(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[(2R)-2-propyloctanoyl]oxy}oxane-2-carboxylic acid

• ChemBase ID: 160828
• Molecular Formular: C17H30O8
• Molecular Mass: 362.4153
• Monoisotopic Mass: 362.19406792
• SMILES: [C@H](CCCCCC)(CCC)C(=O)O[C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1O)O)O)C(=O)O
• Canonical SMILES: CCCCCC[C@H](C(=O)O[C@@H]1O[C@@H](C(=O)O)[C@H]([C@@H]([C@@H]1O)O)O)CCC
• InChI: InChI=1S/C17H30O8/c1-3-5-6-7-9-10(8-4-2)16(23)25-17-13(20)11(18)12(19)14(24-17)15(21)22/h10-14,17-20H,3-9H2,1-2H3,(H,21,22)/t10-,11+,12+,13-,14+,17+/m1/s1
• InChIKey: QKASJXSEOIADTC-LZQHRPSPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[(2R)-2-propyloctanoyl]oxy}oxane-2-carboxylic acid
• IUPAC Traditional name: (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[(2R)-2-propyloctanoyl]oxy}oxane-2-carboxylic acid
• Synonyms: R-(-)-Arundic Acid Acyl-β-D-Glucuronide

Database IDs

• PubChem SID: 162254963
• PubChem CID: 71313497

CALCULATED PROPERTIES

• Acid pKa: 3.4090018
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): 0.10539982
• LogD (pH = 7.4): -1.2162659
• Log P: 2.1843636
• Molar Refractivity: 86.3507 cm^3
• Polarizability: 35.314156 Å^3
• Polar Surface Area: 133.52 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A779505

A glucuronide metabolite of R-(-)-Arundic Acid.