methyl 1-{[(2S,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}naphthalene-2-carboxylate

• ChemBase ID: 225111
• Molecular Formular: C20H23NO8
• Molecular Mass: 405.39852
• Monoisotopic Mass: 405.1423667
• SMILES: [C@@H]1([C@@H](O[C@@H]([C@H]([C@@H]1O)O)CO)Oc1c(C(=O)OC)ccc2c1cccc2)NC(=O)C
• Canonical SMILES: OC[C@H]1O[C@@H](Oc2c(ccc3c2cccc3)C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)NC(=O)C
• InChI: InChI=1S/C20H23NO8/c1-10(23)21-15-17(25)16(24)14(9-22)28-20(15)29-18-12-6-4-3-5-11(12)7-8-13(18)19(26)27-2/h3-8,14-17,20,22,24-25H,9H2,1-2H3,(H,21,23)/t14-,15-,16-,17-,20+/m1/s1
• InChIKey: XMJHZTRWQLYYPD-RXFYRGCNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 1-{[(2S,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}naphthalene-2-carboxylate
• IUPAC Traditional name: methyl 1-{[(2S,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}naphthalene-2-carboxylate

Database IDs

• PubChem SID: 164281021
• PubChem CID: 56723681

CALCULATED PROPERTIES

• Acid pKa: 12.167783
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): 0.106530614
• LogD (pH = 7.4): 0.1065242
• Log P: 0.10653093
• Molar Refractivity: 99.7601 cm^3
• Polarizability: 40.763268 Å^3
• Polar Surface Area: 134.55 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds