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HomeProduct name listD-Glucurone

D-Glucurone

Synonym(s):D-(+)-Glucurono-6,3-lactone;D-Glucurone;D-Glucurono-6,3-lactone;Glucuronolactone

  • CAS NO.:32449-92-6
  • Empirical Formula: C6H8O6
  • Molecular Weight: 176.12
  • MDL number: MFCD00135622
  • EINECS: 251-053-3
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-05 11:59:05
D-Glucurone Structural

What is D-Glucurone?

Chemical properties

white crystals or crystalline powder

The Uses of D-Glucurone

D-Glucurone is a glucuronic acid derivative. It is used for treating canine hepatitis.

The Uses of D-Glucurone

D-Glucurono-6,3-lactone is a glucuronic acid derivative studied for its effectiveness against canine hepatitis. It is utilized in the studies such as starting regent in the synthesis of 2,3,4,-tris(tert.-butyldimethysilyl) glucuronic acid trichloroethylester, required for the preparation of 1-O-acyl glucuronide of the anti-inflammatory drug ML-3000, synthesis of optically active glucopyranoses, synthesis of long-chain alkyl glucofuranosides.

What are the applications of Application

D-Glucurono-3,6-lactone is a glucuronic acid derivative studied for its effectiveness against canine hepatitis

Definition

The γ-lactone of glucuronic acid. Found in plant gums and animal connective tissues.

General Description

D-(+)-Glucuronic acid γ-lactone (Glucourono-γ-lactone, Glucurone or Glycurone) is a carbohydrate derivative. It converted into L-ascorbic acid in animals and human body. Its molecule contains two five-membered rings. Its crystal structure has been studied.

Purification Methods

Dissolve the lactone or mixture of lactone and acid in H2O and concentrate on a steam bath until crystallisation begins. Cool rapidly to room temperature wih stirring. After 2hours the product is filtered off, washed with cold EtOH and dried to m 174-175o and [] D +19.8o (c 5.2, H2O). The amount of free acid can be obtained by titration of an ice-cold aqueous solution with standard alkali. It can be recrystallised from EtOH, EtOH/H2O or MeOH, and the highest recorded m is 180o. [Stacey J Chem Soc 1529 1939, Mehltretter et al. J Am Chem Soc 73 2424 1951, Beilstein 18 III/IV 3055, 18/5 V 33.]

Properties of D-Glucurone

Melting point: 172-175 °C (lit.)
Boiling point: 227.71°C (rough estimate)
alpha  19 º (c=10, H2O)
Density  1,76 g/cm3
refractive index  18.5 ° (C=5, H2O)
storage temp.  Store below +30°C.
solubility  water: soluble25mg/mL, clear, colorless
form  Crystals or Crystalline Powder
pka 11.96±0.60(Predicted)
color  White
Odor at 100.00 %. very mild mentholic
optical activity [α]24/D +18.8°, c = 8 in H2O
Water Solubility  SOLUBLE
Merck  14,4467
BRN  83595
CAS DataBase Reference 32449-92-6(CAS DataBase Reference)
EPA Substance Registry System D-Glucuronolactone (32449-92-6)

Safety information for D-Glucurone

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
Precautionary Statement Codes P280:Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P332+P313:IF SKIN irritation occurs: Get medical advice/attention.
P337+P313:IF eye irritation persists: Get medical advice/attention.

Computed Descriptors for D-Glucurone

InChIKey OGLCQHRZUSEXNB-IEPORWDDSA-N

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