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Chemical Compound Review

IPOMEANOL     1-(3-furyl)-4-hydroxy-pentan- 1-one

Synonyms: CCRIS 705, SureCN61911, AG-F-94787, CHEMBL1743358, HSDB 3498, ...
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Disease relevance of IPOMEANOL


High impact information on IPOMEANOL


Chemical compound and disease context of IPOMEANOL


Biological context of IPOMEANOL


Anatomical context of IPOMEANOL


Associations of IPOMEANOL with other chemical compounds


Gene context of IPOMEANOL


Analytical, diagnostic and therapeutic context of IPOMEANOL


  1. 4-Ipomeanol: a novel investigational new drug for lung cancer. Christian, M.C., Wittes, R.E., Leyland-Jones, B., McLemore, T.L., Smith, A.C., Grieshaber, C.K., Chabner, B.A., Boyd, M.R. J. Natl. Cancer Inst. (1989) [Pubmed]
  2. Metabolic activation of 4-ipomeanol in human lung, primary pulmonary carcinomas, and established human pulmonary carcinoma cell lines. McLemore, T.L., Litterst, C.L., Coudert, B.P., Liu, M.C., Hubbard, W.C., Adelberg, S., Czerwinski, M., McMahon, N.A., Eggleston, J.C., Boyd, M.R. J. Natl. Cancer Inst. (1990) [Pubmed]
  3. Metabolic activation of 4-ipomeanol by complementary DNA-expressed human cytochromes P-450: evidence for species-specific metabolism. Czerwinski, M., McLemore, T.L., Philpot, R.M., Nhamburo, P.T., Korzekwa, K., Gelboin, H.V., Gonzalez, F.J. Cancer Res. (1991) [Pubmed]
  4. Pulmonary endothelial and bronchiolar epithelial lesions induced by 4-ipomeanol in mice. Durham, S.K., Boyd, M.R., Castleman, W.L. Am. J. Pathol. (1985) [Pubmed]
  5. 4-Ipomeanol-induced effects on Sendai viral pneumonia in mice. Durham, S.K., Babish, J.G., Castleman, W.L. Am. J. Pathol. (1987) [Pubmed]
  6. Metabolic activation and cytotoxicity of 4-ipomeanol in human non-small cell lung cancer lines. Falzon, M., McMahon, J.B., Schuller, H.M., Boyd, M.R. Cancer Res. (1986) [Pubmed]
  7. Effects of phenobarbital and 3-methylcholanthrene on the in vivo distribution, metabolism and covalent binding of 4-ipomeanol in the rat; implications for target organ toxicity. Statham, C.N., Boyd, M.R. Biochem. Pharmacol. (1982) [Pubmed]
  8. Distribution and metabolism of the pulmonary alkylating agent and cytotoxin, 4-ipomeanol, in control and diethylmaleate-treated rats. Statham, C.N., Boyd, M.R. Biochem. Pharmacol. (1982) [Pubmed]
  9. Effects of 4-ipomeanol on bovine parainfluenza type 3 virus-induced pneumonia in calves. Li, X., Castleman, W.L. Vet. Pathol. (1991) [Pubmed]
  10. Effect of carbon monoxide on the cytochrome P-450-mediated activation of 4-ipomeanol by the isolated perfused rabbit lung. Trela, B.A., Carlson, G.P., Turek, J., Rebar, A., Mathews, J.M. Journal of toxicology and environmental health. (1989) [Pubmed]
  11. In vivo studies on the relationship between target organ alkylation and the pulmonary toxicity of a chemically reactive metabolite of 4-ipomeanol. Boyd, M.R., Burka, L.T. J. Pharmacol. Exp. Ther. (1978) [Pubmed]
  12. Rabbit cytochrome P450 4B1: A novel prodrug activating gene for pharmacogene therapy of hepatocellular carcinoma. Mohr, L., Rainov, N.G., Mohr, U.G., Wands, J.R. Cancer Gene Ther. (2000) [Pubmed]
