<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">4521</id>
  <title>T3D4467</title>
  <common-name>Chitin</common-name>
  <description>Chitin belongs to the carbohydrates and carbohydrate conjugates, a subclass of organooxygen compounds within the organic compounds. With an average molecular weight of 683.70 g/mol, Chitin is a heavy molecule. This exogenous solid has the formula C28H49N3O16. It is a linear polysaccharide composed of beta-1,4 linked units of acetylglucosamine, also known as N-acetyl-D-glucos-2-amine. This structure is similar to cellulose, but with one hydroxyl group on each monomer replaced by an acetylamine group, allowing for increased hydrogen bonding and strength. Chitin is the second most abundant biopolymer on earth and is a main component in the exoskeletons of insects and other arthropods, the cell walls of fungi, and some other animals. When deacetylated, it is called chitosan.

In biological systems, chitin is detected in the spleen, testes, intestine, and fibroblasts. It is a human metabolite and serves as an environmental nutrient (PMC6017418). Industrially, it is used as a filler and an abrasive (PMC6017418). Its applications include use as a vulnerary (PMC6017418) and as a treatment for psoriasis (PMC10137892). Bacteria can break down chitin by producing enzymes that reduce the polymer to ammonia and simple sugars.</description>
  <cas>1398-61-4</cas>
  <pubchem-id>21252321</pubchem-id>
  <chemical-formula>C28H49N3O16</chemical-formula>
  <weight>683.7</weight>
  <appearance>White powder.</appearance>
  <melting-point></melting-point>
  <boiling-point></boiling-point>
  <density nil="true"/>
  <solubility></solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure nil="true"/>
  <target nil="true"/>
  <mechanism-of-toxicity nil="true"/>
  <metabolism nil="true"/>
  <toxicity nil="true"/>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>If chitin is detected they then produce enzymes to digest the chitin by reducing it to simple sugars and ammonia. It is the second most abundant biopolymer on earth, found especially in insects and fungi.</use-source>
  <min-risk-level nil="true"/>
  <health-effects nil="true"/>
  <symptoms nil="true"/>
  <treatment nil="true"/>
  <created-at type="dateTime">2014-08-29T06:51:34Z</created-at>
  <updated-at type="dateTime">2026-08-31T13:01:31Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Chitin</wikipedia>
  <uniprot-id nil="true"/>
  <kegg-compound-id>C00461</kegg-compound-id>
  <omim-id nil="true"/>
  <chebi-id>17029</chebi-id>
  <biocyc-id>14-N-ACETYL-BETA-D-GLUCOSAMINYLN1</biocyc-id>
  <ctd-id nil="true"/>
  <stitch-id nil="true"/>
  <drugbank-id>DB15142</drugbank-id>
  <pdb-id nil="true"/>
  <actor-id nil="true"/>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-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</moldb-smiles>
  <moldb-formula>C28H49N3O16</moldb-formula>
  <moldb-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</moldb-inchi>
  <moldb-inchikey>DJHJJVWPFGHIPH-OODMECLYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">683.6992</moldb-average-mass>
  <moldb-mono-mass type="decimal">683.311282535</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp>-6.7</logp>
  <hmdb-id>HMDB03362</hmdb-id>
  <chembl-id nil="true"/>
  <chemspider-id>399508</chemspider-id>
  <structure-image-file-name nil="true"/>
  <structure-image-content-type nil="true"/>
  <structure-image-file-size type="integer" nil="true"/>
  <structure-image-updated-at type="dateTime" nil="true"/>
  <biodb-id nil="true"/>
  <synthesis-reference>Kurita, Keisuke; Koyama, Yoshiyuki; Nishimura, Shinichiro; Kamiya, Mami. Facile preparation of water-soluble chitin from chitosan. Chemistry Letters (1989), (9), 1597-8.</synthesis-reference>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM003427</chemdb-id>
  <dsstox-id>DTXSID6037641</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00044179</susdat-id>
  <iupac>N-[(2R,4S,5S)-5-[[(2R,4R,5S)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]methoxymethyl]-2-[[(3S,4S,6R)-5-acetamido-4,6-dihydroxy-2-(hydroxymethyl)oxan-3-yl]methoxymethyl]-4-hydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide</iupac>
  <moldb-polar-surface-area nil="true"/>
  <moldb-refractivity nil="true"/>
  <moldb-polarizability nil="true"/>
  <moldb-rotatable-bond-count nil="true"/>
  <moldb-acceptor-count nil="true"/>
  <moldb-donor-count nil="true"/>
  <moldb-pka-strongest-acidic nil="true"/>
  <moldb-pka-strongest-basic nil="true"/>
  <moldb-physiological-charge nil="true"/>
  <moldb-number-of-rings nil="true"/>
  <moldb-alogps-logp>-2.51</moldb-alogps-logp>
  <moldb-alogps-logs>-0.92</moldb-alogps-logs>
  <moldb-alogps-solubility>7.58e+01 g/l</moldb-alogps-solubility>
  <kingdom>Organic compounds</kingdom>
  <superklass>Organic oxygen compounds</superklass>
  <klass>Organooxygen compounds</klass>
  <subklass>Carbohydrates and carbohydrate conjugates</subklass>
  <paper-count type="integer">18867</paper-count>
  <sync-id>CED0001138</sync-id>
  <structure-inchikey>DJHJJVWPFGHIPH-OODMECLYSA-N</structure-inchikey>
  <structure-fingerprint>20800000000000080400000000000000000002001004000000000000000000000000000000000010000000000080000100000000000000000000000000000080040000200000000020800000000100000000000000000000000000010020000000000000000000000000000000000400000000000000500080000040000000000000000000800080008000000000002000200000480000000000000000000000000000000000000000000000000000000100000008000000000040000000000002000000000000000000000000000010000000080000000000000000000800000000000000000440000000000000000080000000000100</structure-fingerprint>
  <structure-pattern-fingerprint>7014c00085328660c1801b7581b8a3801800149885072070803d20408a34e84cec6300501b8000080100412800c0000004600324c08d3225016e657980a04010c7118c891a80142040901250127202000804c58951211e374004056244225b058c28412f084c122040189681ddb4004c308680528101e5063118244002591806504418184ef8820a08070250c92c0288391d981244429f0a5028082060c0048401d3109300b2c2300e044d68056d35164ac000038941084010b04ab04cc08212a00012a49499033319c086a4575142990c050010032070408d7012202a01030491384d341889092013480401d91620860850043090c2842e1300918052080206</structure-pattern-fingerprint>
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</structure-pickle>
  <structure-indexed-at type="dateTime">2026-09-19T04:01:18Z</structure-indexed-at>
</compound>
