Glucosamine
Organic chemical compound / From Wikipedia, the free encyclopedia
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Glucosamine (C6H13NO5) is an amino sugar and a prominent precursor in the biochemical synthesis of glycosylated proteins and lipids. Glucosamine is part of the structure of two polysaccharides, chitosan and chitin. Glucosamine is one of the most abundant monosaccharides.[2] Produced commercially by the hydrolysis of shellfish exoskeletons or, less commonly, by fermentation of a grain such as corn or wheat, glucosamine has many names depending on country.[3]
Quick Facts Names, Identifiers ...
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Names | |||
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IUPAC name
(3R,4R,5S)-3-Amino-6-(hydroxymethyl)oxane-2,4,5-triol | |||
Other names
2-Amino-2-deoxy-glucose Chitosamine | |||
Identifiers | |||
3D model (JSmol) |
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1723616 | |||
ChEBI | |||
ChEMBL | |||
ChemSpider |
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DrugBank |
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ECHA InfoCard | 100.020.284 | ||
EC Number |
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720725 | |||
KEGG |
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MeSH | Glucosamine | ||
PubChem CID |
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UNII | |||
CompTox Dashboard (EPA) |
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Properties | |||
C6H13NO5 | |||
Molar mass | 179.172 g·mol−1 | ||
Density | 1.563 g/mL | ||
Melting point | 150 °C (302 °F; 423 K) | ||
log P | -2.175 | ||
Acidity (pKa) | 7.5 | ||
Basicity (pKb) | 4.5 | ||
Pharmacology | |||
M01AX05 (WHO) | |||
Legal status |
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Although a common dietary supplement, there is little evidence that it is effective for relief of arthritis or pain, and is not an approved prescription drug.[4][5][6]