N-ACETYL-beta-D-GLUCOSAMINE

Details

• Internal ID: baf01ee8-3fa1-44fc-845c-0d75b34ad588
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Amino sugars > Acylaminosugars
• IUPAC Name: N-[(2R,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
• SMILES (Canonical): CC(=O)NC1C(C(C(OC1O)CO)O)O
• SMILES (Isomeric): CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1O)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
• InChI Key: OVRNDRQMDRJTHS-FMDGEEDCSA-N
• Popularity: 9,856 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₅NO₆
• Molecular Weight: 221.21 g/mol
• Exact Mass: 221.08993720 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: -1.70

Synonyms

• acetylglucosamine
• 2-acetamido-2-deoxy-beta-D-glucopyranose
• betaGlcNAc
• GlcNAc-beta
• Beta-N-Acetylglucosamine
• CHEBI:28009
• 14131-68-1
• beta-N-Acetylglucosamin
• N-[(2R,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
• 2-Acetamido-2-deoxy-beta-D-glucose
• 2-Acetamido-2-deoxy-beta-D-glucosamine
• 2-acetamido-2-deoxyhexopyranose
• 8P59336F68
• UNII-8P59336F68
• N-Acetyl Glucosamine
• 103094-10-6
• 72-87-7
• Glucopyranose, 2-acetamido-2-deoxy-, beta-D-
• 125304-10-1
• 137630-09-2
• 1398-61-4
• NAcGlc
• Cheon shim bo yun
• n-acetyl-b-d-glucosamine
• C8H15NO6
• pharmaceutical aid
• ssGlcNAc-R
• Crab Shell Chitin
• b-N-Acetylglucosamine
• Spectrum_000999
• Spectrum2_001353
• Spectrum3_001400
• Spectrum4_001179
• b-N-Acetyl-D-glucosamine
• bmse000231
• Epitope ID:135813
• beta-N-Acetyl-D-glucosamine
• SCHEMBL19345
• BSPBio_003020
• KBioGR_001817
• KBioSS_001479
• DivK1c_000352
• SPECTRUM1500715
• n-acetyl-.beta.-d-glucosamine
• SPBio_001565
• CHEMBL447878
• beta-N-Acetyl-delta-glucosamine
• SCHEMBL21358982
• CHEBI:17029
• HMS501B14
• KBio1_000352
• KBio2_001479
• KBio2_004047
• KBio2_006615
• KBio3_002240
• .BETA.-N-ACETYLGLUCOSAMIN
• [4)-beta-D-GlcpNAc(1->]n
• 2-Acetamido-2-deoxy-b-D-glucose
• NINDS_000352
• OVRNDRQMDRJTHS-FMDGEEDCSA-N
• DTXSID301045979
• HMS1921E22
• N-Acetyl-D-glucosamine, USP grade
• BDBM50481442
• CCG-39291
• AKOS015960418
• AT21015
• 2-Acetamido-2-deoxy-beta-delta-glucose
• IDI1_000352
• N-[(2R,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl]acetamide
• NCGC00178341-01
• [1,4-(N-Acetyl-beta-D-glucosaminyl)]n
• 2-deoxy-2-acetamido-beta-D-glucopyranose
• AC-11093
• (1->4)-2-acetamido-2-deoxy-beta-D-glucan
• 2-(acetylamino)-2-deoxy-beta-D-glucopyranose
• 2-ACETAMIDO-2-DEOXY-.BETA.-D-GLUCOSE
• C03878
• N-acetyl-D-glucosamine (complete stereochemistry)
• Q284367
• 2-ACETAMIDO-2-DEOXY-.BETA.-D-GLUCOPYRANOSE
• GLUCOPYRANOSE, 2-ACETAMIDO-2-DEOXY-, .BETA.-D-
• Poly-(b1-4)-N-acetyl glucosamine/Poly-(a1-4)-N-acetyl glucosamine
• WURCS=2.0/1,1,0/(a2122h-1b_1-5_2*NCC/3=O)/1/

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1075138	Q9NUW8	Tyrosyl-DNA phosphodiesterase 1	562.3 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.35%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.04%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	87.81%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.83%	99.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.43%	94.33%
CHEMBL2581	P07339	Cathepsin D	84.03%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	83.09%	95.93%
CHEMBL4040	P28482	MAP kinase ERK2	82.33%	83.82%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.46%	96.61%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.95%	96.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.26%	85.14%

Plants that contains it

• Arabidopsis thaliana

Cross-Links

• PubChem: 24139
• LOTUS: LTS0063387
• wikiData: Q284367