beta-D-Glucosamine

Base Information

• Chemical Name: beta-D-Glucosamine
• CAS No.: 14257-69-3
• Deprecated CAS: 28905-10-4
• Molecular Formula: C₆H₁₃NO₅
• Molecular Weight: 179.173
• European Community (EC) Number: 200-638-1
• UNII: 58L064K8RR
• DSSTox Substance ID: DTXSID601347914
• Nikkaji Number: J419.923E
• Wikidata: Q27077039
• NCI Thesaurus Code: C83732
• RXCUI: 236608
• Metabolomics Workbench ID: 44201
• ChEMBL ID: CHEMBL234432
• Mol file: 14257-69-3.mol

Synonyms:2 Amino 2 Deoxyglucose;2-Amino-2-Deoxyglucose;Dona;Dona S;Glucosamine;Glucosamine Sulfate;Hespercorbin;Sulfate, Glucosamine;Xicil

Chemical Property of beta-D-Glucosamine

Chemical Property:

• XLogP3: -2.8
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 179.07937252
• Heavy Atom Count: 12
• Complexity: 155

Purity/Quality:

98%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Biological Agents -> Monosaccharides and Derivatives
• Canonical SMILES: C(C1C(C(C(C(O1)O)N)O)O)O
• Isomeric SMILES: C([C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O)N)O)O)O
• Recent ClinicalTrials: Effects of Oral Glucosamine on Insulin and Blood Vessel Activity in Normal and Obese People
• Recent EU Clinical Trials: Evaluation of the evolution of imaging markers of cartilage degradation in patients with knee osteoarthritis receiving DROGLICAN?: a Pilot Study
• Recent NIPH Clinical Trials: Investigation of blood kinetics at the time of ingestion of coating processed glucosamine hydrochloride

Technology Process of beta-D-Glucosamine

There total 38 articles about beta-D-Glucosamine 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:

[3H]-labeled chondroitin, MW = 62 kDa → D-glucuronic acid (6556-12-3,489-91-8,528-16-5,552-12-5,577-46-8,643-33-4,2240-07-5,6294-16-2,10133-02-5,18402-78-3,18968-14-4,21179-08-8,23018-83-9,33599-45-0,33599-46-1,46171-67-9,46171-69-1,46172-26-3,70021-34-0,71031-08-8,104195-06-4,106499-29-0,124817-72-7) + D-galactosamine (90-76-6,90-77-7,530-23-4,579-32-8,579-33-9,643-68-5,2596-19-2,6490-68-2,6490-70-6,6490-72-8,6490-73-9,6490-74-0,14196-84-0,14196-86-2,14257-69-3,58381-21-8)

Guidance literature:

With water; at 100 ℃;

Reference yield:

[3H]-labeled chondroitin, MW = 35 kDa → D-glucuronic acid (6556-12-3,489-91-8,528-16-5,552-12-5,577-46-8,643-33-4,2240-07-5,6294-16-2,10133-02-5,18402-78-3,18968-14-4,21179-08-8,23018-83-9,33599-45-0,33599-46-1,46171-67-9,46171-69-1,46172-26-3,70021-34-0,71031-08-8,104195-06-4,106499-29-0,124817-72-7) + D-galactosamine (90-76-6,90-77-7,530-23-4,579-32-8,579-33-9,643-68-5,2596-19-2,6490-68-2,6490-70-6,6490-72-8,6490-73-9,6490-74-0,14196-84-0,14196-86-2,14257-69-3,58381-21-8)

Guidance literature:

With water; at 100 ℃;

Reference yield:

[3H]-labeled chondroitin, MW = 10 kDa → D-glucuronic acid (6556-12-3,489-91-8,528-16-5,552-12-5,577-46-8,643-33-4,2240-07-5,6294-16-2,10133-02-5,18402-78-3,18968-14-4,21179-08-8,23018-83-9,33599-45-0,33599-46-1,46171-67-9,46171-69-1,46172-26-3,70021-34-0,71031-08-8,104195-06-4,106499-29-0,124817-72-7) + D-galactosamine (90-76-6,90-77-7,530-23-4,579-32-8,579-33-9,643-68-5,2596-19-2,6490-68-2,6490-70-6,6490-72-8,6490-73-9,6490-74-0,14196-84-0,14196-86-2,14257-69-3,58381-21-8)

Guidance literature:

With water; at 100 ℃;

upstream raw materials:

2-acetamido-1-N-(L-β-aspartyl)-2-deoxy-β-D-glucopyranosylamine

2-acetamido-4-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-1-N-(4-L-aspartoyl)-2-deoxy-β-D-glucopyranosylamine

2-acetamido-1-N-(1-benzyloxy-N-benzyloxycarbonyl-4-L-aspartyl)-2-deoxy-β-D-glucopyranosylamine

2-deoxy-2-<(4,4-dimethyl-2,6-dioxocyclohexylidenemethyl)amino>-α,β-D-glucopyranose

Downstream raw materials:

C₂₀H₁₅NO₅

2-deoxy-2-(3-phenylureido)-D-glucopyranose

(4R)-5-hydroxy-1-phenyl-4-(D-arabino-tetritol-1-yl)-imidazolidine-2-thione

(4R,5R)-5-hydroxy-1-phenyl-4-(D-arabino-tetritol-1-yl)-imidazolidine-2-thione

Refernces

• 1、 -. "CHONDROITIN COMPLEXES FOR TRANSCUTANEOUS ABSORPTION". Page/Page column 9; 10. . Retrieved 2014/02/16.
• 2、 Carillo, Sara,Pieretti, Giuseppina,Lindner, Buko,Parrilli, Ermenegilda,Filomena, Sannino,Tutino, Maria Luisa,Lanzetta, Rosa,Parrilli, Michelangelo,Corsaro, Maria Michela. "Structural characterization of the core oligosaccharide isolated from the lipopolysaccharide of the psychrophilic bacterium Colwellia psychrerythraea strain 34H". . p. 3771 - 3779. Retrieved 2013/07/26.