2-oxohexanedioic acid

• ChemBase ID: 125716
• Molecular Formular: C6H8O5
• Molecular Mass: 160.12472
• Monoisotopic Mass: 160.03717336
• SMILES: C(CC(=O)C(=O)O)CC(=O)O
• Canonical SMILES: OC(=O)CCCC(=O)C(=O)O
• InChI: InChI=1S/C6H8O5/c7-4(6(10)11)2-1-3-5(8)9/h1-3H2,(H,8,9)(H,10,11)
• InChIKey: FGSBNBBHOZHUBO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-oxohexanedioic acid
• IUPAC Systematic name: 2-Oxohexanedioic acid2-Oxoadipate
• IUPAC Traditional name: α-ketoadipate; oxoadipate
• Synonyms: Alpha-Ketoadipic acid; 2-Oxoadipate; α-Ketoadipic acid; 2-Oxohexanedioic acid; 2-Oxoadipic acid; α-Ketoadipic acid 单钠盐; 2-Oxohexanedioic acid 单钠盐; 2-Oxoadipic acid 单钠盐

Database IDs

• CAS Number: 3184-35-8
• MDL Number: MFCD00010004
• PubChem SID: 162220066
• PubChem CID: 71
• CHEBI ID: 15753
• Chemspider ID: 70
• KEGG ID: C00322
• MeSH Name: Alpha-ketoadipic+acid
• Wikipedia Title: Alpha-Ketoadipic_acid

CALCULATED PROPERTIES

• Acid pKa: 2.8426807
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -3.7463293
• LogD (pH = 7.4): -6.309111
• Log P: 0.33530536
• Molar Refractivity: 33.484 cm^3
• Polarizability: 13.163042 Å^3
• Polar Surface Area: 91.67 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 1
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319
• GHS Precautionary statements: P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95.0% (HPLC); ≥97.0% (T)
• Empirical Formula (Hill Notation): C6H8O5

DETAILS

Sigma Aldrich - 75447

Biochem/physiol Actions
Important metabolite between the TCA cycle and lysine biosynthesis. Of interest for research on mitochondrial metabolite transporters.