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Merck

G5269

D-Glucuronic acid

≥98% (GC)

Synonym(s):

Glucosiduronic acid

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About This Item

Empirical Formula (Hill Notation):
C6H10O7
CAS Number:
6556-12-3
Molecular Weight:
194.14
UNSPSC Code:
12352201
NACRES:
NA.25
PubChem Substance ID:
24895203
EC Number:
229-486-4
Beilstein/REAXYS Number:
1727083
MDL number:
MFCD00077778

Product Name

D-Glucuronic acid, ≥98% (GC)

InChI key

AEMOLEFTQBMNLQ-QIUUJYRFSA-N

InChI

1S/C6H10O7/c7-1-2(8)4(5(10)11)13-6(12)3(1)9/h1-4,6-9,12H,(H,10,11)/t1-,2-,3+,4-,6+/m0/s1

SMILES string

O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O

biological source

synthetic (organic)

assay

≥98% (GC)

form

powder

optical activity

[α]/D 35 to 37°, c = 6% (w/v) in H2O (equilibrium value)

technique(s)

gas chromatography (GC): suitable

color

white to off-white

mp

159-161 °C (lit.)

solubility

H2O: soluble 100 mg/mL, clear to slightly hazy

storage temp.

room temp

Quality Level

200

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Application

D-Glucuronic acid has been used:
  • in in vitro human digestion model
  • as a fibrous cellulose powder, to test the feeding preference among experimental termites
  • as a standard to quantify glucuronic acid in urine sample

Biochem/physiol Actions

In humans, glucuronic acid conjugation with steroidal compounds and drugs is an important step in phase II metabolic reactions. This influences the biotransformation process of the compound.

General description

Glucuronic acid is one of the component of xylan backbone, a hemicellulose present in plant cell wall.

Other Notes

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000491953
0000491956
0000491955
0000491955
0000491956

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P Doig et al.
Infection and immunity, 55(6), 1517-1522 (1987-06-01)
The alginate produced by Pseudomonas aeruginosa has been reported to play a role in the adhesion of this bacterium to epithelial cell surfaces, although some controversy concerning this role exists. To clarify this controversy, we investigated the ability of alginate
Plant secondary metabolites compromise the energy budgets of specialist and generalist mammalian herbivores
Sorensen JS, et al.
Ecology, 86(1), 125-139 (2005)
Some organic acids acting as stimulants of recruitment and feeding for the Formosan subterranean termite (Isoptera: Rhinotermitidae)
Morales-Ramos JA, et al.
Sociobiology, 54(3), 861-861 (2011)
Use of LC-MS/MS for the open detection of steroid metabolites conjugated with glucuronic acid
Fabregat A, et al.
Analytical Chemistry, 85(10), 5005-5014 (2013)
J R Alonso-Fernandez et al.
Journal of clinical laboratory analysis, 24(2), 106-112 (2010-03-25)
We describe the history and current implementation of an inexpensive thin layer chromatography (TLC) method, vertical sandwich-type continuous/evaporative TLC with fixed mobile phase volume, that is convenient for detecting and identifying reducing sugars of clinical relevance in the paper-borne blood
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