(2S,4S)-2,4,5-trihydroxy-2-(hydroxymethyl)pentanoic acid

• ChemBase ID: 127919
• Molecular Formular: C6H12O6
• Molecular Mass: 180.15588
• Monoisotopic Mass: 180.0633881
• SMILES: OC[C@@H](O)C[C@@](CO)(O)C(=O)O
• Canonical SMILES: OC[C@H](C[C@@](C(=O)O)(CO)O)O
• InChI: InChI=1S/C6H12O6/c7-2-4(9)1-6(12,3-8)5(10)11/h4,7-9,12H,1-3H2,(H,10,11)/t4-,6-/m0/s1
• InChIKey: SGOVJIDEXZEOTB-NJGYIYPDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4S)-2,4,5-trihydroxy-2-(hydroxymethyl)pentanoic acid
• IUPAC Traditional name: isosaccharinic acid
• Synonyms: 3-Deoxy-2-C-(hydroxymethyl)-D-erythro-pentonic acid; D-gluco-Isosaccharinic acid; Isosaccharinic acid; α-D-Glucoisosaccharinic acid; α-D-Isosaccharinic acid; α-Glucoisosaccharinic acid; α-Isosaccharinic acid; Isosaccharinic acid

Database IDs

• CAS Number: 1518-54-3
• PubChem SID: 162222236
• PubChem CID: 23617516
• Wikipedia Title: Isosaccharinic_acid

CALCULATED PROPERTIES

• Acid pKa: 3.4879959
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -4.7064714
• LogD (pH = 7.4): -6.0821958
• Log P: -2.7032588
• Molar Refractivity: 37.4684 cm^3
• Polarizability: 15.092376 Å^3
• Polar Surface Area: 118.22 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 189–194 °C