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Carbamoylphosphate (YMDB00082)

Identification
YMDB IDYMDB00082
NameCarbamoylphosphate
SpeciesSaccharomyces cerevisiae
StrainBaker's yeast
DescriptionCarbamoyl phosphate, also known as carbamoyl-p or phosphate, carbamyl, belongs to the class of organic compounds known as organic phosphoric acids and derivatives. These are organic compounds containing phosphoric acid or a derivative thereof. Carbamoyl phosphate is a moderately acidic compound (based on its pKa). Carbamoyl phosphate exists in all living species, ranging from bacteria to humans. Carbamoyl phosphate is a potentially toxic compound.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
  • carbamic acid monoanhydride with phosphorate
  • carbamic acid monoanhydride with phosphoric acid
  • Carbamoyl phosphate
  • carbamoyl-P
  • carbamoyl-phosphate
  • Carbamoylphosphate
  • Carbamoylphosphic acid
  • carbamyl phosphate
  • carbamyl-phosphate
  • Aminocarbonyl dihydrogen phosphate
  • Carbamic phosphoric monoanhydride
  • Monocarbamoyl phosphate
  • PHOSPHORIC ACID mono(formamide)ester
  • Aminocarbonyl dihydrogen phosphoric acid
  • Carbamyl phosphoric acid
  • Monocarbamoyl phosphoric acid
  • PHOSPHate mono(formamide)ester
  • Carbamoyl phosphoric acid
  • Phosphate, carbamyl
  • Carbamyl phosphate, dilithium
  • Dilithium carbamyl phosphate
  • Phosphate, dilithium carbamyl
  • Phosphate, carbamoyl
CAS number590-55-6
WeightAverage: 141.0199
Monoisotopic: 140.982708755
InChI KeyFFQKYPRQEYGKAF-UHFFFAOYSA-N
InChIInChI=1S/CH4NO5P/c2-1(3)7-8(4,5)6/h(H2,2,3)(H2,4,5,6)
IUPAC Name(carbamoyloxy)phosphonic acid
Traditional IUPAC Namecarbamoyl-phosphate
Chemical FormulaCH4NO5P
SMILES[H]OP(=O)(O[H])OC(=O)N([H])[H]
Chemical Taxonomy
Description belongs to the class of organic compounds known as organic phosphoric acids and derivatives. These are organic compounds containing phosphoric acid or a derivative thereof.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassOrganic phosphoric acids and derivatives
Sub ClassNot Available
Direct ParentOrganic phosphoric acids and derivatives
Alternative Parents
Substituents
  • Organic phosphoric acid derivative
  • Carboximidic acid derivative
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Imine
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateSolid
Charge0
Melting pointNot Available
Experimental Properties
PropertyValueReference
Water SolubilityNot AvailablePhysProp
LogPNot AvailablePhysProp
Predicted Properties
PropertyValueSource
Water Solubility15.6 g/LALOGPS
logP-1.5ALOGPS
logP-1.2ChemAxon
logS-0.96ALOGPS
pKa (Strongest Acidic)1.1ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area109.85 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity22.48 m³·mol⁻¹ChemAxon
Polarizability9.12 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 Pathways
Nitrogen metabolismPW002504 ThumbThumb?image type=greyscaleThumb?image type=simple
Pyrimidine metabolismPW002469 ThumbThumb?image type=greyscaleThumb?image type=simple
KEGG Pathways
Alanine, aspartate and glutamate metabolismec00250 Map00250
Arginine and proline metabolismec00330 Map00330
Nitrogen metabolismec00910 Map00910
Purine metabolismec00230 Map00230
Pyrimidine metabolismec00240 Map00240
SMPDB Reactions
Hydrogen carbonate + water + L-Glutamine + Adenosine triphosphate → ADP + phosphate + L-Glutamic acid + hydron + Carbamoylphosphate
Carbamoylphosphate + L-Aspartic acid → phosphate + hydron + N-Carbamoyl-L-aspartate
KEGG Reactions
L-Aspartic acid + Carbamoylphosphate → Ureidosuccinic acid + phosphate + hydron
Carbonic acid + Adenosine triphosphate + water + L-Glutamine → phosphate + L-Glutamic acid + hydron + Carbamoylphosphate + ADP
Ornithine + Carbamoylphosphate → Citrulline + phosphate + hydron
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0002-9100000000-6a951539300f7f5b64d6JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-9000000000-1e9b8619eed467aca3ccJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-9000000000-49d39aaea7b7b239f046JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0005-9000000000-ff8b83b8641d1d23539fJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-002b-9100000000-9b7601209f4777504c50JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9000000000-068148ee9b7b7acd6692JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-2eef12354837d65af0c1JSpectraViewer
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
  • Serre, V., Penverne, B., Souciet, J. L., Potier, S., Guy, H., Evans, D., Vicart, P., Herve, G. (2004). "Integrated allosteric regulation in the S. cerevisiae carbamylphosphate synthetase - aspartate transcarbamylase multifunctional protein." BMC Biochem 5:6.15128434
  • Eisenstein, E., Osborne, J. C. Jr, Chaiken, I. M., Hensley, P. (1984). "Purification and characterization of ornithine transcarbamoylase from Saccharomyces cerevisiae." J Biol Chem 259:5139-5145.6370999
Synthesis Reference:Not Available
External Links:
ResourceLink
CHEBI ID17672
HMDB IDHMDB01096
Pubchem Compound ID278
Kegg IDC00169
ChemSpider ID272
FOODB IDFDB022424
WikipediaCarbamoyl_phosphate
BioCyc IDCARBAMOYL-P

