{3-carboxy-2-[(2-carboxy-2-methylacetyl)oxy]propyl}trimethylazanium chloride

• ChemBase ID: 173881
• Molecular Formular: C11H20ClNO6
• Molecular Mass: 297.7326
• Monoisotopic Mass: 297.09791505
• SMILES: C(C(C[N+](C)(C)C)OC(=O)C(C)C(=O)O)C(=O)O.[Cl-]
• Canonical SMILES: OC(=O)CC(C[N+](C)(C)C)OC(=O)C(C(=O)O)C.[Cl-]
• InChI: InChI=1S/C11H19NO6.ClH/c1-7(10(15)16)11(17)18-8(5-9(13)14)6-12(2,3)4;/h7-8H,5-6H2,1-4H3,(H-,13,14,15,16);1H
• InChIKey: GCTKNVUCBFQXAL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {3-carboxy-2-[(2-carboxy-2-methylacetyl)oxy]propyl}trimethylazanium chloride
• IUPAC Traditional name: {3-carboxy-2-[(2-carboxy-2-methylacetyl)oxy]propyl}trimethylazanium chloride
• Synonyms: 3-Carboxy-2-(2-carboxy-1-oxopropoxy)-N,N,N-trimethyl-1-propanaminium Chloride; Methylmalonyl DL-Carnitine Chloride (Mixture of Diastereomers)

Database IDs

• CAS Number: 821794-54-1
• PubChem SID: 164229791
• PubChem CID: 71750419

CALCULATED PROPERTIES

• Acid pKa: 3.53425
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -4.522486
• LogD (pH = 7.4): -6.247582
• Log P: -4.011166
• Molar Refractivity: 72.7183 cm^3
• Polarizability: 24.44418 Å^3
• Polar Surface Area: 100.9 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M318900

A metabolite of Carnitine used in diagnostic screening of patients with inherited disorders of fatty acid oxidation.

REFERENCES

• Johnson, D.W. et al.: Chem. Phys. Lipids, 129, 161 (2004)