[(2R)-3-carboxy-2-(propanoyloxy)propyl]trimethylazanium chloride

• ChemBase ID: 176945
• Molecular Formular: C10H20ClNO4
• Molecular Mass: 253.7231
• Monoisotopic Mass: 253.10808581
• SMILES: C([C@H](C[N+](C)(C)C)OC(=O)CC)C(=O)O.[Cl-]
• Canonical SMILES: CCC(=O)O[C@@H](C[N+](C)(C)C)CC(=O)O.[Cl-]
• InChI: InChI=1S/C10H19NO4.ClH/c1-5-10(14)15-8(6-9(12)13)7-11(2,3)4;/h8H,5-7H2,1-4H3;1H/t8-;/m1./s1
• InChIKey: KTFMPDDJYRFWQE-DDWIOCJRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R)-3-carboxy-2-(propanoyloxy)propyl]trimethylazanium chloride
• IUPAC Traditional name: [(2R)-3-carboxy-2-(propanoyloxy)propyl]trimethylazanium chloride
• Synonyms: (2R)-3-Carboxy-N,N,N-trimethyl-2-(1-oxopropoxy)-1-propanaminium Chloride; (-)-Propionylcarnitine; L-Carnitine Propionyl Ester; Dromos; L-Propionylcarnitine; Levocarnitine Propionate Hydrochloride; ST 261; (R)-Propionyl Carnitine Chloride

Database IDs

• CAS Number: 119793-66-7
• PubChem SID: 164232855
• PubChem CID: 157836

CALCULATED PROPERTIES

• Acid pKa: 4.18514
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -2.9922998
• LogD (pH = 7.4): -2.9755323
• Log P: -3.7458448
• Molar Refractivity: 66.4266 cm^3
• Polarizability: 21.960121 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: White Solid
• Melting Point: 165-167°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - P786400

L-Propionyl carnitine has been shown to improve the heart's mechanical recovery and other metabolic parameters after ischemia-reperfusion.

REFERENCES

• Reznick, A.Z., et al.: Arch. Biochem Biophys., 296, 394 (1992)