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

• ChemBase ID: 170651
• 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-])C)CCCCCCCCCCO)O)OC.[Na+]
• Canonical SMILES: OCCCCCCCCCCc1c(C)c(O[C@H]2O[C@H](C(=O)[O-])[C@@H]([C@H]([C@H]2O)O)O)c(c(c1O)OC)OC.[Na+]
• InChI: InChI=1S/C25H40O11.Na/c1-14-15(12-10-8-6-4-5-7-9-11-13-26)16(27)21(33-2)23(34-3)20(14)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: DDIQXOHNZDVJLR-UQDBSXALSA-M

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 153010-37-8
• PubChem SID: 164226561
• PubChem CID: 71749072

CALCULATED PROPERTIES

• Acid pKa: 2.9591367
• H Acceptors: 11
• H Donor: 5
• LogD (pH = 5.5): 0.19458374
• LogD (pH = 7.4): -0.78519785
• 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 - H943045

A glucuronide metabolite of Idebenone (I170050).