N-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[(4-methyl-2-oxo-4a,8a-dihydro-2H-chromen-7-yl)oxy]oxan-3-yl]acetamide

• ChemBase ID: 224385
• Molecular Formular: C18H23NO8
• Molecular Mass: 381.37712
• Monoisotopic Mass: 381.1423667
• SMILES: [C@@H]1([C@@H](O[C@@H]([C@H]([C@@H]1O)O)CO)OC1=CC2OC(=O)C=C(C2C=C1)C)NC(=O)C
• Canonical SMILES: OC[C@H]1O[C@@H](OC2=CC3C(C=C2)C(=CC(=O)O3)C)[C@@H]([C@H]([C@@H]1O)O)NC(=O)C
• InChI: InChI=1S/C18H23NO8/c1-8-5-14(22)26-12-6-10(3-4-11(8)12)25-18-15(19-9(2)21)17(24)16(23)13(7-20)27-18/h3-6,11-13,15-18,20,23-24H,7H2,1-2H3,(H,19,21)/t11?,12?,13-,15-,16-,17-,18-/m1/s1
• InChIKey: LLFCSUYBSLLXPO-KYHCGRAMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[(4-methyl-2-oxo-4a,8a-dihydro-2H-chromen-7-yl)oxy]oxan-3-yl]acetamide
• IUPAC Traditional name: N-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[(4-methyl-2-oxo-4a,8a-dihydrochromen-7-yl)oxy]oxan-3-yl]acetamide

Database IDs

• PubChem SID: 164280295
• PubChem CID: 11428967

CALCULATED PROPERTIES

• Acid pKa: 12.259134
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -1.474402
• LogD (pH = 7.4): -1.4744071
• Log P: -1.4744016
• Molar Refractivity: 93.9837 cm^3
• Polarizability: 36.37244 Å^3
• Polar Surface Area: 134.55 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds