(2R,3S)-2,3-dihydroxybutanedioic acid

• ChemBase ID: 1468
• Molecular Formular: C4H6O6
• Molecular Mass: 150.08684
• Monoisotopic Mass: 150.01643791
• SMILES: O[C@@H]([C@@H](O)C(=O)O)C(=O)O
• Canonical SMILES: O[C@H]([C@@H](C(=O)O)O)C(=O)O
• InChI: InChI=1S/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10)/t1-,2+
• InChIKey: FEWJPZIEWOKRBE-XIXRPRMCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S)-2,3-dihydroxybutanedioic acid
• IUPAC Traditional name: (-)-tartaric acid
• Synonyms: Levotartaric Acid; D-Tartrate; (S,S)-Tartaric acid; (S,S)-Tartrate; D-Tartaric acid; (2S,3S)-Tartaric acid; (-)-Tartaric acid; D-threaric acid; D-tartaric acid; (2R,3R)-(+)-2,3-Dihydroxybutane-1,4-dioic acid; (2R,3R)-(+)-2,3-Dihydroxysuccinic acid; L-(+)-Tartaric acid

Database IDs

• CAS Number: 87-69-4; 147-71-7
• MDL Number: MFCD00064207
• PubChem SID: 46508249; 160964927
• PubChem CID: 447315

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.719041
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -5.323427
• LogD (pH = 7.4): -7.890869
• Log P: -1.8287998
• Molar Refractivity: 26.2134 cm^3
• Polarizability: 10.871467 Å^3
• Polar Surface Area: 115.06 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.27
• LOG S: 0.03
• Solubility (Water): 1.61e+02 g/l

PROPERTIES

Physical Property

• Melting Point: 170-172°C
• Flash Point: 150°C
• Density: 1.76

Safety Information

• Storage Warning: Irritant

DETAILS

DrugBank - DB01694

• Drug Groups: experimental
• External Links: Wikipedia