2-{[(2R,5R)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(2S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]amino}benzoic acid

• ChemBase ID: 180605
• Molecular Formular: C19H27NO12
• Molecular Mass: 461.41718
• Monoisotopic Mass: 461.15332531
• SMILES: [C@@H]1(C(C([C@@H](C(O1)CO)O)O)O)O[C@@H]1C(C([C@@H](OC1CO)Nc1c(C(=O)O)cccc1)O)O
• Canonical SMILES: OCC1O[C@@H](Nc2ccccc2C(=O)O)C(C([C@H]1O[C@@H]1OC(CO)[C@H](C(C1O)O)O)O)O
• InChI: InChI=1S/C19H27NO12/c21-5-9-11(23)12(24)15(27)19(31-9)32-16-10(6-22)30-17(14(26)13(16)25)20-8-4-2-1-3-7(8)18(28)29/h1-4,9-17,19-27H,5-6H2,(H,28,29)/t9?,10?,11-,12?,13?,14?,15?,16+,17-,19+/m1/s1
• InChIKey: TXRDKRQNXBZNBP-DYJWLKGESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[(2R,5R)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(2S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]amino}benzoic acid
• IUPAC Traditional name: 2-{[(2R,5R)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(2S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]amino}benzoic acid

Database IDs

• PubChem SID: 164236515
• PubChem CID: 16395016

CALCULATED PROPERTIES

• Acid pKa: 4.486767
• H Acceptors: 13
• H Donor: 9
• LogD (pH = 5.5): -3.4833093
• LogD (pH = 7.4): -5.250838
• Log P: -2.431191
• Molar Refractivity: 103.5834 cm^3
• Polarizability: 41.301163 Å^3
• Polar Surface Area: 218.63 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds