[(2R)-3-carboxy-2-[(2-methylbutanoyl)oxy]propyl]tris(2H3)methylazanium chloride

• ChemBase ID: 173414
• Molecular Formular: C12H24ClNO4
• Molecular Mass: 281.77626
• Monoisotopic Mass: 281.13938593
• SMILES: C([C@H](C[N+](C)(C)C)OC(=O)C(CC)C)C(=O)O.[Cl-]
• Canonical SMILES: CCC(C(=O)O[C@@H](C[N+](C)(C)C)CC(=O)O)C.[Cl-]
• InChI: InChI=1S/C12H23NO4.ClH/c1-6-9(2)12(16)17-10(7-11(14)15)8-13(3,4)5;/h9-10H,6-8H2,1-5H3;1H/t9?,10-;/m1./s1
• InChIKey: NJQTVSRXHPLZGN-FJYJDOHQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R)-3-carboxy-2-[(2-methylbutanoyl)oxy]propyl]tris(^2H₃)methylazanium chloride
• IUPAC Traditional name: [(2R)-3-carboxy-2-[(2-methylbutanoyl)oxy]propyl]tris(^2H₃)methylazanium chloride
• Synonyms: (2R)-3-Carboxy-N,N,N-(trimethyl-d9)-2-(2-methyl-1-oxobutoxy)-1-propanaminium Chloride; 2-Methylbutyrylcarnitine-d9 Chloride; 2-Methylbutyryl-L-Carnitine-d9 Chloride

Database IDs

• PubChem SID: 164229324
• PubChem CID: 71750243

CALCULATED PROPERTIES

• Acid pKa: 4.3428545
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -2.011895
• LogD (pH = 7.4): -1.9880735
• Log P: -2.7582898
• Molar Refractivity: 75.6021 cm^3
• Polarizability: 25.617636 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M294378

The labelled methylated analogue of Isobutyryl L-Carnitine (I780500). 2-Methylbutyryl-L-Carnitine is one of the acylcarnitines profiled from blood or plasma samples in the diagnosis of inborn errors of metabolism.

REFERENCES

• Rashed, M.S. et al.: Pediat. Res., 38, 324 (1995)
• Frazier, D.M. et al.: J. Inher. Metab. Dis., 29, 76 (1995)