2-Hydroxy-2-methyl-4-oxopentanedioic acid
Basic information
- CAS
19071-44-4- Standard SMILES
CC(O)(CC(=O)C(=O)O)C(=O)O- InChIKey
YRWAMSXHYBBHFL-UHFFFAOYSA-N- Molecular formula
- C6H8O6
- Average molar mass
- 176.12 g/mol
- Monoisotopic mass
- 176.03208797
Overview
4-hydroxy-4-methyl-2-oxoglutaric acid is a tertiary alcohol and an oxo dicarboxylic acid. It is functionally related to a glutaric acid. It is a conjugate acid of a 4-hydroxy-4-methyl-2-oxoglutarate(2-).
Names & identifiers
- Preferred name
- 2-Hydroxy-2-methyl-4-oxopentanedioic acid
- IUPAC
- 2-hydroxy-2-methyl-4-oxopentanedioic acid
- English name
- dimeric ketoglutaric acid
- Molecular formula
- C6H8O6
- Molecular weight
- 176.12
Names & synonyms
2-hydroxy-2-methyl-4-oxopentanedioic acid4-hydroxy-4-methyl-2-oxoglutaric acid19071-44-4CHEBI:17801DTXSID501269327RefChem:935477DTXCID101699950Parapyruvateparapyruvic acidSCHEMBL126086MFCD206383392-oxo-4-hydroxy-4-methylglutaric acid
Show more names
dimeric ketoglutaric acid2-hydroxy-2-methyl-4-oxo-pentanedioic acid4-Hydroxy-4-methyl-2-oxoglutaric acid dipotassium salt
2-keto-4-hydroxy-4-methylglutaric acidC06033H83703Pentanedioic acid, 2-hydroxy-2-methyl-4-oxo-gamma-hydroxy-gamma-methyl-alpha-ketoglutaric acidQ27102628
Database identifiers
- CAS
19071-44-4- PubChem CID
- 440249
- DTXSID
DTXSID501269327- ChEBI
CHEBI:17801- Nikkaji
- J2.369.061F
Properties
Computed structural properties
- XLogP
- -1.3
- Topological polar surface area
- 112 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 4
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 232
Physicochemical properties
- Boiling point
- 406.1 · 406.1±35.0 °C(Predicted)
- Density
- 1.579 · 1.579±0.06 g/cm3(Predicted)
- solubility
- 10 mg/mL · water: soluble 10 mg/mL
- form
- powder
- pka
- 2.44 · 2.44±0.54(Predicted)
- color
- white to beige
- Water Solubility
- 10 mg/mL · water: soluble 10mg/mL
- UNSPSC Code
- 12352106 · 12352106
- NACRES
- 25 · NA.25
- WGK Germany
- 3 · WGK 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
- WGK 3
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Applications
UsesParapyruvate can be used to study mitochondrial metabolomicsto study age related disorders (Alzheimerμs and Parkinsonμs research)
Additional notes
DefinitionChEBI: 4-hydroxy-4-methyl-2-oxoglutaric acid is an oxo dicarboxylic acid. It is functionally related to a glutaric acid. It is a conjugate acid of a 4-hydroxy-4-methyl-2-oxoglutarate(2-).
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