(3R)-3-[(4-carboxybutanoyl)oxy]-4-(trimethylazaniumyl)butanoate

• ChemBase ID: 169715
• Molecular Formular: C12H21NO6
• Molecular Mass: 275.29824
• Monoisotopic Mass: 275.1368874
• SMILES: C([C@@H](OC(=O)CCCC(=O)O)C[N+](C)(C)C)C(=O)[O-]
• Canonical SMILES: O=C(O[C@@H](C[N+](C)(C)C)CC(=O)[O-])CCCC(=O)O
• InChI: InChI=1S/C12H21NO6/c1-13(2,3)8-9(7-11(16)17)19-12(18)6-4-5-10(14)15/h9H,4-8H2,1-3H3,(H-,14,15,16,17)/t9-/m1/s1
• InChIKey: NXJAXUYOQLTISD-SECBINFHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R)-3-[(4-carboxybutanoyl)oxy]-4-(trimethylazaniumyl)butanoate
• IUPAC Traditional name: (3R)-3-[(4-carboxybutanoyl)oxy]-4-(trimethylammonio)butanoate
• Synonyms: (2R)-3-Carboxy-2-(4-carboxy-1-oxobutoxy)-N,N,N-trimethyl-1-propanaminium Inner Salt; Glutarylcarnitine; L-Glutaryl Carnitine

Database IDs

• CAS Number: 102636-82-8
• PubChem SID: 162263847
• PubChem CID: 71317118

CALCULATED PROPERTIES

• Acid pKa: 3.3294032
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -4.7183065
• LogD (pH = 7.4): -6.4352236
• Log P: -4.176949
• Molar Refractivity: 88.1311 cm^3
• Polarizability: 26.144173 Å^3
• Polar Surface Area: 103.73 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Water
• Apperance: Clear Thick Gel
• Melting Point: Very Hygroscopic

Safety Information

• Storage Condition: Hygroscopic, Refrigerator, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - G597600

A metabolite of L-Carnitine (C184110).

REFERENCES

• Millington, D., et al.: J. Inherit. Metab. Dis., 13, 321 (1990)
• Chace, D., et al.: Clin. Chem., 49, 1797 (1990)