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Glucosamine 6-sulfate

PubChem CID: 72361

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Compound Synonyms glucosamine 6-sulfate, Glucosamine 6-O-sulfate, GlcN-6S, Glucosamine 6-sulphate, D-Glucosamine-6-sulphate, Glucosamine 6-O-sulphate, [(2R,3S,4R,5R,6R)-5-amino-3,4,6-trihydroxyoxan-2-yl]methyl hydrogen sulfate, 2-amino-2-deoxy-D-Glucose 6-sulfate, 2-amino-2-Deoxy-D-glucose 6-sulphate, D-Glucosamine-6-O-sulphate, 6-O-Sulfo-beta-D-glucosamine, beta-glucosamine-6-sulfate, beta-D-glucosamine 6-sulfate, beta-D-glucosamine 6-O-sulfate, CHEMBL1162001, SCHEMBL18775379, CHEBI:133343, NS00014993, 2-amino-2-deoxy-6-O-sulfo-beta-D-glucopyranose, 2-amino-2-deoxy-beta-D-glucopyranose 6-sulfate, {[(2R,3S,4R,5R,6R)-5-amino-3,4,6-trihydroxyoxan-2-yl]methoxy}sulfonic acid
Topological Polar Surface Area 168.0
Hydrogen Bond Donor Count 5.0
Heavy Atom Count 16.0
Description Glucosamine 6-sulfate is a naturally occurring compound present in many of the body's tissues, and belongs to a class of compounds known as glycosaminoglycans (GAGs). Glucosamine 6-sulfate is being used in the treatment of arthritis. Glucosamine for arthritis products is usually formulated as the hydrochloride salt or glucosamine sulfate and often combined with chondroitin sulphate. It is notable that while both the hydrochloride salt and glucosamine sulfate are used in pharmaceutical preparations, glucosamine sulfate is thought to have a higher biological activity due to the presence of the sulfate. It should also be noted that there is a large cost difference between the two salts, with the hydrochloride salt being significantly less expensive. (PMID: 15925239) [HMDB]
Isotope Atom Count 0.0
Molecular Complexity 326.0
Database Name cmaup_ingredients;fooddb_chem_all;pubchem
Defined Atom Stereocenter Count 5.0
Iupac Name [(2R,3S,4R,5R,6R)-5-amino-3,4,6-trihydroxyoxan-2-yl]methyl hydrogen sulfate
Prediction Hob 0.0
Xlogp -6.1
Molecular Formula C6H13NO8S
Prediction Swissadme 0.0
Inchi Key MTDHILKWIRSIHB-QZABAPFNSA-N
Fcsp3 1.0
Rotatable Bond Count 3.0
State Solid
Synonyms 2-amino-2-deoxy-D-Glucose 6-sulfate, 2-amino-2-Deoxy-D-glucose 6-sulphate, D-Glucosamine-6-sulfate, D-Glucosamine-6-sulphate, Glucosamine 6-O-sulfate, Glucosamine 6-O-sulphate, Glucosamine 6-sulfate, Glucosamine 6-sulfic acid, Glucosamine 6-sulphate
Compound Name Glucosamine 6-sulfate
Prediction Hob Swissadme 0.0
Exact Mass 259.036
Formal Charge 0.0
Monoisotopic Mass 259.036
Hydrogen Bond Acceptor Count 9.0
Molecular Weight 259.24
Covalent Unit Count 1.0
Total Atom Stereocenter Count 5.0
Total Bond Stereocenter Count 0.0
Esol 2.5685368
Inchi InChI=1S/C6H13NO8S/c7-3-5(9)4(8)2(15-6(3)10)1-14-16(11,12)13/h2-6,8-10H,1,7H2,(H,11,12,13)/t2-,3-,4-,5-,6-/m1/s1
Smiles C([C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O)N)O)O)OS(=O)(=O)O
Defined Bond Stereocenter Count 0.0

  • 1. Outgoing r'ship FOUND_IN to/from Glycine Max (Plant) Rel Props:Source_db:cmaup_ingredients