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Identification
YMDB IDYMDB00124
Nameurea-1-carboxylic acid
SpeciesSaccharomyces cerevisiae
StrainBaker's yeast
DescriptionUrea-1-carboxylic acid, also known as urea-1-carboxylic acid or urea-1-carboxylic acid, belongs to the class of organic compounds known as ureas. Ureas are compounds containing two amine groups joined by a carbonyl (C=O) functional group. Urea-1-carboxylic acid is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Urea-1-carboxylic acid exists in both E.coli (prokaryote) and yeast (eukaryote). Urea-1-carboxylic acid participates in a number of enzymatic reactions, within yeast. In particular, Urea-1-carboxylic acid can be biosynthesized from carbonic acid and urea through the action of the enzyme urea carboxylase / urea-1-carboxylic acid hydrolase. In addition, Urea-1-carboxylic acid can be converted into ammonium; which is mediated by the enzyme urea carboxylase / urea-1-carboxylic acid hydrolase. In yeast, urea-1-carboxylic acid is involved in the metabolic pathway called the arginine and proline metabolism pathway.
Structure
Thumb
Synonyms
  • Allophanate
  • Allophanic acid
  • Urea-1-carboxylate
  • Urea-1-carboxylic acid
CAS number625-78-5
WeightAverage: 104.0648
Monoisotopic: 104.022192004
InChI KeyAVWRKZWQTYIKIY-UHFFFAOYSA-N
InChIInChI=1S/C2H4N2O3/c3-1(5)4-2(6)7/h(H,6,7)(H3,3,4,5)
IUPAC Namecarbamoylcarbamic acid
Traditional IUPAC Nameallophanic acid
Chemical FormulaC2H4N2O3
SMILESNC(=O)NC(O)=O
Chemical Taxonomy
Description belongs to the class of organic compounds known as ureas. Ureas are compounds containing two amine groups joined by a carbonyl (C=O) functional group.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassOrganic carbonic acids and derivatives
Sub ClassUreas
Direct ParentUreas
Alternative Parents
Substituents
  • Urea
  • Carbamic acid derivative
  • Carbamic acid
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateNot Available
Charge0
Melting pointNot Available
Experimental Properties
PropertyValueReference
Water SolubilityNot AvailablePhysProp
LogPNot AvailablePhysProp
Predicted Properties
PropertyValueSource
Water Solubility72 g/LALOGPS
logP-1.3ALOGPS
logP-0.9ChemAxon
logS-0.16ALOGPS
pKa (Strongest Acidic)3.2ChemAxon
pKa (Strongest Basic)-9.9ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area92.42 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity19.56 m³·mol⁻¹ChemAxon
Polarizability8.04 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations
  • cytoplasm
Organoleptic PropertiesNot Available
SMPDB PathwaysNot Available
KEGG Pathways
Arginine and proline metabolismec00330 Map00330
SMPDB ReactionsNot Available
KEGG Reactions
water + hydron + urea-1-carboxylic acidCarbon dioxide + Ammonium
Carbonic acid + Adenosine triphosphate + Ureaphosphate + hydron + ADP + urea-1-carboxylic acid
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
Spectra
References
References:
  • UniProt Consortium (2011). "Ongoing and future developments at the Universal Protein Resource." Nucleic Acids Res 39:D214-D219.21051339
  • Scheer, M., Grote, A., Chang, A., Schomburg, I., Munaretto, C., Rother, M., Sohngen, C., Stelzer, M., Thiele, J., Schomburg, D. (2011). "BRENDA, the enzyme information system in 2011." Nucleic Acids Res 39:D670-D676.21062828
  • Herrgard, M. J., Swainston, N., Dobson, P., Dunn, W. B., Arga, K. Y., Arvas, M., Bluthgen, N., Borger, S., Costenoble, R., Heinemann, M., Hucka, M., Le Novere, N., Li, P., Liebermeister, W., Mo, M. L., Oliveira, A. P., Petranovic, D., Pettifer, S., Simeonidis, E., Smallbone, K., Spasic, I., Weichart, D., Brent, R., Broomhead, D. S., Westerhoff, H. V., Kirdar, B., Penttila, M., Klipp, E., Palsson, B. O., Sauer, U., Oliver, S. G., Mendes, P., Nielsen, J., Kell, D. B. (2008). "A consensus yeast metabolic network reconstruction obtained from a community approach to systems biology." Nat Biotechnol 26:1155-1160.18846089
  • Whitney, P. A., Cooper, T. (1973). "Urea carboxylase from Saccharomyces cerevisiae. Evidence for a minimal two-step reaction sequence." J Biol Chem 248:325-330.4571226
  • Whitney, P. A., Cooper, T. G. (1972). "Urea carboxylase and allophanate hydrolase. Two components of adenosine triphosphate:urea amido-lyase in Saccharomyces cerevisiae." J Biol Chem 247:1349-1353.4551940
Synthesis Reference:Not Available
External Links:
ResourceLink
CHEBI ID9889
HMDB IDNot Available
Pubchem Compound ID150833
Kegg IDC01010
ChemSpider ID132943
FOODB IDNot Available
Wikipedia IDNot Available
BioCyc IDNot Available

Enzymes

General function:
Involved in carbon-nitrogen ligase activity, with glutamine as amido-N-donor
Specific function:
Hydrolysis of urea to ammonia and CO(2)
Gene Name:
DUR1
Uniprot ID:
P32528
Molecular weight:
201830.0
Reactions
ATP + urea + HCO(3)(-) → ADP + phosphate + urea-1-carboxylate.
Urea-1-carboxylate + H(2)O → 2 CO(2) + 2 NH(3).