Structure via PubChem · Public domain (PubChem)
allantoin
Sign in to saveAlso known as 2,5-Dioxo-4-imidazolidinyl-urea, N-(2,5-Dioxo-4-imidazolidinyl)urea, 4-ureido-2,5-imidazolidinedione, (2,5-Dioxo-4-imidazolidinyl)urea, 5-Ureido-2,4-imidazolidindione, (2,5-diketoimidazolidin-4-yl)urea, (2,5-dioxoimidazolidin-4-yl)urea, Psoralon
Allantoin is a chemical compound with formula C4H6N4O3. It is also called 5-ureidohydantoin or glyoxyldiureide. It is a diureide of glyoxylic acid. Allantoin is a major metabolic intermediate in most organisms including animals, plants and bacteria, though not humans. It is produced from uric acid, which itself is a degradation product of nucleic acids, by action of urate oxidase (uricase). Allantoin also occurs as a natural mineral compound (IMA symbol Aan).
OverviewAI-generated
Allantoin is a chemical compound with the formula C₄H₆N₄O₃. Its IUPAC name is (2,5-dioxoimidazolidin-4-yl)urea. The substance has a mass of 158.044 and a weight of 158.12. It carries a charge of 0 and features an xlogp value of -2.2.
The molecule contains four hydrogen bond donors and three hydrogen bond acceptors, with a topological polar surface area of 113. The canonical SMILES representation is C1(C(=O)NC(=O)N1)NC(=O)N. Allantoin is referenced by 47 other encyclopedia articles.
Synthesized by Vinony from 17 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
Chemical data
- Formula
- C4H6N4O3
- Molecular weight
- 158.12 g/mol
- IUPAC name
- (2,5-dioxoimidazolidin-4-yl)urea
- SMILES
- C1(C(=O)NC(=O)N1)NC(=O)N
- InChIKey
- POJWUDADGALRAB-UHFFFAOYSA-N
- XLogP
- -2.2
- Polar surface area
- 113 Ų
- H-bond donors
- 4
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Research
2,196 papers- [Allantoin].Nihon rinsho. Japanese journal of clinical medicine · 1999
- [Allantoin].Nihon rinsho. Japanese journal of clinical medicine · 2005
- Allantoin.British medical journal · 1967
- Allantoin induces pruritus by activating MrgprD in chronic kidney disease.Journal of cellular physiology · 2023
- Final report of the safety assessment of allantoin and its related complexes.International journal of toxicology · 2010
via PubMed
Wikidata facts
- Subclass of
- heterocyclic compound
- Has part
- oxygen
- Mass
- 158.044
Show 6 more facts
- found in taxon
- Hebanthe erianthos
- chemical formula
- C₄H₆N₄O₃
- canonical SMILES
- C1(C(=O)NC(=O)N1)NC(=O)N
- Commons category
- Allantoin
- subject has role
- excipient
- described by source
- Encyclopædia Britannica 11th edition
via Wikidata · CC0
~4 min read
Encyclopedic overview
10 sectionsContents
- History
- Animals
- Bacteria
- Applications
- Cosmetics
- Pharmaceuticals
- Biomarker of oxidative stress
- See also
- References
- External links
Allantoin is a chemical compound with formula C4H6N4O3. It is also called 5-ureidohydantoin or glyoxyldiureide. It is a diureide of glyoxylic acid. Allantoin is a major metabolic intermediate in most organisms including animals, plants and bacteria, though not humans. It is produced from uric acid, which itself is a degradation product of nucleic acids, by action of urate oxidase (uricase). Allantoin also occurs as a natural mineral compound (IMA symbol Aan).
== History ==
Excerpted from Wikipedia’s “allantoin” article, available under the CC BY-SA 4.0 licence.