glucuronolactone

Glucuronolactone or Glucurolactone (INN) is a naturally occurring substance that is an important structural component of nearly all connective tissues. It is sometimes used in energy drinks. Unfounded claims that glucuronolactone can be used to reduce "brain fog" are based on research conducted on energy drinks that contain other active ingredients that have been shown to improve cognitive function, such as caffeine. Glucuronolactone is also found in many plant gums.

Chemical data

Formula: C6H8O6
Molecular weight: 176.12 g/mol
IUPAC name: (3R,3aR,6R,6aR)-2,3,6-trihydroxy-3,3a,6,6a-tetrahydro-2H-furo[3,2-b]furan-5-one
SMILES: [C@@H]12[C@@H]([C@H](C(=O)O1)O)OC([C@@H]2O)O
InChIKey: OGLCQHRZUSEXNB-SMAHDKISSA-N
XLogP: -2.1
Polar surface area: 96.2 Å²
H-bond donors: 3
H-bond acceptors: 6
Formal charge: 0

via PubChem

Wikidata facts

Mass: 176.032088

Show 4 more facts

chemical formula: C₆H₈O₆
Commons category: Glucuronolactone
canonical SMILES: C1(C2C(C(C(=O)O2)O)OC1O)O
isomeric SMILES: [C@@H]12[C@@H]([C@H](C(=O)O1)O)OC([C@@H]2O)O

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Article

5 sections

Contents

Physical and chemical properties
Uses
Safety
See also
References

== Physical and chemical properties == Glucuronolactone is a white solid odorless compound, soluble in hot and cold water. Its melting point ranges from 176 to 178 °C. The compound can exist in a monocyclic aldehyde form or in a bicyclic hemiacetal (lactol) form. thumb|left|class=skin-invert-image|Lactol form of glucuronolactone