4-(13C)methyl-1-methyl(3-13C)-5H-pyrido[4,3-b]indol-3-(15N)amine; acetic acid

• ChemBase ID: 160057
• Molecular Formular: C15H17N3O2
• Molecular Mass: 274.29309857
• Monoisotopic Mass: 274.13582137
• SMILES: c1cc2c(cc1)c1c(c([13c](nc1C)[15NH2])[13CH3])[nH]2.CC(=O)O
• Canonical SMILES: [15NH2][13c]1nc(C)c2c(c1[13CH3])[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)/i1+1,13+1,14+1
• InChIKey: UXNRBAJNAWIPGF-PBLHTNPHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(^1^3C)methyl-1-methyl(3-^1^3C)-5H-pyrido[4,3-b]indol-3-(^1^5N)amine; acetic acid
• IUPAC Traditional name: 4-(^1^3C)methyl-1-methyl(3-^1^3C)-5H-pyrido[4,3-b]indol-3-(^1^5N)amine; acetic acid
• Synonyms: 1,4-Dimethyl-5H-pyrido[4,3-b]indol-3-amine-13C2,15N Monoacetate; TRP-P-1-13C2,15N; Acetate; 3-Amino-1,4-dimethyl-5H-pyrido[4,3-b]indole-13C2,15N Acetate

Database IDs

• PubChem SID: 162254192
• PubChem CID: 46780258

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: Methanol; Water
• Apperance: Beige Solid
• Melting Point: >187°C (dec.)

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under inert atmosphere

DETAILS

Toronto Research Chemicals - A607502

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 Lett., 13, 23 (1981)
• Ohgaki, H., et al.: Carcinogenesis, 5, 921 (1981)
• Eisenbrand, et al.: Toxicology, 84, 1 (1981)
• Sugimura, T., et al.: Mutation Res., 290, 43 (1981)