13-(hydroxymethyl)-9-methyl-2-octyl-10-(propan-2-yl)-3,9,12-triazatricyclo[6.6.1.0^{4,15}]pentadeca-1,4,6,8(15)-tetraen-11-one

• ChemBase ID: 105169
• Molecular Formular: C25H39N3O2
• Molecular Mass: 413.59606
• Monoisotopic Mass: 413.3042275
• SMILES: CCCCCCCCc1c2CC(CO)NC(=O)C(C(C)C)N(C)c3c2c([nH]1)ccc3
• Canonical SMILES: CCCCCCCCc1[nH]c2c3c1CC(CO)NC(=O)C(N(c3ccc2)C)C(C)C
• InChI: InChI=1S/C25H39N3O2/c1-5-6-7-8-9-10-12-20-19-15-18(16-29)26-25(30)24(17(2)3)28(4)22-14-11-13-21(27-20)23(19)22/h11,13-14,17-18,24,27,29H,5-10,12,15-16H2,1-4H3,(H,26,30)
• InChIKey: VLJISOQUPIAQHH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 13-(hydroxymethyl)-9-methyl-2-octyl-10-(propan-2-yl)-3,9,12-triazatricyclo[6.6.1.0^{4,15}]pentadeca-1,4,6,8(15)-tetraen-11-one
• IUPAC Traditional name: 13-(hydroxymethyl)-10-isopropyl-9-methyl-2-octyl-3,9,12-triazatricyclo[6.6.1.0^{4,15}]pentadeca-1,4,6,8(15)-tetraen-11-one
• Synonyms: (-)-7-OCTYLINDOLACTAM V

Database IDs

• CAS Number: 109346-66-9
• PubChem SID: 162092546
• PubChem CID: 44134867

CALCULATED PROPERTIES

• Acid pKa: 13.134158
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 5.3300767
• LogD (pH = 7.4): 5.330076
• Log P: 5.330077
• Molar Refractivity: 124.4179 cm^3
• Polarizability: 49.015873 Å^3
• Polar Surface Area: 68.36 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: 0°C

Product Information

• Purity: 99%

DETAILS

MP Biomedicals - 02158972

Purity: 99%
Analog of teleocidin which is a non-phorbol activator of protein kinase C. It has higher potency and metabolic stability.

REFERENCES

• Fujiki, H. and Sugimura, T., Adv. Cancer Res. , 49 : 223 (1987).
• Collins, M. and Rozengurt, E., Biochem. Biophys. Res. Commun. , 104 : 1159 (1982).