potassium (2R,3R,4S,5R)-3,4,5-trihydroxy-6-oxopiperidine-2-carboxylate

• ChemBase ID: 155715
• Molecular Formular: C6H8KNO6
• Molecular Mass: 229.22912
• Monoisotopic Mass: 228.99886866
• SMILES: [C@@H]1([C@@H]([C@@H](NC(=O)[C@@H]1O)C(=O)[O-])O)O.[K+]
• Canonical SMILES: O[C@H]1C(=O)N[C@H]([C@H]([C@@H]1O)O)C(=O)[O-].[K+]
• InChI: InChI=1S/C6H9NO6.K/c8-2-1(6(12)13)7-5(11)4(10)3(2)9;/h1-4,8-10H,(H,7,11)(H,12,13);/q;+1/p-1/t1-,2-,3+,4-;/m1./s1
• InChIKey: UMYRZBUKBVTAIM-GMTPAUIDSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: potassium (2R,3R,4S,5R)-3,4,5-trihydroxy-6-oxopiperidine-2-carboxylate
• IUPAC Traditional name: potassium (2R,3R,4S,5R)-3,4,5-trihydroxy-6-oxopiperidine-2-carboxylate
• Synonyms: (2R,3R,4S,5R)-3,4,5-Trihydroxy-6-oxo-2-piperidinecarboxylic acid potassium salt; D-Glucaro-δ-lactam potassium salt

Database IDs

• MDL Number: MFCD03452929
• PubChem SID: 162249853
• PubChem CID: 71312210

CALCULATED PROPERTIES

• Acid pKa: 3.2286172
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -5.4045286
• LogD (pH = 7.4): -6.594636
• Log P: -3.1541593
• Molar Refractivity: 47.4331 cm^3
• Polarizability: 14.950453 Å^3
• Polar Surface Area: 129.92 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: solid

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

Product Information

• Biological Source: from microbial
• Empirical Formula (Hill Notation): C6H9NO6

DETAILS

Sigma Aldrich - G7166

Application
Inhibitor for bovine liver β-glucuronidase.