Showing metabocard for Chitin (BMDB0003362)
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| Version | 1.0 | ||||||||||||||||||||||||||||||||||||||||
| Creation Date | 2016-09-30 23:03:59 UTC | ||||||||||||||||||||||||||||||||||||||||
| Update Date | 2020-05-20 23:09:35 UTC | ||||||||||||||||||||||||||||||||||||||||
| BMDB ID | BMDB0003362 | ||||||||||||||||||||||||||||||||||||||||
| Secondary Accession Numbers |
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| Metabolite Identification | |||||||||||||||||||||||||||||||||||||||||
| Common Name | Chitin | ||||||||||||||||||||||||||||||||||||||||
| Description | Chitin 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. Chitin is possibly soluble (in water) and possibly neutral. Chitin exists in all living species, ranging from bacteria to humans. In cattle, chitin is involved in the metabolic pathway called the amino sugar metabolism pathway. Chitin is a potentially toxic compound. | ||||||||||||||||||||||||||||||||||||||||
| Structure | |||||||||||||||||||||||||||||||||||||||||
| Synonyms |
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| Chemical Formula | C24H41N3O16 | ||||||||||||||||||||||||||||||||||||||||
| Average Molecular Weight | 627.5928 | ||||||||||||||||||||||||||||||||||||||||
| Monoisotopic Molecular Weight | 627.248682279 | ||||||||||||||||||||||||||||||||||||||||
| IUPAC Name | Not Available | ||||||||||||||||||||||||||||||||||||||||
| Traditional Name | Not Available | ||||||||||||||||||||||||||||||||||||||||
| CAS Registry Number | 13319-32-9 | ||||||||||||||||||||||||||||||||||||||||
| SMILES | CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3NC(C)=O)[C@H](O)[C@H]2NC(C)=O)[C@@H]1O | ||||||||||||||||||||||||||||||||||||||||
| InChI Identifier | InChI=1S/C24H41N3O16/c1-7(31)25-13-18(36)20(11(5-29)39-22(13)38)42-24-15(27-9(3)33)19(37)21(12(6-30)41-24)43-23-14(26-8(2)32)17(35)16(34)10(4-28)40-23/h10-24,28-30,34-38H,4-6H2,1-3H3,(H,25,31)(H,26,32)(H,27,33)/t10-,11-,12-,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23+,24+/m1/s1 | ||||||||||||||||||||||||||||||||||||||||
| InChI Key | WZZVUHWLNMNWLW-VFCSDQTKSA-N | ||||||||||||||||||||||||||||||||||||||||
| Chemical Taxonomy | |||||||||||||||||||||||||||||||||||||||||
| Description | 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. | ||||||||||||||||||||||||||||||||||||||||
| Kingdom | Organic compounds | ||||||||||||||||||||||||||||||||||||||||
| Super Class | Organic oxygen compounds | ||||||||||||||||||||||||||||||||||||||||
| Class | Organooxygen compounds | ||||||||||||||||||||||||||||||||||||||||
| Sub Class | Carbohydrates and carbohydrate conjugates | ||||||||||||||||||||||||||||||||||||||||
| Direct Parent | Acylaminosugars | ||||||||||||||||||||||||||||||||||||||||
| Alternative Parents | |||||||||||||||||||||||||||||||||||||||||
| Substituents |
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| Molecular Framework | Aliphatic heteromonocyclic compounds | ||||||||||||||||||||||||||||||||||||||||
| External Descriptors |
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| Ontology | |||||||||||||||||||||||||||||||||||||||||
| Status | Expected but not Quantified | ||||||||||||||||||||||||||||||||||||||||
| Origin |
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| Biofunction | Not Available | ||||||||||||||||||||||||||||||||||||||||
| Application | Not Available | ||||||||||||||||||||||||||||||||||||||||
| Cellular locations | Not Available | ||||||||||||||||||||||||||||||||||||||||
| Physical Properties | |||||||||||||||||||||||||||||||||||||||||
| State | Solid | ||||||||||||||||||||||||||||||||||||||||
| Experimental Properties |
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| Predicted Properties |
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| Spectra | |||||||||||||||||||||||||||||||||||||||||
| Spectra | |||||||||||||||||||||||||||||||||||||||||
| Biological Properties | |||||||||||||||||||||||||||||||||||||||||
| Cellular Locations | Not Available | ||||||||||||||||||||||||||||||||||||||||
| Biospecimen Locations |
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| Pathways |
