sodium (2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-[4-hydroxy-2-(10-hydroxydecyl)-5,6-dimethoxy-3-methylphenoxy]oxane-2-carboxylate

• ChemBase ID: 170650
• Molecular Formular: C25H39NaO11
• Molecular Mass: 538.56033
• Monoisotopic Mass: 538.23900635
• SMILES: c1(c(c(c(c(c1OC)O[C@H]1O[C@@H]([C@@H]([C@H]([C@H]1O)O)O)C(=O)[O-])CCCCCCCCCCO)C)O)OC.[Na+]
• Canonical SMILES: OCCCCCCCCCCc1c(C)c(O)c(c(c1O[C@H]1O[C@H](C(=O)[O-])[C@@H]([C@H]([C@H]1O)O)O)OC)OC.[Na+]
• InChI: InChI=1S/C25H40O11.Na/c1-14-15(12-10-8-6-4-5-7-9-11-13-26)20(23(34-3)21(33-2)16(14)27)35-25-19(30)17(28)18(29)22(36-25)24(31)32;/h17-19,22,25-30H,4-13H2,1-3H3,(H,31,32);/q;+1/p-1/t17-,18-,19+,22-,25+;/m1./s1
• InChIKey: ABFPLAXZZMPQGO-UQDBSXALSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-[4-hydroxy-2-(10-hydroxydecyl)-5,6-dimethoxy-3-methylphenoxy]oxane-2-carboxylate
• IUPAC Traditional name: sodium (2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-[4-hydroxy-2-(10-hydroxydecyl)-5,6-dimethoxy-3-methylphenoxy]oxane-2-carboxylate
• Synonyms: 4-Hydroxy-2-(10-hydroxydecyl)-5,6-dimethoxy-3-methylphenyl β-D-Glucopyranosiduronic Acid Monosodium Salt; 4-Hydroxy-2-(10-hydroxydecyl)-5,6-dimethoxy-3-methylphenyl β-D-Glucuronide Monosodium Salt

Database IDs

• CAS Number: 153010-32-3
• PubChem SID: 164226560
• PubChem CID: 71749070

CALCULATED PROPERTIES

• Acid pKa: 3.0310488
• H Acceptors: 11
• H Donor: 5
• LogD (pH = 5.5): 0.26005787
• LogD (pH = 7.4): -0.7767183
• Log P: 2.6942613
• Molar Refractivity: 139.2152 cm^3
• Polarizability: 50.832397 Å^3
• Polar Surface Area: 178.2 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - H943040

A glucuronide metabolite of Idebenone (I170050).