Enzymes

Protein Details
1. Carbamoyl-phosphate synthase arginine-specific small chain
General function:
Involved in catalytic activity
Specific function:
2 ATP + L-glutamine + HCO(3)(-) + H(2)O = 2 ADP + phosphate + L-glutamate + carbamoyl phosphate
Gene Name:
CPA1
Uniprot ID:
P07258
Molecular weight:
45361.19922
Reactions
2 ATP + L-glutamine + HCO(3)(-) + H(2)O → 2 ADP + phosphate + L-glutamate + carbamoyl phosphate.
Protein Details
2. Protein URA1
General function:
Involved in carboxyl- or carbamoyltransferase activity
Specific function:
This protein is a "fusion" protein encoding three enzymatic activities of the pyrimidine pathway (GATase, CPSase, and ATCase)
Gene Name:
URA2
Uniprot ID:
P07259
Molecular weight:
245124.0
Reactions
2 ATP + L-glutamine + HCO(3)(-) + H(2)O → 2 ADP + phosphate + L-glutamate + carbamoyl phosphate.
Carbamoyl phosphate + L-aspartate → phosphate + N-carbamoyl-L-aspartate.
Protein Details
3. Carbamoyl-phosphate synthase arginine-specific large chain
General function:
Involved in ATP binding
Specific function:
2 ATP + L-glutamine + HCO(3)(-) + H(2)O = 2 ADP + phosphate + L-glutamate + carbamoyl phosphate
Gene Name:
CPA2
Uniprot ID:
P03965
Molecular weight:
123914.0
Reactions
2 ATP + L-glutamine + HCO(3)(-) + H(2)O → 2 ADP + phosphate + L-glutamate + carbamoyl phosphate.
Protein Details
4. Ornithine carbamoyltransferase
General function:
Involved in carboxyl- or carbamoyltransferase activity
Specific function:
Carbamoyl phosphate + L-ornithine = phosphate + L-citrulline
Gene Name:
ARG3
Uniprot ID:
P05150
Molecular weight:
37844.80078
Reactions
Carbamoyl phosphate + L-ornithine → phosphate + L-citrulline.