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N-Acetyl-D-glucosamine-d3

CAT: 0804-HY-A0132S14-01Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-A0132S14-01Size:10 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
N-Acetyl-D-glucosamine-d3 (N-Acetyl-2-amino-2-deoxy-D-glucose-d3) is deuterium labeled N-Acetyl-D-glucosamine. N-Acetyl-D-Glucosamine (N-Acetyl-2-amino-2-deoxy-D-glucose), the D isomer of N-acetylglucosamine, is an orally active monosaccharide derivative of glucose with anti-tumor and anti-inflammation properties. N-Acetyl-D-Glucosamine is also a bacterial metabolite, which is found in Escherichia coli. N-Acetyl-D-Glucosamine can induce yeast-mycelial conversion in Candida albicans. N-Acetyl-D-Glucosamine also enhances healing of cartilaginous injuries in rabbits[1][2][3].
CAS Number
77369-11-0
Product Name Alternative
N-Acetyl-2-amino-2-deoxy-D-glucose-d3
UNSPSC
12352211
Target
Drug Derivative; Drug Isomer; Endogenous Metabolite; Interleukin Related; Isotope-Labeled Compounds
Related Pathways
Immunology/Inflammation; Metabolic Enzyme/Protease; Others
Applications
Metabolism-protein/nucleotide metabolism
Field of Research
Cancer; Metabolic Disease; Inflammation/Immunology
Smiles
O=C[C@@H]([C@@H](O)[C@H](O)[C@H](O)CO)NC(C([2H])([2H])[2H])=O
Molecular Formula
C8H12D3NO6
Molecular Weight
224.23
References & Citations
[1]Russak EM, et al. Impact of Deuterium Substitution on the Pharmacokinetics of Pharmaceuticals. Ann Pharmacother. 2019;53 (2) :211-216.|[2]Simonetti N, et al. Yeast-mycelial conversion induced by N-acetyl-D-glucosamine in Candida albicans. Nature. 1974 Jul 26;250 (464) :344-6.|[3]Masuda S, et al. Anti-tumor properties of orally administered glucosamine and N-acetyl-D-glucosamine oligomers in a mouse model. Carbohydr Polym. 2014 Oct 13;111:783-7.|[4]Tamai Y, et al. Enhanced healing of cartilaginous injuries by N-acetyl-d-glucosamine and glucuronic acid[J]. Carbohydrate Polymers, 2003, 54 (2) : 251-262.
Shipping Conditions
Room temperature
Scientific Category
Isotope-Labeled Compounds
Clinical Information
No Development Reported

Chemical Information

N-Acetyl-D-glucosamine-d3
CAS Number77369-11-0
PubChem CID71312895
IUPAC Name2,2,2-trideuterio-N-[(3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
Molecular FormulaC8H15NO6
Molecular Weight224.23
XLogP-1.7
Topological Polar Surface Area119
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count6
Rotatable Bond Count2
Heavy Atom Count15
Formal Charge0
Complexity235
SMILES
[2H]C([2H])([2H])C(=O)N[C@@H]1[C@H]([C@@H]([C@H](OC1O)CO)O)O
InChI
InChI=1S/C8H15NO6/c1-3(11)9-5-7(13)6(12)4(2-10)15-8(5)14/h4-8,10,12-14H,2H2,1H3,(H,9,11)/t4-,5-,6-,7-,8?/m1/s1/i1D3
InChIKey
OVRNDRQMDRJTHS-OSEDBHPGSA-N
Chemical Structure
2D Structure
2D structure of N-Acetyl-D-glucosamine-d3
CAS: 77369-11-0
CID: 71312895
Formula: C8H15NO6
MW: 224.23
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight224.23
XLogP3-1.7
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count6
Rotatable Bond Count2
Exact Mass224.10876744
Monoisotopic Mass224.10876744
Topological Polar Surface Area119 Ų
Heavy Atom Count15
Formal Charge0
Complexity235
Isotope Atom Count3
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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