3-{bis[2-carboxy(2H4)ethyl]phosphanyl}(2H4)propanoic acid hydrochloride

• ChemBase ID: 178100
• Molecular Formular: C9H16ClO6P
• Molecular Mass: 286.646501
• Monoisotopic Mass: 286.03730254
• SMILES: P(CCC(=O)O)(CCC(=O)O)CCC(=O)O.Cl
• Canonical SMILES: OC(=O)CCP(CCC(=O)O)CCC(=O)O.Cl
• InChI: InChI=1S/C9H15O6P.ClH/c10-7(11)1-4-16(5-2-8(12)13)6-3-9(14)15;/h1-6H2,(H,10,11)(H,12,13)(H,14,15);1H
• InChIKey: PBVAJRFEEOIAGW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{bis[2-carboxy(^2H₄)ethyl]phosphanyl}(^2H₄)propanoic acid hydrochloride
• IUPAC Traditional name: 3-{bis[2-carboxy(^2H₄)ethyl]phosphanyl}(^2H₄)propanoic acid hydrochloride
• Synonyms: 3,3',3''-Phosphinidynetrispropanoic Acid-d12; Tris(2-carboxyethyl)phosphine-d12 Hydrochloride; Tris(carboxyethyl)phosphine-d12 Hydrochloride; TCEP-d12 Hydrochloride

Database IDs

• PubChem SID: 164234010
• PubChem CID: 46782980

CALCULATED PROPERTIES

• Acid pKa: 3.2212362
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -6.017164
• LogD (pH = 7.4): -10.102781
• Log P: -1.2397103
• Molar Refractivity: 59.157 cm^3
• Polarizability: 21.855902 Å^3
• Polar Surface Area: 111.9 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: White Solid
• Melting Point: 168-171°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - T012502

Biochemical tool for selective reduction of disulfide bridges at low pH; reductant for redox assay.

REFERENCES

• Neuburger, M., et al.: Eur. J. Biochem., 267, 2882 (2000)
• Krijt, J., et al.: Clin. Chem., 47, 1821 (2000)
• Yen, T.-Y., et al.: J. Mass Spectrom., 37, 15 (2000)