6-Deoxyglucose

Base Information

• Chemical Name: 6-Deoxyglucose
• CAS No.: 7658-08-4
• Molecular Formula: C6H12 O5
• Molecular Weight: 164.158
• Hs Code.: 29400090
• European Community (EC) Number: 222-793-4
• UNII: O654621E3T
• DSSTox Substance ID: DTXSID701032788
• Nikkaji Number: J14.906C
• Wikipedia: Rhamnose
• Wikidata: Q3414551
• Mol file: 7658-08-4.mol

Synonyms:6-deoxy-D-glucose;6-deoxyglucose;L-quinovose;quinovose

Chemical Property of 6-Deoxyglucose

Chemical Property:

• Vapor Pressure: 1.99E-05mmHg at 25°C
• Melting Point: 146°
• Refractive Index: 1.4230 (estimate)
• Boiling Point: 399.1 °C at 760 mmHg
• PKA: 12.50±0.20(Predicted)
• Flash Point: 209.3 °C
• PSA: 90.15000
• Density: 1.41 g/cm³
• LogP: -2.19380
• Storage Temp.: −20°C
• Solubility.: H2O: 10 mg/mL, clear, colorless
• XLogP3: -2.4
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 164.06847348
• Heavy Atom Count: 11
• Complexity: 126

Purity/Quality:

99%, ^*data from raw suppliers

6-Deoxy-D-glucose ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C(C(C(C=O)O)O)O)O
• Isomeric SMILES: C[C@H]([C@H]([C@@H]([C@H](C=O)O)O)O)O
• Uses: 6-Deoxy-D-Glucose, can be used for the study the role of the carbon 6 hydroxyl group in the biological function of glucose.

Technology Process of 6-Deoxyglucose

There total 309 articles about 6-Deoxyglucose which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 52.2%

desacyl-perennisoside VIII → D-quionovose (7658-08-4,478518-52-4) + D-Fucose (3615-37-0,478518-52-4) + D-glucose (50-99-7) + bayogenin (465-00-9,6989-24-8,87392-68-5,102519-34-6,106293-97-4,118711-55-0,150821-16-2)

Guidance literature:

desacyl-perennisoside VIII; With sulfuric acid; In 1,4-dioxane; for 1h; Reflux;

In 1,4-dioxane;

DOI:10.1248/cpb.59.889

Reference yield: 50.0%

desacylperennisoside IX → D-quionovose (7658-08-4,478518-52-4) + D-Fucose (3615-37-0,478518-52-4) + D-glucose (50-99-7) + D-Galactose (59-23-4) + bayogenin (465-00-9,6989-24-8,87392-68-5,102519-34-6,106293-97-4,118711-55-0,150821-16-2)

Guidance literature:

desacylperennisoside IX; With sulfuric acid; In 1,4-dioxane; for 1h; Reflux;

In 1,4-dioxane;

DOI:10.1248/cpb.59.889

Reference yield:

C48H58O29 → D-xylose (58-86-6) + D-apiose (639-97-4,6477-44-7,42927-70-8) + D-quionovose (7658-08-4,478518-52-4) + L-Rhamnose (3615-41-6,478518-52-4) + D-glucose (50-99-7) + (R)-2'-hydroxy-justirumalin

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; water; at 100 ℃; for 3h;

DOI:10.1016/j.phytochem.2009.05.016

upstream raw materials:

(2S,3S,4S,5S,6R)-2-methoxy-6-methyltetrahydro-2H-pyran-3,4,5-triol

C₄₇H₆₁NO₂₇

pseudo-ginsenoside-RS₁

sulfuric acid

Downstream raw materials:

D,L-rhamnose

L-idomethylonic acid

arabino-6-deoxy-[2]hexosulose-bis-phenylhydrazone

xylaric acid

Refernces

• 1、 Ye, Zi-Jun,Sun, Hui-Hui,Chen, Zu-Hui,Wu, Jian-Ping,Li, Jing,Zhu, Hui,Huang, Lu-Lu,Chang, Xi-Wen,Ou, Sai-Yu,Wang, Wen-Xuan,He, Xiao-Ai,Zhu, Gang-Zhi,Xu, Kang-Ping. "Four new prenylflavonol glycosides from the leaves of Cyclocarya paliurus". . p. 772 - 779. Retrieved 2020/08/10.
• 2、 Huang, Linlin,Li, Fei,Li, Quanhong,Liang, Li,Wei, Yunlu,Yu, Guoyong. "A novel low-molecular-mass pumpkin polysaccharide: Structural characterization, antioxidant activity, and hypoglycemic potential". . . Retrieved 2020/10/02.