13-methoxy-1,6-diazatetracyclo[7.6.1.05,16.010,15]hexadeca-3,5,7,9(16),10(15),11,13-heptaen-2-one

• ChemBase ID: 172823
• Molecular Formular: C15H10N2O2
• Molecular Mass: 250.2521
• Monoisotopic Mass: 250.07422757
• SMILES: c1c(cc2c(c1)c1c3n2c(=O)ccc3ncc1)OC
• Canonical SMILES: COc1ccc2c(c1)n1c(=O)ccc3c1c2ccn3
• InChI: InChI=1S/C15H10N2O2/c1-19-9-2-3-10-11-6-7-16-12-4-5-14(18)17(15(11)12)13(10)8-9/h2-8H,1H3
• InChIKey: OWCRARVHWCCRAG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 13-methoxy-1,6-diazatetracyclo[7.6.1.0^5,^1^6.0^1^0,^1^5]hexadeca-3,5,7,9(16),10(15),11,13-heptaen-2-one
• IUPAC Traditional name: 13-methoxy-1,6-diazatetracyclo[7.6.1.0^5,^1^6.0^1^0,^1^5]hexadeca-3,5,7,9(16),10(15),11,13-heptaen-2-one
• Synonyms: 9-Methoxy-6H-indolo[3,2,1-de][1,5]naphthyridin-6-one; 9-Methoxycanthin-6-one

Database IDs

• CAS Number: 74991-91-6
• PubChem SID: 164228733
• PubChem CID: 9881423

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.64503
• LogD (pH = 7.4): 1.6550688
• Log P: 1.6551983
• Molar Refractivity: 70.9599 cm^3
• Polarizability: 29.403112 Å^3
• Polar Surface Area: 44.12 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M261380

9-Methoxycanthin-6-one is a canthin-6-one alkaloid from the intact plant parts and callus cultures of Eurycoma longifolia (Tongkat Ali). Canthin-6-one alkaloids were evaluated for their cytotoxic activity against a HT-1080 human fibrosarcoma cell line.

REFERENCES

• Chan, K., et al.: Planta Medica, 2, 105 (1986)
• Kardono, L., et al.: J. Nat. Prod., 54, 1360 (1986)
• Tada, H., et al.: Eur. J. Med. Chem., 26, 345 (1986)
• Li, F., et al.: Bioorg. Med. Chem., 16, 5434 (1986)