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

• ChemBase ID: 186940
• Molecular Formular: C19H26N2O14
• Molecular Mass: 506.41474
• Monoisotopic Mass: 506.13840352
• SMILES: C1(C(C(C(C(O1)CO)O)O)O)OC1C(C(C(OC1CO)Nc1cc([N+](=O)[O-])cc(C(=O)O)c1)O)O
• Canonical SMILES: OCC1OC(Nc2cc(cc(c2)[N+](=O)[O-])C(=O)O)C(C(C1OC1OC(CO)C(C(C1O)O)O)O)O
• InChI: InChI=1S/C19H26N2O14/c22-4-9-11(24)12(25)15(28)19(34-9)35-16-10(5-23)33-17(14(27)13(16)26)20-7-1-6(18(29)30)2-8(3-7)21(31)32/h1-3,9-17,19-20,22-28H,4-5H2,(H,29,30)
• InChIKey: WPAMIQRNOLMGDH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164242850
• PubChem CID: 3118477

CALCULATED PROPERTIES

• Acid pKa: 4.3735547
• H Acceptors: 15
• H Donor: 9
• LogD (pH = 5.5): -4.2972426
• LogD (pH = 7.4): -6.049505
• Log P: -3.1412067
• Molar Refractivity: 110.9081 cm^3
• Polarizability: 43.385525 Å^3
• Polar Surface Area: 264.45 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds