(2S)-2-[(2S,3R,4R)-3,4-dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetic acid hydrate

• ChemBase ID: 104604
• Molecular Formular: C6H10O8
• Molecular Mass: 210.1388
• Monoisotopic Mass: 210.03756728
• SMILES: O.O[C@H]1C(=O)O[C@H]([C@H](O)C(=O)O)[C@@H]1O
• Canonical SMILES: OC(=O)[C@H]([C@H]1OC(=O)[C@@H]([C@H]1O)O)O.O
• InChI: InChI=1S/C6H8O7.H2O/c7-1-2(8)6(12)13-4(1)3(9)5(10)11;/h1-4,7-9H,(H,10,11);1H2/t1-,2-,3+,4+;/m1./s1
• InChIKey: NPFKVZHSFSFLPU-QGBSHYGGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S,3R,4R)-3,4-dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetic acid hydrate
• IUPAC Traditional name: (S)-[(2S,3R,4R)-3,4-dihydroxy-5-oxooxolan-2-yl](hydroxy)acetic acid hydrate
• Synonyms: D-Glucaric acid-1,4-lactone; D-Saccharolactone; D-Saccharic acid 1,4-lactone monohydrate; 1,4-Lactone-D-glucaric Acid Monohydrate; D-Glucaro-1,4-lactone Monohydrate; D-SACCHARIC ACID 1,4-LACTONE MONOHYDRATE

Database IDs

• CAS Number: 389-36-6; 61278-30-6
• EC Number: 206-865-2
• MDL Number: MFCD00149334
• Beilstein Number: 85594
• PubChem SID: 162092787; 24899420
• PubChem CID: 20055579

CALCULATED PROPERTIES

• Acid pKa: 3.0635793
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -4.8292956
• LogD (pH = 7.4): -5.891565
• Log P: -2.4249988
• Molar Refractivity: 34.6462 cm^3
• Polarizability: 14.693422 Å^3
• Polar Surface Area: 124.29 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; H2O: soluble50 mg/mL, clear, colorless to faintly yellow; Methanol; Water
• Apperance: White Solid
• Melting Point: 89-92°C; 91-93°C

Safety Information

• Storage Condition: 2-8°C; Refrigerator
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (HPLC)
• Empirical Formula (Hill Notation): C6H8O7 · H2O

DETAILS

Sigma Aldrich - S0375

Packaging
1, 5 g in poly bottle
250 mg in poly bottle

Sigma Aldrich - 49105

Other Notes
Inhibitor of β-glucuronidase from Littorina littorea1

Toronto Research Chemicals - G415600

Anticancer agent.