(2S,3R,4S,5R)-3,4,5,6-tetrahydroxyoxane-2-carboxylic acid hydrate

• ChemBase ID: 119929
• Molecular Formular: C6H12O8
• Molecular Mass: 212.15468
• Monoisotopic Mass: 212.05321734
• SMILES: [C@@H]1(OC([C@@H]([C@H]([C@H]1O)O)O)O)C(=O)O.O
• Canonical SMILES: OC1O[C@H](C(=O)O)[C@@H]([C@@H]([C@H]1O)O)O.O
• InChI: InChI=1S/C6H10O7.H2O/c7-1-2(8)4(5(10)11)13-6(12)3(1)9;/h1-4,6-9,12H,(H,10,11);1H2/t1-,2+,3+,4-,6?;/m0./s1
• InChIKey: BGHPCEJXDOGRGW-KSSASCOMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4S,5R)-3,4,5,6-tetrahydroxyoxane-2-carboxylic acid hydrate
• IUPAC Traditional name: D-galacturonic acid hydrate
• Synonyms: (2S,3R,4S,5R)-3,4,5,6-tetrahydroxytetrahydro-2H-pyran-2-carboxylic acid hydrate; D(+)-Galacturonic acid monohydrate; D-Galacturonic Acid Monohydrate; D-(+)-Galacturonic acid monohydrate; D(+)-半乳糖醛酸 一水合物; D-(+)-半乳糖醛酸 一水合物

Database IDs

• CAS Number: 91510-62-2
• EC Number: 211-682-6
• MDL Number: MFCD00071585
• Beilstein Number: 1727087
• PubChem SID: 24871846; 162108104
• PubChem CID: 2724373

CALCULATED PROPERTIES

• Acid pKa: 3.207791
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -4.8822365
• LogD (pH = 7.4): -6.0563807
• Log P: -2.6122646
• Molar Refractivity: 35.7908 cm^3
• Polarizability: 15.209947 Å^3
• Polar Surface Area: 127.45 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Water
• Apperance: White Solid
• Optical Rotation: [α]20/D +53±2°, 5 hr, c = 10% in H2O

Safety Information

• Storage Condition: Refrigerator
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥97.0%; ≥97.0% (T); 97%
• Salt Data: H2O
• Empirical Formula (Hill Notation): C6H10O7 · H2O
• Classification: Genuine Natural Compounds

DETAILS

Sigma Aldrich - 48280

Packaging
5, 25 g in glass bottle

Toronto Research Chemicals - G186500

Used in the synthesis of N-(D-galacturonoyl) amino acids and dipeptides.

REFERENCES

• Klaus, U., et al.: Environ. Sci. Technol., 34, 3514 (2000)