(3R)-4-(dimethylamino)-3-hydroxybutanoic acid

• ChemBase ID: 175586
• Molecular Formular: C6H13NO3
• Molecular Mass: 147.17232
• Monoisotopic Mass: 147.08954328
• SMILES: C([C@H](CN(C)C)O)C(=O)O
• Canonical SMILES: CN(C[C@@H](CC(=O)O)O)C
• InChI: InChI=1S/C6H13NO3/c1-7(2)4-5(8)3-6(9)10/h5,8H,3-4H2,1-2H3,(H,9,10)/t5-/m1/s1
• InChIKey: NXDDNODAJKZARA-RXMQYKEDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R)-4-(dimethylamino)-3-hydroxybutanoic acid
• IUPAC Traditional name: (3R)-4-(dimethylamino)-3-hydroxybutanoic acid
• Synonyms: (R)-4-(Dimethylamino)-3-hydroxybutanoic Acid; L-4-(Dimethylamino)-3-hydroxybutyric Acid; (-)-Norcarnitine; L-Norcarnitine

Database IDs

• CAS Number: 2921-13-3
• PubChem SID: 164231496
• PubChem CID: 3081992

CALCULATED PROPERTIES

• Acid pKa: 4.3240333
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -3.4765277
• LogD (pH = 7.4): -3.458279
• Log P: -3.4559216
• Molar Refractivity: 36.7346 cm^3
• Polarizability: 14.5027485 Å^3
• Polar Surface Area: 60.77 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - N661420

L-Norcarnitine is a butyric acid derivative used in the preparation of L-Carnitine (C184110).

REFERENCES

• Jain, R.P. et al.: Tetrahed. Lett., 42, 4437 (2001)