FComEx: beta-D-Glucuronic acid (PC000393)

Record Information

Version

1.0

Creation date

2015-10-09 22:30:25 UTC

Update date

2017-01-19 02:36:22 UTC

FoodComEx ID

PC000393

FoodDB Record

FDB021897

Chemical Information

Name

beta-D-Glucuronic acid

Description

Glucuronic acid is a carboxylic acid that has the structure of a glucose molecule that has had its sixth carbon atom (of six total) oxidized. The salts of glucuronic acid are known as glucuronates. Glucuronic acid is highly soluble in water. In the animal body, glucuronic acid is often linked to poisonous substances to allow for subsequent elimination, and to hormones to allow for easier transport. These linkages involve O-glycosidic bonds. The process is known as glucuronidation, and the resulting substances are known as glucuronides (or glucuronosides). Glucuronidation uses UDP-glucuronic acid (glucuronic acid linked via a glycosidic bond to uridine diphosphate) as an intermediate. UDP-glucuronic acid is formed in the liver of all animals. [HMDB] Widely distributed in plants, where it occurs in gums, mucilages, saponins and flavone glycosides and in animals as a constituent of mucopolysaccharides. Glycosides are formed in the liver to detoxify poisonous hydroxyl-containing substances. Phenyl, cresyl and indoxyl glycosides are present in normal urine. [CCD]. beta-D-Glucuronic acid is found in many foods, some of which are cashew nut, american cranberry, sour cherry, and soy bean.

CAS Number

6556-12-3

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
alpha-D-Glucopyranuronic acid	HMDB
alpha-D-Glucuronic acid	HMDB
alpha-delta-Glucopyranuronic acid	HMDB
alpha-delta-Glucuronic acid	HMDB
D-(+)-Glucuronate	hmdb
D-(+)-Glucuronic acid	hmdb
D-Glucuronate	hmdb
D-GLUCURONIC ACID	ChEBI
delta-(+)-Glucuronate	HMDB
delta-(+)-Glucuronic acid	HMDB
delta-Glucuronate	HMDB
GCU	HMDB
GlcAa	ChEBI
GlcAalpha	ChEBI
Glucosiduronate	hmdb
Glucosiduronic acid	hmdb
Glucuronate	hmdb
Glucuronic acid	hmdb

Chemical Formula

C6H10O7

IUPAC name

(2S,3S,4S,5R,6S)-3,4,5,6-tetrahydroxyoxane-2-carboxylic acid

InChI Identifier

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

InChI Key

AEMOLEFTQBMNLQ-WAXACMCWSA-N

Isomeric SMILES

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

Average Molecular Weight

194.1394

Monoisotopic Molecular Weight

194.042652674

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glucuronic acid derivatives. Glucuronic acid derivatives are compounds containing a glucuronic acid moiety (or a derivative), which consists of a glucose moiety with the C6 carbon oxidized to a carboxylic acid.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Glucuronic acid derivatives

Alternative Parents