butane-1,2,4-tricarboxylic acid

• ChemBase ID: 144934
• Molecular Formular: C7H10O6
• Molecular Mass: 190.1507
• Monoisotopic Mass: 190.04773804
• SMILES: C(CC(=O)O)C(CC(=O)O)C(=O)O
• Canonical SMILES: OC(=O)CCC(C(=O)O)CC(=O)O
• InChI: InChI=1S/C7H10O6/c8-5(9)2-1-4(7(12)13)3-6(10)11/h4H,1-3H2,(H,8,9)(H,10,11)(H,12,13)
• InChIKey: LOGBRYZYTBQBTB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: butane-1,2,4-tricarboxylic acid
• IUPAC Traditional name: butane-1,2,4-tricarboxylic acid
• Synonyms: 1,2,4-Tricarboxybutane; 3-Carboxyhexanedioic acid; NSC 60127; NSC 8447; 1,2,4-Butanetricarboxylic acid; 1,2,4-Butanetricarboxylic acid; 1,2,4-丁烷三羧酸

Database IDs

• CAS Number: 923-42-2
• MDL Number: MFCD00152304
• PubChem SID: 24873740; 162239146
• PubChem CID: 222467

CALCULATED PROPERTIES

• Acid pKa: 3.4984539
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -3.9098997
• LogD (pH = 7.4): -8.69745
• Log P: -0.28660113
• Molar Refractivity: 38.9789 cm^3
• Polarizability: 15.520448 Å^3
• Polar Surface Area: 111.9 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 117-120 °C(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Gene Information: human ... FOLH1(2346)

Product Information

• Purity: 95+%; 97%
• Linear Formula: HO2CCH2CH2CH(CO2H)CH2CO2H

DETAILS

Sigma Aldrich - 514101

Packaging
5 g in glass bottle
Application
Biological activity:
• Tetracoordinate Ni(II) binding by E. coli NikA employs His416 residue in conjunction with three carboxylate ligands from butane-1,2,4-tricarboxylate (BTC)1
• Potential inhibitor of glutamate carboxypeptidase II2