File:Beta_D-Glucuronic_acid.svg · Wikimedia Commons · See Wikimedia Commons
D-glucouronic acid
Sign in to saveAlso known as glucuronic acid, glucosiduronic acid
chemical compound arising from glucose oxidation
OverviewAI-generated
D-glucouronic acid is a chemical compound with the formula C₆H₁₀O₇. Its IUPAC name is (2S,3S,4S,5R)-2,3,4,5-tetrahydroxy-6-oxohexanoic acid. The substance has a molecular weight of 194.14 and a mass of 194.04265266000002. It possesses a charge of 0, an xlogp value of -2.6, and a topological polar surface area of 135. The molecule contains five hydrogen bond donors and seven hydrogen bond acceptors.
The compound is identified by the PubChem CID 65041 and the NCI Thesaurus ID C63810. Its canonical SMILES notation is C(=O)C(C(C(C(C(=O)O)O)O)O)O, while its isomeric SMILES is C(=O)[C@@H]([C@H]([C@@H]([C@@H](C(=O)O)O)O)O)O. The InChIKey for this substance is IAJILQKETJEXLJ-QTBDOELSSA-N. A search for D-glucouronic acid in PubMed yields 3754530 results. The subject is referenced by 216 other encyclopedia articles.
Synthesized by Vinony from 20 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
Chemical data
- Formula
- C6H10O7
- Molecular weight
- 194.14 g/mol
- IUPAC name
- (2S,3S,4S,5R)-2,3,4,5-tetrahydroxy-6-oxohexanoic acid
- SMILES
- C(=O)[C@@H]([C@H]([C@@H]([C@@H](C(=O)O)O)O)O)O
- InChIKey
- IAJILQKETJEXLJ-QTBDOELSSA-N
- XLogP
- -2.6
- Polar surface area
- 135 Ų
- H-bond donors
- 5
- H-bond acceptors
- 7
- Formal charge
- 0
via PubChem
Research
3,754,530 papers- Protein and metabolic engineering for the production of organic acids.Bioresource technology · 2017
- Current advance in biological production of short-chain organic acid.Applied microbiology and biotechnology · 2020
- [Lipoic acid].Il Farmaco; edizione scientifica · 1955
- Organic acidurias: a review. Part 1.Journal of child neurology · 1991
- Oxocarbon Acids and their Derivatives in Biological and Medicinal Chemistry.Current medicinal chemistry · 2024
via PubMed
Wikidata facts
- Subclass of
- uronic acid
- Has part
- carbon
- Mass
- 194.04265266000002
Show 7 more facts
- found in taxon
- Vachellia tortuosa
- chemical formula
- C₆H₁₀O₇
- NCI Thesaurus ID
- C63810
- canonical SMILES
- C(=O)C(C(C(C(C(=O)O)O)O)O)O
- isomeric SMILES
- C(=O)[C@@H]([C@H]([C@@H]([C@@H](C(=O)O)O)O)O)O
- different from
- D-gluconic acid
- Commons category
- Glucuronic acid
via Wikidata · CC0
~5 min read
Encyclopedic overview
Glucuronic acid (GCA, from Ancient Greek: γλεῦκος + οὖρον, lit. 'sweet wine, must + urine') is a uronic acid that was first isolated from urine (hence the name "uronic acid"). It is found in many gums such as gum arabic (approx. 18%), xanthan, and kombucha tea and is important for the metabolism of microorganisms, plants and animals.
Properties
Excerpted from Wikipedia’s “D-glucouronic acid” article, available under the CC BY-SA 4.0 licence.