5-Thio-D-glucose - ≥98%(HPLC) , CAS No.20408-97-3

CAS: 20408-97-3 Cat. No.: T107913 Summenformel: C₆H₁₂O₅S Molekulargewicht: 196.22 Beilstein Registry Number: 1865193 EG-Nummer: 243-798-8 PubChem CID: 88527

GRADE & PURITY ≥98%(HPLC)

Synonyms

AKOS015919103 | 5-THIO-D-GLUCOSE [MI] | (2R,3R,4S,5R)-2,3,4,6-Tetrahydroxy-5-mercaptohexanal | UNII-3PRV1384UO | SCHEMBL246998 | 5-Thio-D-Glucose | alpha-D-Glucothiopyranose | AS-69032 | Q27257877 | 3PRV1384UO | AI3-63209 | (2R,3R,4S,5R)-2,3,4,6-tetrahydr

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Übersicht

5-Thio-D-glucose (Glc-5S), a thiosugar hexokinase inhibitor.

Specifications

Synonyme

AKOS015919103 | 5-THIO-D-GLUCOSE [MI] | (2R,3R,4S,5R)-2,3,4,6-Tetrahydroxy-5-mercaptohexanal | UNII-3PRV1384UO | SCHEMBL246998 | 5-Thio-D-Glucose | alpha-D-Glucothiopyranose | AS-69032 | Q27257877 | 3PRV1384UO | AI3-63209 | (2R,3R,4S,5R)-2,3,4,6-tetrahydr

Spezifikationen & Reinheit

≥98%(HPLC)

Biochemische und physiologische Mechanismen

Potent, competitive inhibitor of the cellular transport of D-glucose and of D-glucose mediated insulin release. Inhibitor of spermatogenesis.

Storage

Store at -20°C

Verschickt in

Ice chest + Ice pads

Dieses Produkt erfordert Kühlkettenversand. Grundversand und andere Economy-Optionen sind nicht verfügbar.

Reinheit

≥98%(HPLC)

Namen und Kennungen

• Pubchem Sid: 504755946
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504755946
• Kanonisches Lächeln: C(C(C(C(C(C=O)O)O)O)S)O
• IUPAC Name: (2R,3R,4S,5R)-2,3,4,6-tetrahydroxy-5-sulfanylhexanal
• InChIKey: IJJLRUSZMLMXCN-SLPGGIOYSA-N
• INCHI: 1S/C6H12O5S/c7-1-3(9)5(10)6(11)4(12)2-8/h1,3-6,8-12H,2H2/t3-,4+,5+,6+/m0/s1
• Isomere SMILES: C([C@H]([C@H]([C@@H]([C@H](C=O)O)O)O)S)O
• WGK Deutschland: 3
• RTECS: LZ7500000
• PubChem CID: 88527
• Molekulargewicht: 196.22
• Beilstein: 1865193

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Klasse Organooxygen compounds
      • Subclass Carbohydrates and carbohydrate conjugates

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Klasse: Organooxygen compounds
• Subclass: Carbohydrates and carbohydrate conjugates
• Intermediate Tree Nodes: Not available
• Direct Parent: Monosaccharides
• Alternative Parents: Beta-hydroxy aldehydes Alpha-hydroxyaldehydes Secondary alcohols Polyols Alkylthiols Primary alcohols Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Monosaccharide - Beta-hydroxy aldehyde - Alpha-hydroxyaldehyde - Secondary alcohol - Polyol - Alkylthiol - Organic oxide - Hydrocarbon derivative - Primary alcohol - Organosulfur compound - Carbonyl group - Aldehyde - Alcohol - Aliphatic acyclic compound
• Beschreibung: This compound belongs to the class of organic compounds known as monosaccharides. These are compounds containing one carbohydrate unit not glycosidically linked to another such unit, and no set of two or more glycosidically linked carbohydrate units. Monosaccharides have the general formula CnH2nOn.
• External Descriptors: Not available

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

Wirkungsmechanismen

Chemische und physikalische Eigenschaften

• Löslichkeit: Miscible with water.
• Spezifische Drehung [α]: [α]/D 220.0±5.0°, c = 1 in 0.1 M HCl
• Schmelzpunkt (°C): 135-138°C
• Molekulargewicht: 196.220 g/mol
• XLogP3: -2.000
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 196.041 Da
• Monoisotopic Mass: 196.041 Da
• Topological Polar Surface Area: 99.000 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 142.000
• 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

Referenzen

1. Zhenchong Xiong, Lin Yang, Chao Zhang, Weiling Huang, Wenjing Zhong, Jiarong Yi, Jikun Feng, Xiazi Zouxu, Libing Song, Xi Wang.  (2024)  MANF facilitates breast cancer cell survival under glucose-starvation conditions via prkn-mediated mitophagy regulation.  Autophagy,      [PMID:39147386] [10.1080/15548627.2024.2392415]

Häufig gestellte Fragen

What is the purity of this product, and how is it determined?

This product is supplied at ≥98% purity, determined by HPLC. Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at ?20 °C. Freezer storage is required to maintain the specified shelf life.

How is this product shipped?

This product ships in an insulated container with ice pads. Unpack on arrival and transfer it to the storage condition stated above.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 20408-97-3, the molecular formula is C6H12O5S, and the molecular weight is 196.22 g/mol. InChIKey IJJLRUSZMLMXCN-SLPGGIOYSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.