1,4-dimethyl(3-14C)-5H-pyrido[4,3-b]indol-3-amine; acetic acid

• ChemBase ID: 160058
• Molecular Formular: C15H17N3O2
• Molecular Mass: 273.30692199
• Monoisotopic Mass: 273.13531879
• SMILES: c1cc2c(cc1)c1c(c([14c](nc1C)N)C)[nH]2.CC(=O)O
• Canonical SMILES: N[14c]1nc(C)c2c(c1C)[nH]c1c2cccc1.CC(=O)O
• InChI: InChI=1S/C13H13N3.C2H4O2/c1-7-12-11(8(2)15-13(7)14)9-5-3-4-6-10(9)16-12;1-2(3)4/h3-6,16H,1-2H3,(H2,14,15);1H3,(H,3,4)/i13+2
• InChIKey: UXNRBAJNAWIPGF-BGRRMDFBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,4-dimethyl(3-^1^4C)-5H-pyrido[4,3-b]indol-3-amine; acetic acid
• IUPAC Traditional name: 1,4-dimethyl(3-^1^4C)-5H-pyrido[4,3-b]indol-3-amine; acetic acid
• Synonyms: 1,4-Dimethyl-5H-pyrido[4,3-b]indol-3-amine-3-14C Monoacetate; 3-Amino-1,4-dimethyl-5H-pyrido[4,3-b]indole-3-14C Acetate

Database IDs

• CAS Number: 210049-08-4
• PubChem SID: 162254193
• PubChem CID: 44119115

CALCULATED PROPERTIES

• Acid pKa: 13.453126
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 0.32853788
• LogD (pH = 7.4): 0.4211407
• Log P: 2.2835364
• Molar Refractivity: 65.9619 cm^3
• Polarizability: 26.940512 Å^3
• Polar Surface Area: 54.7 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dimethyl Sulfoxide
• Apperance: Beige-Brown Crystalline Solid
• Melting Point: 250-260°C

DETAILS

Toronto Research Chemicals - A607600

Trp-P-1 is highly mutagenic in the Ames test. Investigations have shown that broiled fish, fried beef and commercial beef extracts, and protein pyrolysates contain this mutagen.

REFERENCES

• Hosaka, S., et al.: Cancer Letters, 13, 23 (1981)
• Ohgaki, H., et al.: Carcinogenesis, 5, 921 (1981)
• Mutation Research, 187, 99-103 (1981)
• Sugimura, T., et al.: Mutation Research, 290, 43 (1981)
• Eisenbrand & Tang: Toxicology, 84, 1 (1993)