(3R)-3-hydroxy-4-(trimethylazaniumyl)(1-13C)butanoate

• ChemBase ID: 163822
• Molecular Formular: C7H15NO3
• Molecular Mass: 162.19155484
• Monoisotopic Mass: 162.10854818
• SMILES: C([C@H](C[N+](C)(C)C)O)[13C](=O)[O-]
• Canonical SMILES: O[C@@H](C[N+](C)(C)C)C[13C](=O)[O-]
• InChI: InChI=1S/C7H15NO3/c1-8(2,3)5-6(9)4-7(10)11/h6,9H,4-5H2,1-3H3/t6-/m1/s1/i7+1
• InChIKey: PHIQHXFUZVPYII-FVVOSESOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R)-3-hydroxy-4-(trimethylazaniumyl)(1-^1^3C)butanoate
• IUPAC Traditional name: (3R)-3-hydroxy-4-(trimethylammonio)(1-^1^3C)butanoate
• Synonyms: (2R)-3-(Carboxy-13C)-2-hydroxy-N,N,N-trimethyl-1-propanaminium Inner Salt; L-[3-(Carboxy-13C)-2-hydroxypropyl]trimethyl Ammonium Hydroxide Inner Salt; (-)-Carnitine-13C; (-)-L-Carnitine-13C; (R)-Carnitine-13C; Levocarnitine-13C; Natrulon RC-13C; ST 198-13C; Vitamin BT-13C; L-Carnitine-13C

Database IDs

• PubChem SID: 162257957
• PubChem CID: 46780190

CALCULATED PROPERTIES

• Acid pKa: 4.1961756
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -4.134386
• LogD (pH = 7.4): -4.1171994
• Log P: -4.887506
• Molar Refractivity: 63.4853 cm^3
• Polarizability: 16.164734 Å^3
• Polar Surface Area: 60.36 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C184112

Essential cofactor of fatty acid metabolism; required for the transport of fatty acids through the inner mitochondrial membrane. Synthetized primarily in the liver and kidney; highest concentrations found in heart and skeletal muscle. Dietary sources incl

REFERENCES

• Mitchell, M.E., et al.: Am. J. Clin. Nutr., 31, 293 (1978)
• Lango, R., et al.: Cardiovasc. Res., 51, 21 (1978)
• Vaz, F.M., et al.: Biochem. J., et al.: 361, 417 (1978)
• Karlic, H., et al.: Nutrition, 20, 709 (1978)