General Information of MET (ID: META00355) |
Name |
Trehalose
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Synonyms |
Click to Show/Hide Synonyms of This Metabolite
(GLC)2', alpha,Alpha'-trehalose, 'alpha-D-GLCP-(11)-alpha-D-GLCP; D-(+)-Trehalose; D-Trehalose; D-Trehalose-anhydrous; Ergot sugar; Trehalose; alpha,alpha-Trehalose; alpha-D-Glucopyranosyl-alpha-D-glucopyranoside; alpha-D-Trehalose; alpha-Trehalose; delta-Trehalose-anhydrous
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Source |
Endogenous;Escherichia Coli Metabolite;Yeast Metabolite;Food;Cosmetic;Pharmaceutical additive; Microbial
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Structure Type |
Carbohydrates and carbohydrate conjugates (Click to Show/Hide the Complete Structure Type Hierarchy)
Organic oxygen compounds
Organooxygen compounds
Carbohydrates and carbohydrate conjugates
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PubChem CID |
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HMDB ID |
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Formula |
C12H22O11
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Structure |
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3D MOL
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2D MOL
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Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
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KEGG ID |
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DrugBank ID |
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ChEBI ID |
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FooDB ID |
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ChemSpider ID |
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METLIN ID |
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Physicochemical Properties |
Molecular Weight |
342.3 |
Topological Polar Surface Area |
190 |
XlogP |
-4.2 |
Complexity |
348 |
Heavy Atom Count |
23 |
Rotatable Bond Count |
4 |
Hydrogen Bond Donor Count |
8 |
Hydrogen Bond Acceptor Count |
11 |
Function |
Trehalose, also known as mycose, is a 1-alpha (disaccharide) sugar found extensively but not abundantly in nature. It is thought to be implicated in anhydrobiosis - the ability of plants and animals to withstand prolonged periods of desiccation. The sugar is thought to form a gel phase as cells dehydrate, which prevents disruption of internal cell organelles by effectively splinting them in position. Rehydration then allows normal cellular activity to be resumed without the major, generally lethal damage that would normally follow a dehydration/reyhdration cycle. Trehalose is a non-reducing sugar formed from two glucose units joined by a 1-1 alpha bond giving it the name of alpha-D-glucopyranoglucopyranosyl-1,1-alpha-D-glucopyranoside. The bonding makes trehalose very resistant to acid hydrolysis, and therefore stable in solution at high temperatures even under acidic conditions. The bonding also keeps non-reducing sugars in closed-ring form, such that the aldehyde or ketone end-groups do not bind to the lysine or arginine residues of proteins (a process called glycation). The enzyme trehalase, present but not abundant in most people, breaks it into two glucose molecules, which can then be readily absorbed in the gut. Trehalose is an important components of insects circulating fluid. It acts as a storage form of insect circulating fluid and it is important in respiration. Trehalose has also been found to be a metabolite of Burkholderia, Escherichia and Propionibacterium (krishikosh.egranth.ac.in/bitstream/1/84382/1/88571%20P-1257.pdf).
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Regulatory Network
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