General Information of MET (ID: META00258)
Name Allantoin
Synonyms   Click to Show/Hide Synonyms of This Metabolite
(2,5-Dioxo-4-imidazolidinyl)urea; (S)-Allantoin; 2,5-Dioxo-4-imidazolidinyl-urea; 4-Ureido-2,5-imidazolidinedione; 5-Ureido-2,4-imidazolidindione; 5-Ureido-hydantoin; 5-Ureidohydantoin; 5-Ureidohydrantoin; AVC/Dienestrolcream; Alantan; Allantoin campbell brand; Allantol; Alloxantin; Campbell brand OF allantoin; Cordianine; D00121; Fancol toin; Glyoxyldiureid; Glyoxyldiureide; Glyoxylic diureide; Herpecin L; Herpecin-L; HerpecinL; N-(2,5-Dioxo-4-imidazolidinyl)urea; Psoralon; Reed and carnrick brand OF allantoin', Woun'dres, 'Allantoin sween brand; Sebical; Septalan; Sween brand OF allantoin
Source Endogenous;Escherichia Coli Metabolite;Yeast Metabolite;Food;Carcinogenic Potency;Toxins/Pollutant;Cosmetic;TCM Ingredients;Microbial
Structure Type   Imidazoles  (Click to Show/Hide the Complete Structure Type Hierarchy)
Organoheterocyclic compounds
Azoles
Imidazoles
PubChem CID
204
HMDB ID
HMDB0000462
Formula
C4H6N4O3
Structure
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3D MOL 2D MOL
  Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
KEGG ID
C01551
ChEBI ID
15676
FooDB ID
FDB001613
ChemSpider ID
199
METLIN ID
89
Physicochemical Properties Molecular Weight 158.12 Topological Polar Surface Area 113
XlogP -2.2 Complexity 225
Heavy Atom Count 11 Rotatable Bond Count 1
Hydrogen Bond Donor Count 4 Hydrogen Bond Acceptor Count 3
Function
Allantoin is a diureide of glyoxylic acid with the chemical formula C4H6N4O3. It is also called 5-ureidohydantoin or glyoxyldiureide. It is a product of the oxidation of uric acid. It is also a product of purine metabolism in most mammals except for higher apes, and it is present in their urine. In humans, uric acid is excreted instead of allantoin. The presence of allantoin in the urine can be an indication of microbial overgrowth or it can be created via non-enzymatic means through high levels of reactive oxygen species. In this regard, allantoin is sometimes used as a marker of oxidative stress. Allantoin can be isolated from cow urine or as a botanical extract of the comfrey plant. It has long been used for its healing, soothing, and anti-irritating properties. Allantoin helps to heal wounds and skin irritations and stimulates the growth of healthy tissue. Allantoin can be found in anti-acne products, sun care products, and clarifying lotions because of its ability to help heal minor wounds and promote healthy skin. Allantoin is frequently present in toothpaste, mouthwash, and other oral hygiene products as well as in shampoos, lipsticks, various cosmetic lotions and creams, and other cosmetic and pharmaceutical products. It is also a metabolite of Bacillus and Streptomyces.
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      Hydrolases (EC 3)
            Leukotriene-C4 hydrolase (GGT1) Click to Show/Hide the Full List of Regulating Pair(s):   1 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair Experim Info click to show the details of experiment for validating this pair [1]
                      Introduced Variation Knockdown (siRNA) of GGT1
                      Induced Change Allantoin concentration: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Renal cell carcinoma [ICD-11: 2C90]
                      Details It is reported that knockdown of GGT1 leads to the increase of allantoin levels compared with control group.
References
1 Impairment of gamma-glutamyl transferase 1 activity in the metabolic pathogenesis of chromophobe renal cell carcinoma. Proc Natl Acad Sci U S A. 2018 Jul 3;115(27):E6274-E6282.

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