1.0 2011-09-21 00:25:26 UTC 2015-10-09 22:32:18 UTC FDB023154 Chitin Chitin is an unusual substance as it is a naturally occurring polymer. Its breakdown is conducted by bacteria which have receptors to simple sugars from the decomposition of chitin. If chitin is detected they then produce enzymes to digest the chitin by reducing it to simple sugars and ammonia. Chitin (IPA: [Kaitin]) is one of the main components in the cell walls of fungi, the exoskeletons of insects and other arthropods, and in some other animals. It is a polysaccharide; it is constructed from units of acetylglucosamine (more completely, N-acetyl-D-glucos-2-amine). These are linked together in beta-1,4 fashion (in a similar manner to the glucose units which form cellulose). In effect chitin may be described as cellulose with one hydroxyl group on each monomer replaced by an acetylamine group. This allows for increased hydrogen bonding between adjacent polymers, giving the polymer increased strength. A linear polysaccharide of beta-1->4 linked units of acetylglucosamine. It is the second most abundant biopolymer on earth, found especially in insects and fungi. When deacetylated it is called chitosan. [HMDB] [1,4-(N-Acetyl-beta-D-glucosaminyl)]n [1,4-(N-Acetyl-beta-D-glucosaminyl)]n+1 [1,4-(N-Acetyl-beta-delta-glucosaminyl)]n [1,4-(N-Acetyl-beta-delta-glucosaminyl)]n+1 beta-1,4-Poly-N-acetyl-D-glucosamine beta-1,4-Poly-N-acetyl-delta-glucosamine Poly 2-Acetamido-2-deoxy-D-glucose Poly 2-Acetamido-2-deoxy-delta-glucose C28H49N3O16 683.6992 683.311282535 N-[(2R,4S,5S)-5-({[(2R,4S,5S)-3-acetamido-5-({[(2R,4R,5S)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]methoxy}methyl)-4-hydroxy-6-(hydroxymethyl)oxan-2-yl]methoxy}methyl)-2,4-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide N-[(2R,4S,5S)-5-({[(2R,4S,5S)-3-acetamido-5-({[(2R,4R,5S)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]methoxy}methyl)-4-hydroxy-6-(hydroxymethyl)oxan-2-yl]methoxy}methyl)-2,4-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide 1398-61-4 CC(=O)NC1[C@H](O)OC(CO)[C@@H](COC[C@@H]2OC(CO)[C@@H](COC[C@@H]3OC(CO)[C@@H](O)[C@H](O)C3NC(C)=O)[C@H](O)C2NC(C)=O)[C@@H]1O InChI=1S/C28H49N3O16/c1-11(35)29-21-19(9-44-8-15-17(5-33)47-28(42)23(25(15)39)31-13(3)37)45-16(4-32)14(24(21)38)7-43-10-20-22(30-12(2)36)27(41)26(40)18(6-34)46-20/h14-28,32-34,38-42H,4-10H2,1-3H3,(H,29,35)(H,30,36)(H,31,37)/t14-,15-,16?,17?,18?,19+,20+,21?,22?,23?,24+,25+,26-,27-,28-/m1/s1 DJHJJVWPFGHIPH-OODMECLYSA-N belongs to the class of organic compounds known as c-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a C-glycosidic bond. C-glycosyl compounds Organic compounds Organic oxygen compounds Organooxygen compounds Carbohydrates and carbohydrate conjugates Aliphatic heteromonocyclic compounds Acetamides Carbonyl compounds Dialkyl ethers Hemiacetals Hydrocarbon derivatives Monosaccharides Organic oxides Organonitrogen compounds Organopnictogen compounds Oxacyclic compounds Oxanes Primary alcohols Secondary alcohols Secondary carboxylic acid amides Acetamide Alcohol Aliphatic heteromonocyclic compound C-glycosyl compound Carbonyl group Carboxamide group Carboxylic acid derivative Dialkyl ether Ether Hemiacetal Hydrocarbon derivative Monosaccharide Organic nitrogen compound Organic oxide Organoheterocyclic compound Organonitrogen compound Organopnictogen compound Oxacycle Oxane Primary alcohol Secondary alcohol Secondary carboxylic acid amide Solid logp -2.01 ALOGPS logs -2.33 ALOGPS solubility 3.17e+00 g/l ALOGPS logp -7.9 ChemAxon pka_strongest_acidic 11.57 ChemAxon pka_strongest_basic -3.2 ChemAxon iupac N-[(2R,4S,5S)-5-({[(2R,4S,5S)-3-acetamido-5-({[(2R,4R,5S)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]methoxy}methyl)-4-hydroxy-6-(hydroxymethyl)oxan-2-yl]methoxy}methyl)-2,4-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide ChemAxon average_mass 683.6992 ChemAxon mono_mass 683.311282535 ChemAxon smiles CC(=O)NC1[C@H](O)OC(CO)[C@@H](COC[C@@H]2OC(CO)[C@@H](COC[C@@H]3OC(CO)[C@@H](O)[C@H](O)C3NC(C)=O)[C@H](O)C2NC(C)=O)[C@@H]1O ChemAxon formula C28H49N3O16 ChemAxon inchi InChI=1S/C28H49N3O16/c1-11(35)29-21-19(9-44-8-15-17(5-33)47-28(42)23(25(15)39)31-13(3)37)45-16(4-32)14(24(21)38)7-43-10-20-22(30-12(2)36)27(41)26(40)18(6-34)46-20/h14-28,32-34,38-42H,4-10H2,1-3H3,(H,29,35)(H,30,36)(H,31,37)/t14-,15-,16?,17?,18?,19+,20+,21?,22?,23?,24+,25+,26-,27-,28-/m1/s1 ChemAxon inchikey DJHJJVWPFGHIPH-OODMECLYSA-N ChemAxon polar_surface_area 295.29 ChemAxon refractivity 153.69 ChemAxon polarizability 68.75 ChemAxon rotatable_bond_count 14 ChemAxon acceptor_count 16 ChemAxon donor_count 11 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Amino Sugar Metabolism SMP00045 map00520 Glutamate Metabolism SMP00072 map00250 Specdb::CMs 20735 Specdb::MsMs 38045 Specdb::MsMs 38046 Specdb::MsMs 38047 Specdb::MsMs 40493 Specdb::MsMs 40494 Specdb::MsMs 40495 HMDB03362 17029 #<Reference:0x000055ce30f25ab8> #<Reference:0x000055ce30f25900> #<Reference:0x000055ce30f255b8> #<Reference:0x000055ce30f250e0> #<Reference:0x000055ce30f24e60> #<Reference:0x000055ce30f24c58> #<Reference:0x000055ce30f24a78> #<Reference:0x000055ce30f248c0> #<Reference:0x000055ce30f246e0> #<Reference:0x000055ce30f24500> #<Reference:0x000055ce30f24348> #<Reference:0x000055ce30f24118> #<Reference:0x000055ce30f17ee0> #<Reference:0x000055ce30f17d00> #<Reference:0x000055ce30f17ad0> #<Reference:0x000055ce30f178f0> #<Reference:0x000055ce30f17738> 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 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 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 Chitotriosidase-1 Q13231 CHIT1 N-acetyl-D-glucosamine kinase Q9UJ70 NAGK