@@]2(OC[C@@H]1O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1OC(=O)C)O)O
• InChI: InChI=1S/C20H28O13/c1-3-4-9-5-12(24)32-19(9)18(27)31-16-10(23)7-28-20(16,19)33-17-15(29-8(2)22)14(26)13(25)11(6-21)30-17/h9-11,13-17,21,23,25-26H,3-7H2,1-2H3/t9-,10-,11+,13+,14-,15+,16+,17-,19+,20+/m0/s1
• InChIKey: SPXFGSSHVVDOQR-WHNBKQMTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4S,5S,6R)-2-[(3S,3'S,3aR,6S,6aR)-6-hydroxy-3'-propyl-tetrahydro-2H-spiro[furo[3,2-b]furan-3,2'-oxolane]-2,5'-dioneoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl acetate
• IUPAC Traditional name: (2S,3R,4S,5S,6R)-2-[(3S,3'S,3aR,6S,6aR)-6-hydroxy-3'-propyl-dihydro-5H-spiro[furo[3,2-b]furan-3,2'-oxolane]-2,5'-dioneoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl acetate
• Synonyms: BBP03196

CALCULATED PROPERTIES

• H Acceptors: 10
• H Donor: 4
• LogD (pH = 5.5): -1.1047674
• LogD (pH = 7.4): -1.1047703
• Log P: -1.1047674
• Molar Refractivity: 99.9859 cm^3
• Polarizability: 42.0371 Å^3
• Polar Surface Area: 187.51 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true
• Acid pKa: 12.580554

PROPERTIES

Physical Property

• Apperance: Powder