(2S,3S)-3-hydroxy-5-oxooxolane-2,3-dicarboxylic acid

• ChemBase ID: 157590
• Molecular Formular: C6H6O7
• Molecular Mass: 190.10764
• Monoisotopic Mass: 190.01135253
• SMILES: C1C(=O)O[C@@H]([C@@]1(C(=O)O)O)C(=O)O
• Canonical SMILES: O=C1O[C@@H]([C@](C1)(O)C(=O)O)C(=O)O
• InChI: InChI=1S/C6H6O7/c7-2-1-6(12,5(10)11)3(13-2)4(8)9/h3,12H,1H2,(H,8,9)(H,10,11)/t3-,6+/m1/s1
• InChIKey: PFHZIWAVXDSFTB-CVYQJGLWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S)-3-hydroxy-5-oxooxolane-2,3-dicarboxylic acid
• IUPAC Traditional name: (2S,3S)-3-hydroxy-5-oxooxolane-2,3-dicarboxylic acid
• Synonyms: (+)-Garcinia acid; (-)-Hydroxycitric acid lactone; (2S,3S)-3-Hydroxy-5-oxotetrahydrofuran-2,3-dicarboxylic acid; Garcinia lactone

Database IDs

• CAS Number: 27750-13-6
• MDL Number: MFCD06656311
• PubChem SID: 162251727
• PubChem CID: 9991606

CALCULATED PROPERTIES

• Acid pKa: 3.2478626
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -4.7592793
• LogD (pH = 7.4): -7.7372093
• Log P: -1.3733748
• Molar Refractivity: 33.4699 cm^3
• Polarizability: 14.0268345 Å^3
• Polar Surface Area: 121.13 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Toxic (T)
• German water hazard class: 3
• Risk Statements: 25
• Safety Statements: 45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301
• GHS Precautionary statements: P301 + P310

Product Information

• Purity: ≥95.0% (HPLC)
• Grade: analytical standard
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C6H6O7