D-Glucurone - 10mM in DMSO , CAS No.32449-92-6

CAS: 32449-92-6 Cat. No.: D423316 Molecular Weight: 176.12 Beilstein Registry Number: 83595 EC Number: 251-053-3

GRADE & PURITY 10mM in DMSO

Synonyms

GLUCUROLACTONE | Tosylchloramide sodium | 00CE759F-D1F9-492E-89F7-B7400A34C72D | D-glucofuranuronate gamma-lactone | GLUCUROLACTONE [WHO-DD] | Glucuronolattone | D-Glucurono-6,3-lactone | Glucurolactonum | AKOS006341990 | BRN 0083595 | D70547 | Glucuronol

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Specifications

Synonyms

GLUCUROLACTONE | Tosylchloramide sodium | 00CE759F-D1F9-492E-89F7-B7400A34C72D | D-glucofuranuronate gamma-lactone | GLUCUROLACTONE [WHO-DD] | Glucuronolattone | D-Glucurono-6, 3-lactone | Glucurolactonum | AKOS006341990 | BRN 0083595 | D70547 | Glucuronol

Specifications & Purity

10mM in DMSO

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Names and Identifiers

• Canonical Smiles: C(=O)C(C1C(C(C(=O)O1)O)O)O
• IUPAC Name: (2R)-2-[(2S,3R,4S)-3,4-dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde
• InChIKey: UYUXSRADSPPKRZ-SKNVOMKLSA-N
• INCHI: 1S/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h1-5,8-10H/t2-,3+,4-,5+/m0/s1
• Isomeric SMILES: C(=O)[C@@H]([C@@H]1[C@@H]([C@@H](C(=O)O1)O)O)O
• WGK Germany: 2
• RTECS: LZ8930000
• Molecular Weight: 176.12
• Beilstein: 83595
• Reaxy-Rn: 102193
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=102193&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Lactones
      • Subclass Gamma butyrolactones

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Lactones
• Subclass: Gamma butyrolactones
• Intermediate Tree Nodes: Not available
• Direct Parent: Gamma butyrolactones
• Alternative Parents: Tetrahydrofurans Alpha-hydroxyaldehydes Secondary alcohols Carboxylic acid esters Oxacyclic compounds Monocarboxylic acids and derivatives Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Gamma butyrolactone - Tetrahydrofuran - Alpha-hydroxyaldehyde - Carboxylic acid ester - Secondary alcohol - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Oxacycle - Aldehyde - Organic oxide - Organic oxygen compound - Alcohol - Carbonyl group - Organooxygen compound - Hydrocarbon derivative - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as gamma butyrolactones. These are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom.
• External Descriptors: glucuronolactone

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Specific Rotation[α]: 18.5 ° (C=5, H2O)
• Melt Point(°C): 170-176°C
• Molecular Weight: 176.120 g/mol
• XLogP3: -1.800
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 176.032 Da
• Monoisotopic Mass: 176.032 Da
• Topological Polar Surface Area: 104.000 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 202.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 4
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Lu Han, Wenyi Huang, Lingyun Meng, Xinyi Duan, Yufei Wu, Qihui Lin, Xiaohua Wu, Qi Chen, Wanhua Shen.  (2025)  Oxidative stress-mediated neurotoxicity of para-xylene and neuroprotection by gluconolactone in Xenopus laevis.  ENVIRONMENTAL POLLUTION,      [PMID:40602637] [10.1016/j.envpol.2025.126756]