2-oxopentanedioic acid

• ChemBase ID: 2636
• Molecular Formular: C5H6O5
• Molecular Mass: 146.09814
• Monoisotopic Mass: 146.02152329
• SMILES: OC(=O)CCC(=O)C(=O)O
• Canonical SMILES: OC(=O)CCC(=O)C(=O)O
• InChI: InChI=1S/C5H6O5/c6-3(5(9)10)1-2-4(7)8/h1-2H2,(H,7,8)(H,9,10)
• InChIKey: KPGXRSRHYNQIFN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-oxopentanedioic acid
• IUPAC Traditional name: oxoglutarate; α ketoglutarate; 2-oxo-glutaric acid; α-ketoglutaric acid
• Synonyms: 2-Ketoglutaric acid; alpha-Ketoglutaric acid; 2-Oxopentanedioic acid; 2-Oxyglutaric Acid; α-Ketoglutaric acid; 2-Ketoglutaric acid; Oxoglutaric acid; Alpha-Ketoglutaric acid; α-KETOGLUTARIC ACID SODIUM SALT; 2-Oxo-Glutaric Acid; 2-Ketoglutaric acid; 2-Oxopentanedioic acid; 2-Oxoglutaric acid; α-KETOGLUTARIC ACID; 2-酮戊二酸; 2-氧代戊二酸; 2-氧化戊二酸; α-酮戊二酸

Database IDs

• CAS Number: 328-50-7; 17091-15-5
• EC Number: 206-330-3; 241-157-7
• MDL Number: MFCD00004165
• Beilstein Number: 1705689
• Merck Index: 145303
• PubChem SID: 24896211; 46506957; 160966085; 24896202
• PubChem CID: 51
• CHEBI ID: 30915
• CHEMBL: 1686
• Chemspider ID: 50
• DrugBank ID: DB03806
• KEGG ID: C00026
• MeSH Name: alpha-ketoglutaric+acid
• Unique Ingredient Identifier: 8ID597Z82X
• Wikipedia Title: Alpha-Ketoglutaric_acid

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.6639607
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -4.5082493
• LogD (pH = 7.4): -6.8562856
• Log P: -0.1092633
• Molar Refractivity: 28.883 cm^3
• Polarizability: 11.379348 Å^3
• Polar Surface Area: 91.67 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.6
• LOG S: -0.44
• Solubility (Water): 5.31e+01 g/l

PROPERTIES

Physical Property

• Solubility: H2O: soluble0.1 g/mL, clear, colorless
• Melting Point: 113.5; 113-117°C; 114-117 °C; 115°C
• Boiling Point: 138°C

Safety Information

• Storage Condition: 2-8°C
• Storage Warning: IRRITANT
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38; 37/38-41; R:36/37/38
• Safety Statements: 26-37; 26-39; S:20-25-26-37/39
• TSCA Listed: false; 是
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H315-H318-H335; H315-H319-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.5% (NaOH, titration); ≥99.0% (T); 95%; 95+%; 98%
• Suitability: suitable for cell culture; suitable for insect cell culture
• Ignition Residue: ≤0.05%
• Quality Level: PREMIUM
• Linear Formula: HOOCCH2CH2COCOOH

DETAILS

MP Biomedicals - 05201767

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02100486

Free Acid
Crystalline
Purity: 98%

MP Biomedicals - 02194690

Cell Culture Reagent
Free Acid
Purity: 98%

DrugBank - DB02926

Drug information: experimental

DrugBank - DB03806

Drug information: experimental

Sigma Aldrich - K1750

包装
1 kg in poly bottle
100 g in poly bottle

Sigma Aldrich - K1128

Application
A TCA (Krebs cycle) molecule used as a supplement in insect and mammalian cell culture.

Sigma Aldrich - 75890

Other Notes
Reagent for the analysis of tryptophan1; Substrate for glutamate dehydrogenase