(3R)-3-[(7-carboxyheptanoyl)oxy]-4-(trimethylazaniumyl)butanoate

• ChemBase ID: 177840
• Molecular Formular: C15H27NO6
• Molecular Mass: 317.37798
• Monoisotopic Mass: 317.18383759
• SMILES: C([C@@H](OC(=O)CCCCCCC(=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-])CCCCCCC(=O)O
• InChI: InChI=1S/C15H27NO6/c1-16(2,3)11-12(10-14(19)20)22-15(21)9-7-5-4-6-8-13(17)18/h12H,4-11H2,1-3H3,(H-,17,18,19,20)/t12-/m1/s1
• InChIKey: YVWVEIPYMGBQPE-GFCCVEGCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R)-3-[(7-carboxyheptanoyl)oxy]-4-(trimethylazaniumyl)butanoate
• IUPAC Traditional name: (3R)-3-[(7-carboxyheptanoyl)oxy]-4-(trimethylammonio)butanoate
• Synonyms: (R)-3-Carboxy-2-[(7-carboxy-1-oxoheptyl)oxy]-N,N,N-trimethyl-1-propanaminium Inner Salt; (R)-Suberyl Carnitine; (L)-Suberyl Carnitine

Database IDs

• CAS Number: 102636-81-7
• PubChem SID: 164233750
• PubChem CID: 71752223

CALCULATED PROPERTIES

• Acid pKa: 3.9399421
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -3.0728152
• LogD (pH = 7.4): -4.8462257
• Log P: -2.8432431
• Molar Refractivity: 101.9341 cm^3
• Polarizability: 31.610453 Å^3
• Polar Surface Area: 103.73 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - S688785

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)