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| Normal Concentrations | |||||||||||||||||||||||||||||||||||||||||
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| Abnormal Concentrations | |||||||||||||||||||||||||||||||||||||||||
| Not Available | |||||||||||||||||||||||||||||||||||||||||
| External Links | |||||||||||||||||||||||||||||||||||||||||
| HMDB ID | HMDB0003362 | ||||||||||||||||||||||||||||||||||||||||
| DrugBank ID | DB04194 | ||||||||||||||||||||||||||||||||||||||||
| Phenol Explorer Compound ID | Not Available | ||||||||||||||||||||||||||||||||||||||||
| FooDB ID | FDB023154 | ||||||||||||||||||||||||||||||||||||||||
| KNApSAcK ID | Not Available | ||||||||||||||||||||||||||||||||||||||||
| Chemspider ID | Not Available | ||||||||||||||||||||||||||||||||||||||||
| KEGG Compound ID | Not Available | ||||||||||||||||||||||||||||||||||||||||
| BioCyc ID | Not Available | ||||||||||||||||||||||||||||||||||||||||
| BiGG ID | Not Available | ||||||||||||||||||||||||||||||||||||||||
| Wikipedia Link | Chitin | ||||||||||||||||||||||||||||||||||||||||
| METLIN ID | Not Available | ||||||||||||||||||||||||||||||||||||||||
| PubChem Compound | 444514 | ||||||||||||||||||||||||||||||||||||||||
| PDB ID | Not Available | ||||||||||||||||||||||||||||||||||||||||
| ChEBI ID | 71404 | ||||||||||||||||||||||||||||||||||||||||
| References | |||||||||||||||||||||||||||||||||||||||||
| Synthesis Reference | Kurita, Keisuke; Koyama, Yoshiyuki; Nishimura, Shinichiro; Kamiya, Mami. Facile preparation of water-soluble chitin from chitosan. Chemistry Letters (1989), (9), 1597-8. | ||||||||||||||||||||||||||||||||||||||||
| Material Safety Data Sheet (MSDS) | Not Available | ||||||||||||||||||||||||||||||||||||||||
| General References | Not Available | ||||||||||||||||||||||||||||||||||||||||
Enzymes
- General function:
- Involved in alpha-tubulin binding
- Specific function:
- The Golgi complex form catalyzes the production of lactose in the lactating mammary gland and could also be responsible for the synthesis of complex-type N-linked oligosaccharides in many glycoproteins as well as the carbohydrate moieties of glycolipids.
- Gene Name:
- B4GALT1
- Uniprot ID:
- P08037
- Molecular weight:
- 44843.0
- General function:
- Involved in beta-N-acetylglucosaminylglycopeptide beta-
- Specific function:
- Responsible for the synthesis of complex-type N-linked oligosaccharides in many glycoproteins as well as the carbohydrate moieties of glycolipids.
- Gene Name:
- B4GALT3
- Uniprot ID:
- Q5EA87
- Molecular weight:
- 44371.0
- General function:
- Involved in alpha-1,3-mannosylglycoprotein 2-beta-N-ace
- Specific function:
- Participates in O-mannosyl glycosylation by catalyzing the addition of N-acetylglucosamine to O-linked mannose on glycoproteins. Catalyzes the synthesis of the GlcNAc(beta1-2)Man(alpha1-)O-Ser/Thr moiety on alpha-dystroglycan and other O-mannosylated proteins, providing the necessary basis for the addition of further carbohydrate moieties. Is specific for alpha linked terminal mannose.
- Gene Name:
- POMGNT1
- Uniprot ID:
- Q5EAB6
- Molecular weight:
- 75077.0
- General function:
- Involved in lysozyme activity
- Specific function:
- Lysozymes have primarily a bacteriolytic function; those in tissues and body fluids are associated with the monocyte-macrophage system and enhance the activity of immunoagents.
- Gene Name:
- Not Available
- Uniprot ID:
- Q6B411
- Molecular weight:
- 16783.0
- General function:
- Involved in lysozyme activity
- Specific function:
- Lysozymes have primarily a bacteriolytic function; those in tissues and body fluids are associated with the monocyte-macrophage system and enhance the activity of immunoagents.
- Gene Name:
- LYZ3
- Uniprot ID:
- Q06284
- Molecular weight:
- 16317.0
- General function:
- Involved in lysozyme activity
- Specific function:
- May be involved sperm-egg plasma membrane adhesion and fusion during fertilization. Exhibits bacteriolytic activity in vitro against Micrococcus luteus and Staphylococcus aureus. Shows weak bacteriolytic activity against Gram-positive bacteria at physiological pH. Bacteriolytic activity is pH-dependent, with a maximum at around pH 5.6 (By similarity).
