[(2R)-3-carboxy-2-{[2-(2H3)methyl(3,3,3-2H3)propanoyl]oxy}propyl]trimethylazanium chloride

• ChemBase ID: 171764
• Molecular Formular: C11H22ClNO4
• Molecular Mass: 267.74968
• Monoisotopic Mass: 267.12373587
• SMILES: C([C@H](C[N+](C)(C)C)OC(=O)C(C)C)C(=O)O.[Cl-]
• Canonical SMILES: OC(=O)C[C@H](C[N+](C)(C)C)OC(=O)C(C)C.[Cl-]
• InChI: InChI=1S/C11H21NO4.ClH/c1-8(2)11(15)16-9(6-10(13)14)7-12(3,4)5;/h8-9H,6-7H2,1-5H3;1H/t9-;/m1./s1
• InChIKey: FWUACOYFRJEMMP-SBSPUUFOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R)-3-carboxy-2-{[2-(^2H₃)methyl(3,3,3-^2H₃)propanoyl]oxy}propyl]trimethylazanium chloride
• IUPAC Traditional name: [(2R)-3-carboxy-2-{[2-(^2H₃)methyl(3,3,3-^2H₃)propanoyl]oxy}propyl]trimethylazanium chloride
• Synonyms: ((2R)-3-Carboxy-N,N,N-trimethyl-2-(2-methyl-1-oxopropoxy)-1-propanaminium-d6 Inner Salt Chloride; (Isobutyryl-d6)-L-(-)-carnitine Chloride; ST 284-d6; Isobutyryl L-Carnitine-d6 Chloride

Database IDs

• PubChem SID: 164227674
• PubChem CID: 71749538

CALCULATED PROPERTIES

• Acid pKa: 4.2689238
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -2.4528093
• LogD (pH = 7.4): -2.4325926
• Log P: -3.2028584
• Molar Refractivity: 71.0011 cm^3
• Polarizability: 23.787727 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Off-White Solid
• Melting Point: 163-166°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - I780502

A labelled acylcarnitine for treatment of myopathies and neuronal degeneration and for inhibition of proteolysis.

REFERENCES

• Ikeda, Y., et al.: J. Biol. Chem., 258, 1066 (1983)
• Burlina, A., et al.: Lancet, 338, 1522 (1983)
• Yang, B., et al.: Mol. Genet. Metab., 64, 229 (1983)