File:Chitin.svg · Wikimedia Commons · See Wikimedia Commons
کیتین
Sign in to savethumb|250px|right|Structure of the chitin molecule, showing two of the N-Acetylglucosamine|N-acetylglucosamine units that repeat to form long chains in β-(1→4)-linkage. thumb|250px|right|Haworth projection of the chitin molecule. thumb|A close-up of the wing of a leafhopper; the wing is composed of chitin. thumb|right|A cicada emerges from its nymphal exoskeleton; the shed exoskeleton is mostly modified chitin ([[sclerotin) but the wings and much of the adult body are still unsclerotized chitin at this stage]]
OverviewAI-generated
Chitin is a chemical compound with the IUPAC name N-[(2R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide. Its molecular structure is represented by the SMILES notation CC(=O)NC1[C@@H](OC(C(C1O)O)CO)O. The substance has a mass of 203.1925 and a weight of 221.21.
Chemical properties of chitin include an xlogp value of -1.7 and a topological polar surface area of 119. The molecule contains five hydrogen bond donors and six hydrogen bond acceptors, with a charge of 0. It is identified in the PubChem database by the CID 6857375 and the InChIKey OVRNDRQMDRJTHS-WTZNIHQSSA-N.
Chitin is the subject of 53,360 entries in the PubMed database. It is also referenced by 834 other encyclopedia articles.
Synthesized by Vinony from 15 facts across 4 sources: Wikidata, PubChem, PubMed, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
Chemical data
- Formula
- C8H15NO6
- Molecular weight
- 221.21 g/mol
- IUPAC name
- N-[(2R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
- SMILES
- CC(=O)NC1[C@@H](OC(C(C1O)O)CO)O
- InChIKey
- OVRNDRQMDRJTHS-WTZNIHQSSA-N
- XLogP
- -1.7
- Polar surface area
- 119 Ų
- H-bond donors
- 5
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Research
53,360 papers- Chitin in Arthropods: Biosynthesis, Modification, and Metabolism.ReviewAdvances in experimental medicine and biology · 2019Liu X, Zhang J, Zhu KYDOI: 10.1007/978-981-13-7318-3_9
- Chitin Synthesis and Degradation in Crustaceans: A Genomic View and Application.ReviewMarine drugs · 2021Zhang X, Yuan J, Li F et al.DOI: 10.3390/md19030153
- Deciphering the Chitin Code in Plant Symbiosis, Defense, and Microbial Networks.ReviewAnnual review of microbiology · 2021Khokhani D, Carrera Carriel C, Vayla S et al.DOI: 10.1146/annurev-micro-051921-114809
- Chitin and its derivatives: Functional biopolymers for developing bioproducts for sustainable agriculture-A reality?ReviewCarbohydrate polymers · 2023Giraldo JD, Garrido-Miranda KA, Schoebitz MDOI: 10.1016/j.carbpol.2022.120196
- Chitin deacetylases: properties and applications.ReviewMarine drugs · 2010Zhao Y, Park RD, Muzzarelli RADOI: 10.3390/md8010024
- Chitin isolation from crustaceans and mushrooms: The need for quantitative assessment.ReviewCarbohydrate polymers · 2025Zannat A, Shamshina JLDOI: 10.1016/j.carbpol.2024.122882
- Chitin Organizing and Modifying Enzymes and Proteins Involved In Remodeling of the Insect Cuticle.ReviewAdvances in experimental medicine and biology · 2019Muthukrishnan S, Merzendorfer H, Arakane Y et al.DOI: 10.1007/978-981-13-7318-3_5
- Patentology of chitinous biomaterials. Part I: Chitin.ReviewCarbohydrate polymers · 2022Kertmen A, Ehrlich HDOI: 10.1016/j.carbpol.2022.119102
via PubMed
Wikidata facts
- Instance of
- polysaccharide
- Has part
- nitrogen
- Mass
- 203.1925
Show 4 more facts
- Commons category
- Chitin
- CXSMILES
- [*]O[C@H]1[C@H](O)[C@@H](NC(=O)C)[C@@H](O[C@@H]1CO)O[C@@H]1[C@@H](CO)O[C@H]([C@H](NC(=O)C)[C@H]1O)[*] |Sg:n:1,2,3,4,5,6,7,8,9,10,11,12,13,14,15,16,17,18,19,20,21,22,23,24,25,26,27,28::ht|
- on focus list of Wikimedia project
- Wikipedia:Vital articles/Level/4
- isomeric SMILES
- N([C@@H]1[C@H](O[C@@H]([C@@H]([C@H]1O)O)CO)*O*[C@@H]1[C@@H](O)[C@H](NC(C)=O)[C@H](O[C@@H]1CO)*O*[C@@H]1[C@@H](O)[C@H](NC(C)=O)[C@H](O[C@@H]1CO)O)C(C)=O
via Wikidata · CC0
Gallery (16)
Available in 71 languages
- Español
- Français
- Deutsch
- 中文
- 日本語
- Русский
- Português
- Italiano
- العربية
- हिन्दी
- Armenian
- Asturian
- Azerbaijani
- Bahasa Indonesia
- Bangla
- Bashkir
- Basque
- be_x_old
Show 52 more
- Belarusian
- Bosnian
- Bulgarian
- Catalan
- Croatian
- Czech
- Danish
- Esperanto
- Estonian
- Finnish
- Galician
- Georgian
- Greek
- Haitian Creole
- Hebrew
- Hungarian
- hyw
- Icelandic
- Ido
- Irish
- Javanese
- Kannada
- Kazakh
- Latin
- Latvian
- Lithuanian
- Malay
- Nederlands
- Norwegian
- Norwegian Nynorsk
- Polski
- Romanian
- Serbian
- Serbian (Latin)
- simple
- Slovak
- Slovenian
- Sundanese
- Svenska
- Swahili
- Tamil
- Tiếng Việt
- Türkçe
- Ukrainian
- Urdu
- Uzbek
- Welsh
- Wu Chinese
- zh_yue
- فارسی
- ไทย
- 한국어
via Wikidata sitelinks · CC0