- Gene Name:
- LYZL6
- Uniprot ID:
- Q29RT1
- Molecular weight:
- 16559.0
- General function:
- Involved in cation binding
- Specific function:
- Degrades chitin and chitotriose. May participate in the defense against nematodes, fungi and other pathogens. Plays a role in T-helper cell type 2 (Th2) immune response. Contributes to the response to IL-13 and inflammation in response to IL-13. Stimulates chemokine production by pulmonary epithelial cells. Protects lung epithelial cells against apoptosis and promotes phosphorylation of AKT1. Its function in the inflammatory response and in protecting cells against apoptosis is inhibited by allosamidin, suggesting that the function of this protein depends on carbohydrate binding (By similarity).
- Gene Name:
- CHIA
- Uniprot ID:
- Q95M17
- Molecular weight:
- 52129.0
Reactions
| Chitin → Chitobiose | details |
- General function:
- Carbohydrate transport and metabolism
- Specific function:
- Converts endogenous N-acetylglucosamine (GlcNAc), a major component of complex carbohydrates, from lysosomal degradation or nutritional sources into GlcNAc 6-phosphate. Involved in the N-glycolylneuraminic acid (Neu5Gc) degradation pathway. Also has ManNAc kinase activity (By similarity).
- Gene Name:
- NAGK
- Uniprot ID:
- Q3SZM9
- Molecular weight:
- 37268.0
Reactions
| 3 N-Acetyl-D-Glucosamine 6-Phosphate + 3 Adenosine diphosphate ribose →3 Chitin +3 Adenosine triphosphate | details |
- General function:
- Involved in lysozyme activity
- Specific function:
- Lysozymes have primarily a bacteriolytic function; those in tissues and body fluids are associated with the monocyte-macrophage system and enhance the activity of immunoagents.
- Gene Name:
- LYS
- Uniprot ID:
- P80189
- Molecular weight:
- 16476.0
- General function:
- Involved in lysozyme activity
- Specific function:
- Lysozymes have primarily a bacteriolytic function; those in tissues and body fluids are associated with the monocyte-macrophage system and enhance the activity of immunoagents.
- Gene Name:
- Not Available
- Uniprot ID:
- Q6B410
- Molecular weight:
- 16391.0
- General function:
- Involved in N-acetylglucosamine-1-phosphodiester alpha-
- Specific function:
- Catalyzes the second step in the formation of the mannose 6-phosphate targeting signal on lysosomal enzyme oligosaccharides by removing GlcNAc residues from GlcNAc-alpha-P-mannose moieties, which are formed in the first step. Also hydrolyzes UDP-GlcNAc, a sugar donor for Golgi N-acetylglucosaminyltransferases.
- Gene Name:
- NAGPA
- Uniprot ID:
- P68827
- Molecular weight:
- 57223.0
- General function:
- Involved in lysozyme activity
- Specific function:
- Lysozymes have primarily a bacteriolytic function; those in tissues and body fluids are associated with the monocyte-macrophage system and enhance the activity of immunoagents.
- Gene Name:
- LYZ1
- Uniprot ID:
- Q06285
- Molecular weight:
- 16279.0
- General function:
- Involved in lysozyme activity
- Specific function:
- Lysozymes have primarily a bacteriolytic function; those in tissues and body fluids are associated with the monocyte-macrophage system and enhance the activity of immunoagents.
- Gene Name:
- Not Available
- Uniprot ID:
- Q27996
- Molecular weight:
- 15929.0
- General function:
- Involved in lysozyme activity
- Specific function:
- Lysozymes have primarily a bacteriolytic function; those in tissues and body fluids are associated with the monocyte-macrophage system and enhance the activity of immunoagents.
- Gene Name:
- LYZ1
- Uniprot ID:
- P04421
- Molecular weight:
- 16373.0
- General function:
- Involved in lysozyme activity
- Specific function:
- Not Available
- Gene Name:
- LYZL1
- Uniprot ID:
- A0JNM6
- Molecular weight:
- 16779.0
- General function:
- Involved in lysozyme activity
- Specific function:
- Not Available
- Gene Name:
- SPACA5
- Uniprot ID:
- Q32PD6
- Molecular weight:
- 17580.0
- General function:
- Involved in lysozyme activity
- Specific function:
- Lysozymes have primarily a bacteriolytic function; those in tissues and body fluids are associated with the monocyte-macrophage system and enhance the activity of immunoagents.
- Gene Name:
- LYZ2
- Uniprot ID:
- Q06283
- Molecular weight:
- 16304.0