N-sulfo-D-glucosamine

HCID 453619

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

N-sulfo-D-glucosamineCHEBI:167022-deoxy-2-sulfoamino-D-glucopyranoseRefChem:164232GlyTouCan:G41251HAG41251HAGlcNSGlucosamine-2-sulfate2-Deoxy-2-(sulfoamino)-D-glucopyranoseD-Glucosamine-2-sulfateSCHEMBL1542063DTXSID40959664
Show more names
D-Glucosamine 2-sufate sodium saltD-GLUCOSAMINE SULFATE SODIUM CHLORIDED-GLUCOSAMINE 2-SULFATE SODIUM SALTD-GLUCOSAMINE 2-SULFATE SODIUMGlcN-2SGLCN-2S, NASODIUMSALT(6CI)glucosaMine sulfate (Na)D-GlucosaMine Sulfate 2KCIGLUCOSAMINE SULFATE (SODIUM)
PRDZVHCOEWJPOB-IVMDWMLBSA-N2-Deoxy-2-(sulfoamino)hexopyranoseBDBM50608272C01075Q27102034[(3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl]sulfamic acid

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

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)

Safety & regulation

Safety data

wgk
3
hs_code
29329990

Chemistry & industry

Applications · 2 items

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

衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海康朗生物科技有限公司021-61998208 18217752821 · [email protected]
河北创之源生物科技有限公司13012111162
湖北金梭生物科技有限公司00123456789 · [email protected]
陕西帕尼尔生物科技有限公司029-84385017; +8613259417953 · [email protected]

Related reactions

1 records

Compound notes

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