  13. Acute injury to differentiating Clara cells in neonatal rabbits results in age-related failure of bronchiolar epithelial repair. Smiley-Jewell, S.M., Liu, F.J., Weir, A.J., Plopper, C.G. Toxicologic pathology. (2000) [Pubmed]
  14. An ultrastructural study of bronchiolar lesions in rats induced by 4-ipomeanol, a product from mold-damaged sweet potatoes. Doster, A.R., Farrell, R.L., Wilson, B.J. Am. J. Pathol. (1983) [Pubmed]
  15. The pulmonary clara cell as a target for toxic chemicals requiring metabolic activation; studies with carbon tetrachloride. Boyd, M.R., Statham, C.N., Longo, N.S. J. Pharmacol. Exp. Ther. (1980) [Pubmed]
  16. In vitro studies on the metabolic activation of the pulmonary toxin, 4-ipomeanol, by rat lung and liver microsomes. Boyd, M.R., Burka, L.T., Wilson, B.J., Sasame, H.A. J. Pharmacol. Exp. Ther. (1978) [Pubmed]
  17. Effects of 4-ipomeanol on bovine alveolar macrophage function. Li, X., Czuprynski, C.J., Castleman, W.L. Vet. Immunol. Immunopathol. (1997) [Pubmed]
  18. Renal toxicity due to reactive metabolites formed in situ in the kidney: investigations with 4-ipomeanol in the mouse. Boyd, M.R., Dutcher, J.S. J. Pharmacol. Exp. Ther. (1981) [Pubmed]
  19. Mechanism-based inactivation of cytochrome P450 3A4 by 4-ipomeanol. Alvarez-Diez, T.M., Zheng, J. Chem. Res. Toxicol. (2004) [Pubmed]
  20. Metabolism of furans in vitro: ipomeanine and 4-ipomeanol. Chen, L.J., Derose, E.F., Burka, L.T. Chem. Res. Toxicol. (2006) [Pubmed]
  21. Comparison of ratios of covalent binding to total metabolism of the pulmonary toxin, 4-ipomeanol, in vitro in pulmonary and hepatic microsomes, and the effects of pretreatments with phenobarbital or 3-methylcholanthrene. Boyd, M.R., Sasame, H.A., Franklin, R.B. Biochem. Biophys. Res. Commun. (1980) [Pubmed]
  22. Clara cell protein as a marker of Clara cell damage and bronchoalveolar blood barrier permeability. Hermans, C., Knoops, B., Wiedig, M., Arsalane, K., Toubeau, G., Falmagne, P., Bernard, A. Eur. Respir. J. (1999) [Pubmed]
  23. Inhibitory effect of dietary 4-ipomeanol on DNA adduct formation by the food mutagen 2-amino-3-methylimidazo[4,5-f]quinoline (IQ) in male CDF1 mice. Cummings, D.A., Schut, H.A. Carcinogenesis (1995) [Pubmed]
  24. 4-Ipomeanol and 2-aminoanthracene cytotoxicity in C3H/10T1/2 cells expressing rabbit cytochrome P450 4B1. Smith, P.B., Tiano, H.F., Nesnow, S., Boyd, M.R., Philpot, R.M., Langenbach, R. Biochem. Pharmacol. (1995) [Pubmed]
  25. Phase II study of 4-ipomeanol, a naturally occurring alkylating furan, in patients with advanced hepatocellular carcinoma. Lakhanpal, S., Donehower, R.C., Rowinsky, E.K. Investigational new drugs. (2001) [Pubmed]
  26. Naphthalene-induced respiratory tract toxicity: metabolic mechanisms of toxicity. Buckpitt, A., Boland, B., Isbell, M., Morin, D., Shultz, M., Baldwin, R., Chan, K., Karlsson, A., Lin, C., Taff, A., West, J., Fanucchi, M., Van Winkle, L., Plopper, C. Drug Metab. Rev. (2002) [Pubmed]
  27. Ultrastructural morphogenesis of 4-ipomeanol-induced bronchiolitis and interstitial pneumonia in calves. Li, X., Castleman, W.L. Vet. Pathol. (1990) [Pubmed]
  28. Tracing tissues with 4-ipomeanol-metabolizing capacity in rats. Larsson, P., Tjälve, H. Chem. Biol. Interact. (1988) [Pubmed]
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