Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-10-27 23:39:29 UTC
Update Date2024-04-30 19:31:27 UTC
Metabolite IDMMDBc0000199
Metabolite Identification
Common NameGlucosamine
DescriptionIn the United States, glucosamine is not approved by the Food and Drug Administration for medical use in humans. Since glucosamine is classified as a dietary supplement, evidence of safety and efficacy is not required as long as it is not advertised as a treatment for a medical condition. Nevertheless, glucosamine is a popular alternative medicine used by consumers for the treatment of osteoarthritis. Glucosamine is also extensively used in veterinary medicine as an unregulated but widely accepted supplement (Nolen RS, 2002). Treatment with oral glucosamine is commonly used for the treatment of osteoarthritis. Since glucosamine is a precursor for glycosaminoglycans, and glycosaminoglycans are a major component of joint cartilage, supplemental glucosamine may help to rebuild cartilage and treat arthritis. However, there is little evidence that any clinical effect of glucosamine works this way (Laverty et al., 2005; Biggee et al., 2005). Its use as a therapy for osteoarthritis appears safe but there is conflicting evidence as to its effectiveness. Glucosamine (C6H14NO5) is an amino sugar that is an important precursor in the biochemical synthesis of glycosylated proteins and lipids.
Structure
Synonyms
ValueSource
2-Amino-2-deoxy-D-glucoseChEBI
ChitosamineChEBI
D-GlucosamineChEBI
(+)-2-Amino-2-deoxy-D-glucopyranoseHMDB
(3R,4R,5S,6R)-3-Amino-6-(hydroxymethyl)oxane-2,4,5-triolHMDB
2-Amino-2-deoxy-D-glucopyranoseHMDB
2-Amino-2-deoxyglucoseHMDB
2-AminoglucoseHMDB
2-Deoxy-2-amino-D-glucoseHMDB
2-Deoxy-2-aminoglucoseHMDB
CosaminHMDB
D-(+)-GlucosamineHMDB
DonaHMDB
Fides ecopharma brand OF glucosamine sulfateHMDB
Rottapharm brand OF glucosamine sulfateHMDB
XicilHMDB
2 Amino 2 deoxyglucoseHMDB
Glucosamine sulfateHMDB
Sulfate, glucosamineHMDB
Dona SHMDB
Opfermann brand OF glucosamine sulfateHMDB
HespercorbinHMDB
Molecular FormulaC6H13NO5
Average Mass179.1711
Monoisotopic Mass179.079372531
IUPAC Name(3R,4R,5S,6R)-3-amino-6-(hydroxymethyl)oxane-2,4,5-triol
Traditional Nameglucosamine
CAS Registry Number3416-24-8
SMILES
N[C@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O
InChI Identifier
InChI=1S/C6H13NO5/c7-3-5(10)4(9)2(1-8)12-6(3)11/h2-6,8-11H,1,7H2/t2-,3-,4-,5-,6?/m1/s1
InChI KeyMSWZFWKMSRAUBD-IVMDWMLBSA-N