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Identification
YMDB IDYMDB00705
Name2-Oxaloglutaric acid
SpeciesSaccharomyces cerevisiae
StrainBaker's yeast
Description2-Oxaloglutaric acid is a tricarboxylic acid found in lysine biosynthesis.
Structure
Thumb
Synonyms
  • Oxaloglutarate
CAS numberNot Available
WeightAverage: 204.1342
Monoisotopic: 204.02700261
InChI KeyPYOHERBGXSPHQI-UHFFFAOYSA-N
InChIInChI=1S/C7H8O7/c8-4(9)2-1-3(6(11)12)5(10)7(13)14/h3H,1-2H2,(H,8,9)(H,11,12)(H,13,14)
IUPAC Name1-oxobutane-1,2,4-tricarboxylic acid
Traditional IUPAC Nameoxaloglutarate
Chemical FormulaC7H8O7
SMILESOC(=O)CCC(C(O)=O)C(=O)C(O)=O
Chemical Taxonomy
Physical Properties
StateNot Available
Charge0
Melting pointNot Available
Experimental Properties
PropertyValueReference
Water SolubilityNot AvailablePhysProp
LogPNot AvailablePhysProp
Predicted Properties
PropertyValueSource
Water Solubility9.44 g/LALOGPS
logP-0.6ALOGPS
logP0.07ChemAxon
logS-1.3ALOGPS
pKa (Strongest Acidic)2.5ChemAxon
pKa (Strongest Basic)-9.9ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area128.97 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity39.78 m³·mol⁻¹ChemAxon
Polarizability16.91 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations
  • mitochondrion
Organoleptic PropertiesNot Available
SMPDB PathwaysNot Available
KEGG Pathways
Lysine biosynthesisec00300 Map00300
SMPDB ReactionsNot Available
KEGG Reactions
NAD + Homoisocitric acidNADH + 2-Oxaloglutaric acid + hydron
2-Oxaloglutaric acid + hydronCarbon dioxide + Oxoadipic acid
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
Spectra
References
References:
  • 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
  • Zabriskie, T. M., Jackson, M. D. (2000). "Lysine biosynthesis and metabolism in fungi." Nat Prod Rep 17:85-97.10714900
Synthesis Reference:Not Available
External Links:
ResourceLink
CHEBI ID7814
HMDB IDNot Available
Pubchem Compound ID440718
Kegg IDC05533
ChemSpider ID389591
FOODB IDNot Available
Wikipedia IDNot Available
BioCyc IDNot Available

Enzymes

General function:
Involved in magnesium ion binding
Specific function:
Catalyzes the NAD(+)-dependent conversion of homoisocitrate to alpha-ketoadipate
Gene Name:
LYS12
Uniprot ID:
P40495
Molecular weight:
40068.60156
Reactions
(1R,2S)-1-hydroxybutane-1,2,4-tricarboxylate + NAD(+) → 2-oxoadipate + CO(2) + NADH.