(2S,3S,4S,5R,6S)-6-[2-(9-carboxynonyl)-4-hydroxy-5,6-dimethoxy-3-methylphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

• ChemBase ID: 170323
• Molecular Formular: C25H38O12
• Molecular Mass: 530.56202
• Monoisotopic Mass: 530.23632666
• 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)CCCCCCCCCC(=O)O)C)O)OC
• Canonical SMILES: COc1c(O)c(C)c(c(c1OC)O[C@@H]1O[C@@H](C(=O)O)[C@H]([C@@H]([C@@H]1O)O)O)CCCCCCCCCC(=O)O
• InChI: InChI=1S/C25H38O12/c1-13-14(11-9-7-5-4-6-8-10-12-15(26)27)20(23(35-3)21(34-2)16(13)28)36-25-19(31)17(29)18(30)22(37-25)24(32)33/h17-19,22,25,28-31H,4-12H2,1-3H3,(H,26,27)(H,32,33)/t17-,18-,19+,22-,25+/m0/s1
• InChIKey: WYULJZYKVBLTPM-ASSRNRPHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5R,6S)-6-[2-(9-carboxynonyl)-4-hydroxy-5,6-dimethoxy-3-methylphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
• IUPAC Traditional name: (2S,3S,4S,5R,6S)-6-[2-(9-carboxynonyl)-4-hydroxy-5,6-dimethoxy-3-methylphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
• Synonyms: 4-Hydroxy-2-(10-carboxydecyl)-5,6-dimethoxy-3-methylphenyl β-D-Glucopyranosiduronic Acid; 4-Hydroxy-2-(10-carboxydecyl)-5,6-dimethoxy-3-methylphenyl β-D-Glucuronide

Database IDs

• PubChem SID: 164226233
• PubChem CID: 71748922

CALCULATED PROPERTIES

• Acid pKa: 3.025866
• H Acceptors: 12
• H Donor: 6
• LogD (pH = 5.5): -0.27931076
• LogD (pH = 7.4): -3.075222
• Log P: 2.810698
• Molar Refractivity: 128.1148 cm^3
• Polarizability: 50.91876 Å^3
• Polar Surface Area: 192.44 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - H884905

Glucuronide of oxidation product of Idebenone (I170050).