(4R,5R,6R,7R)-4,5,6,7,8-pentahydroxy-2-oxooctanoic acid

• ChemBase ID: 125374
• Molecular Formular: C8H14O8
• Molecular Mass: 238.19196
• Monoisotopic Mass: 238.06886741
• SMILES: O[C@@H]([C@@H]([C@@H](CC(=O)C(=O)O)O)O)[C@H](O)CO
• Canonical SMILES: OC[C@H]([C@H]([C@@H]([C@@H](CC(=O)C(=O)O)O)O)O)O
• InChI: InChI=1S/C8H14O8/c9-2-5(12)7(14)6(13)3(10)1-4(11)8(15)16/h3,5-7,9-10,12-14H,1-2H2,(H,15,16)/t3-,5-,6-,7-/m1/s1
• InChIKey: KYQCXUMVJGMDNG-SHUUEZRQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R,5R,6R,7R)-4,5,6,7,8-pentahydroxy-2-oxooctanoic acid
• IUPAC Traditional name: 3-deoxy-D-manno-octulosonate
• Synonyms: 2-Oxo-3-deoxy-D-mannooctonic acid; 2-Keto-3-Deoxy-D-manno-octonate; 2-Keto-3-deoxy-D-mannooctanoic acid; 3-Deoxy-D-manno-2-octulosonic acid; 3-Deoxy-D-manno-octulosonic acid; 3-Deoxy-D-manno-oct-2-ulosonic acid

Database IDs

• CAS Number: 10149-14-1
• PubChem SID: 162219724
• PubChem CID: 445569; 119228
• CHEBI ID: 32817
• Chemspider ID: 106511
• Wikipedia Title: 3-Deoxy-D-manno-oct-2-ulosonic_acid

CALCULATED PROPERTIES

• Acid pKa: 2.903823
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): -5.5851545
• LogD (pH = 7.4): -6.5206666
• Log P: -3.035701
• Molar Refractivity: 48.2413 cm^3
• Polarizability: 19.600733 Å^3
• Polar Surface Area: 155.52 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false