5-Thio-D-glucose (Glc-5S), a thiosugar hexokinase inhibitor.
| Pubchem Sid | 504755946 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504755946 |
| Canonical Smiles | 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 |
| Isomeric SMILES | C([C@H]([C@H]([C@@H]([C@H](C=O)O)O)O)S)O |
| WGK Germany | 3 |
| RTECS | LZ7500000 |
| PubChem CID | 88527 |
| Molecular Weight | 196.22 |
| Beilstein | 1865193 |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organic oxygen compounds |
| Class | 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 |
| Description | 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 |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
 G2419211 | Certificate of Analysis | Apr 11, 2024 | T107913 |
| B2010106 | Certificate of Analysis | Dec 20, 2023 | T107913 |
| G23041163 | Certificate of Analysis | Jun 08, 2023 | T107913 |
| G23041164 | Certificate of Analysis | Jun 08, 2023 | T107913 |
| G23041165 | Certificate of Analysis | Jun 08, 2023 | T107913 |
| G23041166 | Certificate of Analysis | Jun 08, 2023 | T107913 |
| G23041167 | Certificate of Analysis | Jun 08, 2023 | T107913 |
| G23041169 | Certificate of Analysis | Jun 08, 2023 | T107913 |
| G23041170 | Certificate of Analysis | Jun 08, 2023 | T107913 |
| G23041173 | Certificate of Analysis | Jun 08, 2023 | T107913 |
| I2502105 | Certificate of Analysis | Jun 08, 2023 | T107913 |
| Solubility | Miscible with water. |
|---|---|
| Specific Rotation[α] | [α]/D 220.0±5.0°, c = 1 in 0.1 M HCl |
| Melt Point(°C) | 135-138°C |
| Molecular Weight | 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 |
| 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] |
