D-Glucosamine

Details

• Internal ID: 1aaeb44d-1716-454f-99cf-2ec48371ff58
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Monosaccharides > Hexoses
• IUPAC Name: (3R,4R,5S,6R)-3-amino-6-(hydroxymethyl)oxane-2,4,5-triol
• SMILES (Canonical): C(C1C(C(C(C(O1)O)N)O)O)O
• SMILES (Isomeric): C([C@@H]1[C@H]([C@@H]([C@H](C(O1)O)N)O)O)O
• InChI: InChI=1S/C6H13NO5/c7-3-5(10)4(9)2(1-8)12-6(3)11/h2-6,8-11H,1,7H2/t2-,3-,4-,5-,6?/m1/s1
• InChI Key: MSWZFWKMSRAUBD-IVMDWMLBSA-N
• Popularity: 20,723 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₁₃NO₅
• Molecular Weight: 179.17 g/mol
• Exact Mass: 179.07937252 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: -2.80

Synonyms

• 2-Amino-2-Deoxy-D-Glucopyranoside
• 2-Amino-2-Deoxy-D-Glucose
• 2-Amino-2-Deoxy-Glucopyranose
• 2-Amino-2-Deoxy-Glucopyranoside
• 2-Amino-2-Deoxy-Glucose
• 2-Deoxy-2-Amino-D-Glucopyranose
• 2-Deoxy-2-Amino-D-Glucopyranoside
• 2-Deoxy-2-Amino-D-Glucose
• 2-Deoxy-2-Amino-Glucopyranose
• 2-Deoxy-2-Amino-Glucopyranoside
• 2-Deoxy-2-Amino-Glucose
• D-GlcN
• D-Glucosamine
• GlcN
• Glucosamine
• chitosamine
• Glucosamine free base
• CHEBI:47977
• 2-amino-2-deoxyglucose
• (3R,4R,5S,6R)-3-amino-6-(hydroxymethyl)oxane-2,4,5-triol
• (3R,4R,5S,6R)-3-amino-6-(hydroxymethyl)tetrahydro-2H-pyran-2,4,5-triol
• D-Glucosamine;Chitosamine
• 3416-24-8 (free base)
• Glucosaminum (INN-Latin)
• Glucosaminum [INN-Latin]
• Glucosamina (INN-Spanish)
• Glucosamina [INN-Spanish]
• glucosamin
• Glucosamina
• Glucosaminum
• 2-Aminoglucose
• 90-77-7
• UNII-N08U5BOQ1K
• N08U5BOQ1K
• D-Glucose, 2-amino-2-deoxy-
• HSDB 7469
• Glukosamin
• EINECS 222-311-2
• D-Glucopyranose, 2-deoxy-2-Amino-
• BRN 1724602
• GlcNH2
• 2-Deoxy-2-aminoglucose
• 4-04-00-02017 (Beilstein Handbook Reference)
• 2 Amino 2 Deoxyglucose
• Glucosamine (USAN/INN)
• Glucosamine [USAN:INN]
• bmse000247
• Epitope ID:151531
• SCHEMBL167831
• 2-Amino-2-deoxyhexopyranose #
• CHEBI:5417
• CHEMBL493287
• DTXCID203098
• CHEBI:17315
• AKOS005622471
• (+)-2-amino-2-deoxy-D-glucopyranose
• DB01296
• C00329
• D04334
• F88954
• Q327506
• J-019472
• WURCS=2.0/1,1,0/(a2122h-1x_1-5_2*N)/1/

2D Structure

ADMET Properties (via admetSAR 2)

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

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL226	P30542	Adenosine A1 receptor	94.17%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.79%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.73%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.53%	97.09%
CHEMBL3589	P55263	Adenosine kinase	85.58%	98.05%
CHEMBL4040	P28482	MAP kinase ERK2	83.35%	83.82%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.43%	86.92%

Plants that contains it

• Cannabis sativa
• Juncus roemerianus

Cross-Links

• PubChem: 439213
• LOTUS: LTS0095471
• wikiData: Q327506