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beta-D-glucosamine

PubChem CID: 441477

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Compound Synonyms beta-D-Glucosamine, 14257-69-3, 2-Amino-2-deoxy-beta-D-glucopyranose, (2R,3R,4R,5S,6R)-3-amino-6-(hydroxymethyl)oxane-2,4,5-triol, beta-Glucosamine, Glucosamine, beta-D, beta-Glucosamine, d-, beta-D-Glucopyranose, 2-amino-2-deoxy-, CHEBI:28393, 58L064K8RR, .BETA.-GLUCOSAMINE, .BETA.-D-GLUCOSAMINE, 90-77-7, GLUCOSAMINE, .BETA.-D, GLUCOSAMINE .BETA.-FORM, .BETA.-GLUCOSAMINE, D-, GLUCOSAMINE .BETA.-FORM [MI], C08349, glucosamin, .BETA.-D-GLUCOPYRANOSE, 2-AMINO-2-DEOXY-, GCS, D-Glucopyranose, 2-deoxy-2-Amino-, WURCS=2.0/1,1,0/(a2122h-1b_1-5_2*N)/1/, WURCS=2.0/1,1,0/[a2122h-1b_1-5_2*N]/1/, UNII-58L064K8RR, 3h-glucosamine, D-beta-glucosamine, Spectrum_000831, Spectrum2_000519, Spectrum3_000443, Spectrum4_000565, Spectrum5_000756, SCHEMBL3263, GLUCOSAMINE BETA-FORM, BSPBio_002086, KBioGR_000970, KBioSS_001311, DivK1c_000261, SPBio_000477, CHEMBL234432, GTPL4535, [4)-beta-D-GlcpN(1->]n, CHEBI:16261, HMS500N03, KBio1_000261, KBio2_001311, KBio2_003879, KBio2_006447, KBio3_001306, MSWZFWKMSRAUBD-QZABAPFNSA-, NINDS_000261, DTXSID601347914, AKOS006277722, IDI1_000261, NCGC00164421-01, NCGC00178826-01, (1->4)-2-amino-2-deoxy-beta-D-glucan, SBI-0051394.P003, NS00010536, AB00053477_02, BRD-K29918010-003-04-1, Q27077039, (2R,3R,4R,5S,6R)-3-amino-6-(hydroxymethyl)tetrahydropyran-2,4,5-triol, (2R,3R,4R,5S,6R)-3-Amino-6-(hydroxymethyl)tetrahydro-2H-pyran-2,4,5-triol, InChI=1/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
Topological Polar Surface Area 116.0
Hydrogen Bond Donor Count 5.0
Heavy Atom Count 12.0
Description Glucosamine is an amino sugar and a prominent precursor in the biochemical synthesis of glycosylated proteins and lipids. Glucosamine is part of the structure of the polysaccharides chitosan and chitin, which compose the exoskeletons of crustaceans and other arthropods, cell walls in fungi and many higher organisms. In the US it is one of the most common non-vitamin, non-mineral, dietary supplements used by adults. beta-D-Glucosamine is found in common bean, yellow wax bean, and green bean.
Isotope Atom Count 0.0
Molecular Complexity 155.0
Database Name fooddb_chem_all;hmdb_chem_all;pubchem
Defined Atom Stereocenter Count 5.0
Iupac Name (2R,3R,4R,5S,6R)-3-amino-6-(hydroxymethyl)oxane-2,4,5-triol
Nih Violation False
Class Carbohydrates and carbohydrate conjugates
Xlogp -2.8
Superclass Organooxygen compounds
Is Pains False
Subclass Aminosaccharides
Molecular Formula C6H13NO5
Inchi Key MSWZFWKMSRAUBD-QZABAPFNSA-N
Rotatable Bond Count 1.0
Synonyms 2-Amino-2-deoxy-beta-D-glucopyranose, b-D-Glucosamine, beta-D-Glucosamine, β-D-glucosamine, D-GLUCOSAMINE, WURCS=2.0/1,1,0/[a2122h-1b_1-5_2*n]/1/, Β-D-glucosamine, 2-amino-2-Deoxy-beta-D-glucopyranose, 2 Amino 2 deoxyglucose, Dona S, Glucosamine sulfate, Dona, Hespercorbin, Xicil, 2-Amino-2-deoxyglucose, Glucosamine, Sulfate, glucosamine
Substituent Name Glucosamine, Amino sugar, Oxane, Monosaccharide, Secondary alcohol, Polyol, Hemiacetal, 1,2-diol, 1,2-aminoalcohol, Oxacycle, Organoheterocyclic compound, Ether, Hydrocarbon derivative, Primary amine, Primary alcohol, Organonitrogen compound, Primary aliphatic amine, Amine, Alcohol, Aliphatic heteromonocyclic compound
Compound Name beta-D-glucosamine
Kingdom Organic compounds
Exact Mass 179.079
Formal Charge 0.0
Brenk Violation False
Monoisotopic Mass 179.079
Hydrogen Bond Acceptor Count 6.0
Molecular Weight 179.17
Covalent Unit Count 1.0
Total Atom Stereocenter Count 5.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aliphatic heteromonocyclic compounds
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
Smiles C([C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O)N)O)O)O
Defined Bond Stereocenter Count 0.0
Taxonomy Direct Parent Hexoses

  • 1. Outgoing r'ship FOUND_IN to/from Phaseolus Vulgaris (Plant) Rel Props:Source_db:fooddb_chem_all