1.0 2010-04-08 22:07:53 UTC 2019-11-26 03:01:56 UTC FDB008032 N-Acetylglucosamine Monomer of Chitinand is also in the exopolysaccharide from blue-green alga Cyanospira capsulata (CCD) N-Acetylglucosamine (N-acetyl-D-glucosamine, or GlcNAc, or NAG) is a monosaccharide derivative of glucose. It is part of a biopolymer in the bacterial cell wall, built from alternating units of GlcNAc and N-acetylmuramic acid (MurNAc), cross-linked with oligopeptides at the lactic acid residue of MurNAc. GlcNAc is the monomeric unit of the polymer chitin, which forms the outer coverings of insects and crustaceans. N-Acetylglucosamine is found in peach. 2-(Acetylamino)-2-deoxyglucose, 9CI 2-(acetylamino)-2-Deoxyhexose 2-acetamido-2-Deoxy-D-glucopyranose 2-acetamido-2-Deoxy-D-glucose 2-acetamido-2-Deoxyglucose 2-acetamido-D-Glucose 2-acetylamino-2-Deoxy-D-glucose Acetylglucosamine GlcNAc N-[(3R,4R,5S,6R)-2,4,5-Trihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide N-Acetyl-D-glucosamine N-Acetylchitosamine N-Acetylglucosamine C8H15NO6 221.2078 221.089937217 N-[(3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide GlcNAc 7512-17-6 CC(=O)N[C@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O 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 OVRNDRQMDRJTHS-RTRLPJTCSA-N belongs to the class of organic compounds known as acylaminosugars. These are organic compounds containing a sugar linked to a chain through N-acyl group. Acylaminosugars Organic compounds Organic oxygen compounds Organooxygen compounds Carbohydrates and carbohydrate conjugates Aliphatic heteromonocyclic compounds Acetamides Carbonyl compounds Hemiacetals Hexoses Hydrocarbon derivatives N-acyl-alpha-hexosamines Organic oxides Organonitrogen compounds Organopnictogen compounds Oxacyclic compounds Oxanes Polyols Primary alcohols Secondary alcohols Secondary carboxylic acid amides Acetamide Acylaminosugar Alcohol Aliphatic heteromonocyclic compound Carbonyl group Carboxamide group Carboxylic acid derivative Hemiacetal Hexose monosaccharide Hydrocarbon derivative Monosaccharide N-acyl-alpha-hexosamine Organic nitrogen compound Organic oxide Organoheterocyclic compound Organonitrogen compound Organopnictogen compound Oxacycle Oxane Polyol Primary alcohol Secondary alcohol Secondary carboxylic acid amide Amino sugars N-acetylglucosamine Solid logp -2.60 ALOGPS logs 0.06 ALOGPS solubility 2.54e+02 g/l ALOGPS melting_point Mp 205° logp -3.2 ChemAxon pka_strongest_acidic 11.6 ChemAxon pka_strongest_basic -0.78 ChemAxon iupac N-[(3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide ChemAxon average_mass 221.2078 ChemAxon mono_mass 221.089937217 ChemAxon smiles CC(=O)N[C@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O ChemAxon formula C8H15NO6 ChemAxon 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 ChemAxon inchikey OVRNDRQMDRJTHS-RTRLPJTCSA-N ChemAxon polar_surface_area 119.25 ChemAxon refractivity 47.02 ChemAxon polarizability 20.56 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 6 ChemAxon donor_count 5 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Amino Sugar Metabolism SMP00045 map00520 Specdb::NmrOneD 142950 Specdb::NmrOneD 142951 Specdb::NmrOneD 142952 Specdb::NmrOneD 142953 Specdb::NmrOneD 142954 Specdb::NmrOneD 142955 Specdb::NmrOneD 142956 Specdb::NmrOneD 142957 Specdb::NmrOneD 142958 Specdb::NmrOneD 142959 Specdb::NmrOneD 142960 Specdb::NmrOneD 142961 Specdb::NmrOneD 142962 Specdb::NmrOneD 142963 Specdb::NmrOneD 142964 Specdb::NmrOneD 142965 Specdb::NmrOneD 142966 Specdb::NmrOneD 142967 Specdb::NmrOneD 142968 Specdb::NmrOneD 142969 Specdb::MsMs 23636 Specdb::MsMs 23637 Specdb::MsMs 23638 Specdb::MsMs 30434 Specdb::MsMs 30435 Specdb::MsMs 30436 Specdb::MsMs 2240252 Specdb::MsMs 2241435 Specdb::MsMs 2244441 Specdb::MsMs 2245680 Specdb::MsMs 2246179 Specdb::MsMs 2246516 Specdb::MsMs 2247756 Specdb::MsMs 2248127 Specdb::MsMs 2248638 Specdb::MsMs 2249752 Specdb::MsMs 2250679 Specdb::MsMs 2251710 Specdb::MsMs 2792543 Specdb::MsMs 2792544 Specdb::MsMs 2792545 Specdb::MsMs 2915942 Specdb::MsMs 2915943 Specdb::MsMs 2915944 Specdb::CMs 22568 Specdb::CMs 30389 Specdb::CMs 30630 Specdb::CMs 30631 Specdb::CMs 30887 Specdb::CMs 30888 Specdb::CMs 30889 Specdb::CMs 37364 Specdb::CMs 99541 Specdb::CMs 99542 Specdb::CMs 99543 Specdb::CMs 99544 Specdb::CMs 99545 Specdb::CMs 99546 Specdb::CMs 146682 Specdb::CMs 1054770 Specdb::CMs 1054772 Specdb::CMs 1054774 Specdb::CMs 1054776 Specdb::CMs 1054778 Specdb::CMs 1054780 Specdb::CMs 1054782 Specdb::CMs 1054784 Specdb::CMs 1054786 Specdb::CMs 1054788 HMDB00215 506227 NGZ #<Reference:0x000055ce31a4e688> #<Reference:0x000055ce31a4e458> #<Reference:0x000055ce31a4e228> #<Reference:0x000055ce31a4e048> #<Reference:0x000055ce31a4ddc8> #<Reference:0x000055ce31a4dc10> #<Reference:0x000055ce31a4da08> #<Reference:0x000055ce31a4d7d8> #<Reference:0x000055ce31a4d620> #<Reference:0x000055ce31a4d418> #<Reference:0x000055ce31a4d210> Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Milk (Cow) Type 2 specific 300.617 506.311 198.908 uM Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Peach Type 1 specific Prunus persica 3760 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823 Acidic mammalian chitinase Q9BZP6 CHIA Alpha-N-acetylglucosaminidase P54802 NAGLU Beta-hexosaminidase subunit alpha P06865 HEXA Beta-hexosaminidase subunit beta P07686 HEXB Bifunctional UDP-N-acetylglucosamine 2-epimerase/N-acetylmannosamine kinase Q9Y223 GNE Chitotriosidase-1 Q13231 CHIT1 Lysozyme C P61626 LYZ Lysozyme-like protein 1 Q6UWQ5 LYZL1 Lysozyme-like protein 2 Q7Z4W2 LYZL2 Lysozyme-like protein 6 O75951 LYZL6 N-acetyl-D-glucosamine kinase Q9UJ70 NAGK N-acetylglucosamine-1-phosphodiester alpha-N-acetylglucosaminidase Q9UK23 NAGPA N-acylglucosamine 2-epimerase P51606 RENBP Sperm acrosome-associated protein 5 Q96QH8 SPACA5