trisodium (1Z)-but-1-ene-1,2,4-tricarboxylate

• ChemBase ID: 154509
• Molecular Formular: C7H5Na3O6
• Molecular Mass: 254.08031
• Monoisotopic Mass: 253.97792072
• SMILES: C(CC(=O)[O-])/C(=C/C(=O)[O-])/C(=O)[O-].[Na+].[Na+].[Na+]
• Canonical SMILES: [O-]C(=O)CC/C(=C/C(=O)[O-])/C(=O)[O-].[Na+].[Na+].[Na+]
• InChI: InChI=1S/C7H8O6.3Na/c8-5(9)2-1-4(7(12)13)3-6(10)11;;;/h3H,1-2H2,(H,8,9)(H,10,11)(H,12,13);;;/q;3*+1/p-3/b4-3-
• InChIKey: LQKFCFKBZKHIQH-FGSKAQBVSA-K

NAMES AND DATABASE IDS

Names

• IUPAC name: trisodium (1Z)-but-1-ene-1,2,4-tricarboxylate
• IUPAC Traditional name: trisodium cis-homoaconitate
• Synonyms: (Z)-1-Butene-1,2,4-tricarboxylic acid trisodium salt; cis-Homoaconitic acid trisodium salt; Sodium cis-homoaconitate tribasic

Database IDs

• MDL Number: MFCD16875435
• PubChem SID: 162248648
• PubChem CID: 71311884

CALCULATED PROPERTIES

• Rotatable Bonds: 5
• Lipinski's Rule of Five: true
• Acid pKa: 2.2826526
• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): -4.9478803
• LogD (pH = 7.4): -8.547049
• Log P: -0.076468274
• Molar Refractivity: 72.3428 cm^3
• Polarizability: 14.907025 Å^3
• Polar Surface Area: 120.39 Å^2

PROPERTIES

Safety Information

• German water hazard class: 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (HPLC)
• Impurities: ≤10% water
• Empirical Formula (Hill Notation): C7H5Na3O6

DETAILS

Sigma Aldrich - 40487

Biochem/physiol Actions
cis-Homoaconitic acid is an intermediate in lysine biosynthesis1, it is involved in the biosynthesis of coenzyme B in methanogenic Archaea2.