4-Hydroxy-2-oxoglutarate
Basic information
- CAS
1187-99-1- Standard SMILES
O=C([O-])C(=O)CC(O)C(=O)[O-]- InChIKey
WXSKVKPSMAHCSG-UHFFFAOYSA-L- Molecular formula
- C5H4O6-2
- Average molar mass
- 160.08 g/mol
- Monoisotopic mass
- 160.00078784
Overview
4-hydroxy-2-oxoglutarate(2-) is an oxo dicarboxylate obtained by deprotonation of both carboxy groups of 4-hydroxy-2-oxoglutaric acid. It has a role as a Saccharomyces cerevisiae metabolite and a human metabolite. It is a conjugate base of a 4-hydroxy-2-oxoglutarate(1-).
Names & identifiers
- Preferred name
- 4-Hydroxy-2-oxoglutarate
- IUPAC
- 2-hydroxy-4-oxopentanedioate
- English name
- 2-hydroxy-4-oxo-pentanedioic acid
- Molecular formula
- C5H6O6
- Molecular weight
- 162.1
Names & synonyms
4-hydroxy-2-oxoglutarate2-Oxo-4-hydroxyglutarate4-hydroxy-2-ketoglutarate4-hydroxy-2-oxoglutarate(2-)CHEBI:177422-hydroxy-4-oxoglutarate4-hydroxy-2-keto-glutarateRefChem:991652-hydroxy-4-oxopentanedioatemaloyl formateDTXSID60922759Q27102575
Show more names
DL-KHG Li2-keto-4-hydroxyglutarateDL-4-Hydroxy-2-ketoglutarate4-Hydroxy-2-oxoglutaric acid2-hydroxy-4-oxo-pentanedioic acidPentanedioic acid, 2-hydroxy-4-oxo-4-Hydroxy-2-oxoglutaric acid lithium saltDL-4-Hydroxy-2-ketoglutarate disodium saltDL-4-Hydroxy-2-ketoglutarate DilithiuM SaltDL-4-Hydroxy-2-ketoglutaric acid lithium salt
Database identifiers
Properties
Computed structural properties
- XLogP
- -0.2
- Topological polar surface area
- 118 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 2
- Heavy atoms
- 11
- Formal charge
- -2
- Complexity
- 184
Physicochemical properties
- Melting point
- 250 °C · >250°C (dec.)
- Boiling point
- 425.6 · 425.6±35.0 °C(Predicted)
- Density
- 1.7 · 1.700±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C
- solubility
- Water
- form
- Solid
- pka
- 2.34 · 2.34±0.54(Predicted)
- color
- Off-White
- BRN
- 1780096 · 1780096
- InChI
- 1S/C5H6O6/c6-2(4(8)9)1-3(7)5(10)11/h2,6H,1H2,(H,8,9)(H,10,11)
- InChIKey
- WXSKVKPSMAHCSG-UHFFFAOYSA-N
- SMILES
- OC(CC(=O)C(=O)O)C(=O)O
- UNSPSC Code
- 12352106 · 12352106
- NACRES
- 28 · NA.28
- WGK Germany
- 3 · 3
- Storage Class
- 11 · 11 - Combustible Solids
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- 3
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Applications
UsesA 4-substituted analog of Glutamic acid. This compound is a good enzyme substrate for GOT (glutamic oxalacetic aminotransferase).
Additional notes
DefinitionChEBI: An oxo dicarboxylic acid comprising glutaric acid having oxo- and hydroxy substituents at the 2- and 4-positions respectively.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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