chitin
N-[(2R,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
 
Notes:
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. cellulose like biopolymer consisting predominantly of unbranched chains of beta-(1->4)-2-acetamido--2-deoxy-d-glucose. [merck index] 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]
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N-[(2R,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide (Click)
CAS Number: 1398-61-4Picture of molecule
Other: 191802-95-6
ECHA EINECS - REACH Pre-Reg: 215-744-3
FDA UNII: 8SH93A7QWW
Nikkaji Web: J419.924C
MDL: MFCD00466914
XlogP3: -1.70 (est)
Molecular Weight: 196.10807000
Formula: C5 H11 N O2 Se
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: abrasives, bulking agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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 FDA/DG SANTE Petitions, Reviews, Notices:
GRN 412 Chitin-glucan from Aspergillus niger View-notice PDF
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Physical Properties:
Food Chemicals Codex Listed: No
Boiling Point: 1139.91 °C. @ 760.00 mm Hg (est)
Flash Point: 1190.00 °F. TCC ( 643.20 °C. ) (est)
logP (o/w): -2.640 (est)
Soluble in:
 water, 1e+006 mg/L @ 25 °C (est)
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Organoleptic Properties:
  
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Cosmetic Information:
CosIng: cosmetic data
Cosmetic Uses: abrasives
bulking agents
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Suppliers:
Carbosynth
For experimental / research use only.
Chitin
ExtraSynthese
For experimental / research use only.
Chitin
ICHIMARU PHARCOS
Crab (chitin and chitosan)
Odor: characteristic
Use: These substances are derived from the exoskeletons of crabs, shrimp, and other crustaceans, and ICHIMARU PHARCOS was the first to apply carboxymethyl chitin and hydroxypropyl chitosan to skin- and hair-care products.
Maypro Industries
Chitin
Santa Cruz Biotechnology
For experimental / research use only.
Chitin
Sigma-Aldrich: Sigma
For experimental / research use only.
Chitin from shrimp shells
Universal Preserv-A-Chem Inc.
VITAPURE FEELING
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Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
intravenous-rat LD50  50 mg/kg
LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA
Bolletino della Societe Italiana di Biologia Sperimentale. Vol. 44, Pg. 1685, 1968.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: abrasives, bulking agents
Recommendation for chitin usage levels up to:
 not for fragrance use.
 
Recommendation for chitin flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
ClinicalTrials.gov: search
Daily Med: search
NLM Hazardous Substances Data Bank: Search
Chemical Carcinogenesis Research Information System: Search
AIDS Citations: Search
Cancer Citations: Search
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Env. Mutagen Info. Center: Search
EPA Substance Registry Services (TSCA): 1398-61-4
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 24139
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 N-[(2R,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
Chemidplus: 0001398614
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References:
 N-[(2R,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 24139
Pubchem (sid): 135129359
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Other Information:
(IUPAC): Atomic Weights of the Elements 2009
(IUPAC): Atomic Weights of the Elements 2009 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEBI: View
CHEMBL: View
Metabolomics Database: Search
KEGG (GenomeNet): C03878
HMDB (The Human Metabolome Database): HMDB03362
FooDB: FDB023154
Household Products: Search
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
RSC Learn Chemistry: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
 biological additives 
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Occurrence (nature, food, other): note
 crab shell
Search  Picture
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Synonyms:
N-[(2R,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
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Articles:
PubMed: Absence of fks1p in lager brewing yeast results in aberrant cell wall composition and improved beer flavor stability.
J-Stage: Regulation of Chitinase Production by the 5'-Untranslated Region of the ybfM in Serratia marcescens 2170
J-Stage: Multiple Roles of Asp313 in the Refined Catalytic Cycle of Chitin Degradation by Vibrio harveyi Chitinase A
J-Stage: Structural and Functional Analyses of a Strong Chitin-Binding Protein-1 (SCBP-1) from the Exoskeleton of the Crayfish Procambarus clarkii
PubMed: Co-production of fumaric acid and chitin from a nitrogen-rich lignocellulosic material - dairy manure - using a pelletized filamentous fungus Rhizopus oryzae ATCC 20344.
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