Basic information
- CAS
38899-05-7- Standard SMILES
O=S(=O)(O)N[C@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O- InChIKey
PRDZVHCOEWJPOB-IVMDWMLBSA-N- Molecular formula
- C6H13NO8S
- Average molar mass
- 259.24 g/mol
- Monoisotopic mass
- 259.03618755
Names & identifiers
- Preferred name
- N-sulfo-D-glucosamine
- IUPAC
- [(3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]sulfamic acid
- English name
- N-Sulfo-glucosamine sodium salt
- Molecular formula
- C6H14NNaO8S
- Molecular weight
- 283.23
Names & synonyms
Show more names
Database identifiers
- CAS
38899-05-7- PubChem CID
- 453619
- DTXSID
DTXSID40959664- ChEBI
CHEBI:16702- Nikkaji
- J1.781.278E
Properties
Computed structural properties
- XLogP
- -2.4
- Topological polar surface area
- 165 Ų
- Hydrogen bond donors
- 6
- Hydrogen bond acceptors
- 9
- Rotatable bonds
- 3
- Heavy atoms
- 16
- Formal charge
- 0
- Complexity
- 326
Physicochemical properties
- storage temp.
- -20 °C · Inert atmosphere,Store in freezer, under -20°C
- solubility
- Soluble in DMSO
- InChI
- InChI=1/C6H13NO8S.Na.H/c8-1-3(7-16(13,14)15)5(11)6(12)4(10)2-9;;/h1,3-7,9-12H,2H2,(H,13,14,15);;/t3-,4+,5+,6+;;/s3
- InChIKey
- XWFHXUOTHFHRAS-IWNCBHIWNA-N
- SMILES
- [C@@H](C=O)(NS(O)(=O)=O)[C@@H](O)[C@H](O)[C@H](O)CO.[NaH] |&1:0,8,10,12,r|
- CAS DataBase Reference
- 38899 · 38899-05-7(CAS DataBase Reference)
- FDA UNII
- 3 ZY7P7S1 · KM3ZY7P7S1
- WGK Germany
- 3 · 3
- HS Code
- 29329990 · 29329990
Safety & regulation
Safety data
- wgk
- 3
- hs_code
- 29329990
Chemistry & industry
Applications
UsesSodium glucosamine sulfate, also known as 2-amino-2-deoxy-D-glucose chloride sodium chloride complex salt, is a drug for the treatment and prevention of osteoarthritis.
DescriptionN-Sulfo-glucosamine sodium salt is a synthetic, high purity carbohydrate with a custom synthesis. It is an oligosaccharide that is also a sugar and a saccharide. The methylation of it can be achieved by glycosylation or click modification. Click modification is the addition of a carbon atom to the molecule through the reaction with an electrophile, such as N-hydroxysuccinimide ester. This modification can be used to introduce fluorine atoms into the molecules, which can improve their solubility and stability. The product has shown anti-inflammatory activities in animal models, which may be due to its ability to inhibit prostaglandin synthesis.
Suppliers100 total
Related reactions
Compound notes
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