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

• ChemBase ID: 128503
• Molecular Formular: C8H13NO7
• Molecular Mass: 235.19132
• Monoisotopic Mass: 235.06920176
• SMILES: CC(=O)N[C@@H]1[C@@H]([C@@H]([C@@H](O[C@H]1O)C(=O)O)O)O
• Canonical SMILES: CC(=O)N[C@H]1[C@H](O)O[C@H]([C@H]([C@H]1O)O)C(=O)O
• InChI: InChI=1S/C8H13NO7/c1-2(10)9-3-4(11)5(12)6(7(13)14)16-8(3)15/h3-6,8,11-12,15H,1H3,(H,9,10)(H,13,14)/t3-,4+,5+,6-,8-/m1/s1
• InChIKey: KSOXQRPSZKLEOR-USOLSPIOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4S,5R,6R)-5-acetamido-3,4,6-trihydroxyoxane-2-carboxylic acid
• IUPAC Traditional name: N-acetyltalosaminuronic acid
• Synonyms: Talanac; α-L-N-Acetyltalosaminuronic acid; α-L-2-N-Acetylamino-2-desoxytaluronic acid; α-L-Talopyranuronic acid, 2-(acetylamino)-2-deoxy-, (5Z,11α,13E,15S)-; NAT; N-Acetyltalosaminuronic acid

Database IDs

• CAS Number: 90319-06-5
• PubChem SID: 162222810
• PubChem CID: 146155
• Chemspider ID: 21106455
• MeSH Name: N-acetyltalosaminuronic acid
• Wikipedia Title: N-Acetyltalosaminuronic_acid

CALCULATED PROPERTIES

• Acid pKa: 3.3725803
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -5.0140944
• LogD (pH = 7.4): -6.3100176
• Log P: -2.9002998
• Molar Refractivity: 46.8921 cm^3
• Polarizability: 19.432514 Å^3
• Polar Surface Area: 136.32 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true