Allantoic acid

Summary

Allantoic acid is an organic compound with the chemical formula C4H8N4O4. It is a crystalline acid obtained by hydrolysis of allantoin.

Allantoic acid
Skeletal formula of allantoic acid
Names
Preferred IUPAC name
Bis(carbamoylamino)acetic acid[1]
Other names
  • 2,2-Di[(aminocarbonyl)amino]acetic acid[citation needed]
  • Diureidoacetate[citation needed]
  • 2,2-Diureidoacetic acid[citation needed]
Identifiers
  • 99-16-1 ☒N
3D model (JSmol)
  • Interactive image
3DMet
  • B01270
1790227
ChEBI
  • CHEBI:30837 checkY
ChemSpider
  • 198 checkY
ECHA InfoCard 100.002.487 Edit this at Wikidata
EC Number
  • 202-735-4
240954
KEGG
  • C00499 ☒N
MeSH allantoic+acid
  • 203
UNII
  • 02WGT7SHWJ ☒N
  • DTXSID3059187 Edit this at Wikidata
  • InChI=1S/C4H8N4O4/c5-3(11)7-1(2(9)10)8-4(6)12/h1H,(H,9,10)(H3,5,7,11)(H3,6,8,12) checkY
    Key: NUCLJNSWZCHRKL-UHFFFAOYSA-N checkY
  • NC(=O)NC(NC(N)=O)C(O)=O
Properties
C4H8N4O4
Molar mass 176.132 g·mol−1
Density 1.618 g mL−1
Hazards
Flash point 219.4 °C (426.9 °F; 492.5 K)
Related compounds
Related compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

In nature, allantoic acid is produced from allantoin by the enzyme allantoinase (encoded by the gene AllB (Uniprot: P77671) in Escherichia coli and other bacteria).

References edit

  1. ^ "allantoic acid - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 16 September 2004. Identification. Retrieved 27 June 2012.