(2S,3S,4S,5R,6S)-6-(2-aminophenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

• ChemBase ID: 160407
• Molecular Formular: C12H15NO7
• Molecular Mass: 285.25
• Monoisotopic Mass: 285.08485183
• SMILES: [C@@H]1([C@@H]([C@@H]([C@@H](O[C@H]1C(=O)O)Oc1ccccc1N)O)O)O
• Canonical SMILES: OC(=O)[C@@H]1O[C@@H](Oc2ccccc2N)[C@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C12H15NO7/c13-5-3-1-2-4-6(5)19-12-9(16)7(14)8(15)10(20-12)11(17)18/h1-4,7-10,12,14-16H,13H2,(H,17,18)/t7-,8-,9+,10-,12+/m0/s1
• InChIKey: ZVFVTBSWJWONEI-GOVZDWNOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5R,6S)-6-(2-aminophenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid
• IUPAC Traditional name: (2S,3S,4S,5R,6S)-6-(2-aminophenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid
• Synonyms: o-Aminophenyl β-D-Glucopyranosiduronic Acid; 2-Aminophenol Glucopyranuronoside; 2-Aminophenol Glucuronide; NSC 89270; 2-Aminophenyl β-D-Glucuronide

Database IDs

• CAS Number: 15959-03-2
• PubChem SID: 162254542
• PubChem CID: 85208

CALCULATED PROPERTIES

• Acid pKa: 2.8496459
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -3.0407424
• LogD (pH = 7.4): -4.4481525
• Log P: -2.2139235
• Molar Refractivity: 64.7511 cm^3
• Polarizability: 25.766926 Å^3
• Polar Surface Area: 142.47 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - A623995

A compound synthesized by the liver of mammalian and avian species.

REFERENCES

• Cnubben, N., et al.: Toxicol. App. Pharmacol., 141, 403 (1996)
• Liang, W., et al.: J. Bacteriol., 187, 2377 (1996)