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Basic Description
| Synonyms | (2R,3S,4R,5R)-2,3,4,5-Tetrahydroxy-6-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)hexanal | D-GLUCOSE, 6-O-.BETA.-D-GLUCOPYRANOSYL- | HF30HB040V | DTXSID801017741 | Gentiobiose (open form) | 6-O-.BETA.-D-GLUCOPYRANOSYL |
|---|---|
| Specifications & Purity | ≥85% |
| Storage Temp | Argon charged |
| Shipped In | Normal |
| Product Description |
Gentiobiose is employed in the differentiation of microorganisms based on their metabolic properties. Gentiobiose was used in binding assays to determine if coelomic cytolytic factor 1 (CCF-1) binds to β-1,3-glucans to stimulate the pro-PO-activating system. |
Taxonomic Classification
Taxonomy Tree
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Kingdom
Organic compounds
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Superclass
Lipids and lipid-like molecules
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Class
Fatty Acyls
- Subclass Fatty acyl glycosides
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Class
Fatty Acyls
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Superclass
Lipids and lipid-like molecules
| Kingdom | Organic compounds |
|---|---|
| Superclass | Lipids and lipid-like molecules |
| Class | Fatty Acyls |
| Subclass | Fatty acyl glycosides |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Fatty acyl glycosides of mono- and disaccharides |
| Alternative Parents | Hexoses Alkyl glycosides O-glycosyl compounds Oxanes Beta-hydroxy aldehydes Alpha-hydroxyaldehydes Secondary alcohols Polyols Oxacyclic compounds Acetals Primary alcohols Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aliphatic heteromonocyclic compounds |
| Substituents | Fatty acyl glycoside of mono- or disaccharide - Alkyl glycoside - Hexose monosaccharide - Glycosyl compound - O-glycosyl compound - Beta-hydroxy aldehyde - Monosaccharide - Oxane - Alpha-hydroxyaldehyde - Secondary alcohol - Polyol - Organoheterocyclic compound - Oxacycle - Acetal - Aldehyde - Organooxygen compound - Alcohol - Hydrocarbon derivative - Organic oxide - Carbonyl group - Organic oxygen compound - Primary alcohol - Aliphatic heteromonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. These are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol. |
| External Descriptors | Not available |
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Names and Identifiers
| Pubchem Sid | 504768883 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504768883 |
| IUPAC Name | (2R,3S,4R,5R)-2,3,4,5-tetrahydroxy-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexanal |
| INCHI | InChI=1S/C12H22O11/c13-1-4(15)7(17)8(18)5(16)3-22-12-11(21)10(20)9(19)6(2-14)23-12/h1,4-12,14-21H,2-3H2/t4-,5+,6+,7+,8+,9+,10-,11+,12+/m0/s1 |
| InChIKey | AYRXSINWFIIFAE-UDKQPYHCSA-N |
| Smiles | C(C1C(C(C(C(O1)OCC(C(C(C(C=O)O)O)O)O)O)O)O)O |
| Isomeric SMILES | C([C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC[C@H]([C@H]([C@@H]([C@H](C=O)O)O)O)O)O)O)O)O |
| WGK Germany | 3 |
| Molecular Weight | 342.3 |
| Beilstein | 93354 |
| Reaxy-Rn | 35847802 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=35847802&ln= |
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
 E1624014 |
Certificate of Analysis | Jan 16, 2024 | G120980 |
| F23131081 |
Certificate of Analysis | May 15, 2023 | G120980 |
| F23131079 |
Certificate of Analysis | May 15, 2023 | G120980 |
| D2319437 |
Certificate of Analysis | May 04, 2023 | G120980 |
Chemical and Physical Properties
| Sensitivity | Moisture sensitive |
|---|---|
| Specific Rotation[α] | 9.5°(C=4,H2O) |
| Melt Point(°C) | 197 °C(dec.) |
| Molecular Weight | 342.300 g/mol |
| XLogP3 | -5.000 |
| Hydrogen Bond Donor Count | 8 |
| Hydrogen Bond Acceptor Count | 11 |
| Rotatable Bond Count | 8 |
| Exact Mass | 342.116 Da |
| Monoisotopic Mass | 342.116 Da |
| Topological Polar Surface Area | 197.000 Ų |
| Heavy Atom Count | 23 |
| Formal Charge | 0 |
| Complexity | 367.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 9 |
| 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 |
Solution Calculators
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