D-Glucuronic acid
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D-Glucuronic acid
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CAS No:
6556-12-3
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Formula:
C6H10O7
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Chemical Name:
D-Glucuronic acid
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Synonyms:
GLUCURONIC ACID;D-GLCA;D-GLUCURONIC ACID;Glycuronic acid;Glucosiduronic Acid;Glucuronic Aci;(2S,3S,4S,5R,6S)-3,4,5,6-tetrahydroxyoxane-2-carboxylic acid;D-GLUCURONIC ACID FREE ACID F & D &
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CAS No:
Description
D-Glucuronic acid is an important intermediate isolated from many gums. D-Glucuronic acid and its derivative glucuronolactone are as a liver antidote in the prophylaxis of human health. D-Glucuronic acid has an anti-inflammatory effect for the skin[1].
Aldehydo-D-glucuronic acid is a D-glucuronic acid. It derives from an aldehydo-D-glucose. It is a conjugate acid of an aldehydo-D-glucuronate.|Glucuronic Acid is a carboxylic acid with structural similarity to glucose with detoxifying activity. The xenobiotic metabolism of various substances such as drugs, pollutants, bilirubin, androgens, estrogens, mineralocorticoids, glucocorticoids, fatty acid derivatives, retinoids, and bile acids involves glucuronidation, a process in which water-soluble, excretable glucuronides of these substances are formed via glycosidic linkages to glucuronic acid. UDP-glucuronic acid, formed in the liver through the linkage of glucuronic acid to uridine diphosphate (UDP) via a glycosidic bond, is an intermediate in the process of glucuronidation.|A sugar acid formed by the oxidation of the C-6 carbon of GLUCOSE. In addition to being a key intermediate metabolite of the uronic acid pathway, glucuronic acid also plays a role in the detoxification of certain drugs and toxins by conjugating with them to form GLUCURONIDES.
White Solid
ChEBI: A D-glucopyranuronic acid in which the anomeric centre has alpha-configuration.
Pharmaceutical secondary standards for application in quality control provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards
D-Glucuronic acid Basic Attributes
194.14
194.14
1727083
229-486-4
8A5D83Q4RW
TSCA listed
C63810
White to off-white
2932 99 00
Characteristics
135.29000
-2.6
White to off-white Crystalline Powder
1.4301 (rough estimate)
159-161 °C (lit.)
250.56°C (rough estimate)
211.1±22.2 °C
36 ° (C=6, H2O)
Soluble in water.
Refrigerator (+4°C)
pKa 3.18(H2O t=20.0) (Uncertain)
133.8 Ų [M-H]-
-20°C
D-Glucuronic acid Use and Manufacturing
D-glucuronic acid and D-galacturonic acid are naturally occurring hexuronic acids present in glycosaminoglucans, glucuronide conjugates in mammals and in plant cell wall polysaccharides.D-Glucuronic acid exists as a component of glycosaminoglucans such as hyaluronan, heparin and chondroitin sulphate present in mammalian connective tissue such as cartilage. In the synthesis of glucuronide conjugates in mammals glucuronic acid is conjugated to xenobiotic compounds, a biosynthesis reaction known as glucuronidation, catalysed by the enzyme UDP-glucuronyltransferase and considered a detoxifying process.Both D-glucuronic acid and D-galacturonic acid are major components of plant cell wall polysaccharides. D-glucuronic acid is a component of arabinoxylan, which consists of a β-(1,4)-linked xylan backbone substituted with α-(1-2/3)-linked L-arabinofuranose and α-(1-2)- linked 4-O-methylglucuronic acid. D-Galacturonic acid is the major component of pectin comprising the α-(1,4)-linked galacturonan backbone of homogalacturonan and rhamnogalacturonan II, and is present within the repeating disaccharide unit [,4)-α-D-GalpA-(1,2)-α- L-Rhap-(1,] of rhamnogalacturonan I.
D-Glucuronic acid is used as pharmaceutical intermediate and in chemical research.
Cosmetics -> Buffering; Chelating; Humectant
Computed Properties
Molecular Weight:194.14
XLogP3:-2.6
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:5
Exact Mass:194.04265265
Monoisotopic Mass:194.04265265
Topological Polar Surface Area:135
Heavy Atom Count:13
Complexity:191
Defined Atom Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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