4-[methyl(nitroso)amino]-1-[(2,3,4,5,6-13C5)pyridin-3-yl](1-13C)butan-1-ol

• ChemBase ID: 174131
• Molecular Formular: C10H15N3O2
• Molecular Mass: 215.20092903
• Monoisotopic Mass: 215.13655576
• SMILES: [13cH]1[13cH]n[13cH][13c]([13cH]1)[13CH](CCCN(C)N=O)O
• Canonical SMILES: O=NN(CCC[13CH]([13c]1[13cH][13cH][13cH]n[13cH]1)O)C
• InChI: InChI=1S/C10H15N3O2/c1-13(12-15)7-3-5-10(14)9-4-2-6-11-8-9/h2,4,6,8,10,14H,3,5,7H2,1H3/i2+1,4+1,6+1,8+1,9+1,10+1
• InChIKey: OGRXKBUCZFFSTL-NXGVJODUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[methyl(nitroso)amino]-1-[(2,3,4,5,6-^1^3C₅)pyridin-3-yl](1-^1^3C)butan-1-ol
• IUPAC Traditional name: 4-[methyl(nitroso)amino]-1-[(2,3,4,5,6-^1^3C₅)pyridin-3-yl](1-^1^3C)butan-1-ol
• Synonyms: NNAL-1,2’,3’,4’,5’,6’-13C6; 4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanol-1,2',3',4',5',6'-13C6

Database IDs

• CAS Number: 1189877-28-8
• PubChem SID: 164230041
• PubChem CID: 45039858

CALCULATED PROPERTIES

• Acid pKa: 14.228966
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.43438536
• LogD (pH = 7.4): 0.49160963
• Log P: 0.492402
• Molar Refractivity: 57.9787 cm^3
• Polarizability: 21.738676 Å^3
• Polar Surface Area: 65.79 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate; Methanol
• Apperance: Pale Yellow Oil

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - M325741

A metabolite of NNK (Cat. #M325750), a tobacco-specific nitrosamine.

REFERENCES

• Hecht, S.S., et al.: Cancer Res., 40, 4144 (1980)
• Kutzer, C., et al.: J. Chromatog. Sci., 35, 1 (1997)