| Weight | 168.192 g/mol |
|---|---|
| Formula | C9H12O3 |
| Hydrogen Acceptors | 3 |
| Hydrogen Donors | 1 |
| Aromatic Rings | 1 |
| Rotatable Bonds | 4 |
4-Ipomeanol
36878-93-0, 55659-41-1, 32954-58-8
Score:
#1383 in Biochemistry
,
#3327 in Biology
,
#4149 in Chemistry
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- In vivo studies on the relationship between target organ alkylation and the pulmonary toxicity of a chemically reactive metabolite of 4-ipomeanol. (Journal of Pharmacology and Experimental Therapeutics, 1978)
- In vitro studies on the metabolic activation of the pulmonary toxin, 4-ipomeanol, by rat lung and liver microsomes. (Journal of Pharmacology and Experimental Therapeutics, 1978)
- Role of metabolic activation in the pathogenesis of chemically induced pulmonary disease: mechanism of action of the lung-toxic furan, 4-ipomeanol. (Environmental Health Perspectives, 1976)
- Species and strain differences in target organ alkylation and toxicity by 4-ipomeanol. Predictive value of covalent binding in studies of target organ toxicities by reactive metabolites. (Biochemical Pharmacology, 1979)
- In vitro metabolic activation of the pulmonary toxin, 4-ipomeanol, in nonciliated bronchiolar epithelial (Clara) and alveolar type II cells isolated from rabbit lung. (Journal of Pharmacology and Experimental Therapeutics, 1982)
- Metabolic Activation of 4-Ipomeanol by Complementary DNA-expressed Human Cytochromes P-450: Evidence for Species-specific Metabolism (Cancer Research, 1991)
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Predict GHS Hazards for Any Chemical in silico.
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SMILESCC(CCC(=O)C1=COC=C1)O
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InChIKeyRJYQLMILDVERHH-UHFFFAOYSA-N
- Pubchem - 4-Ipomeanol
- Wikipedia - 4-ipomeanol
4-Ipomeanol (4-IPO) is a pulmonary pre-toxin isolated from sweet potatoes infected with the fungus Fusarium solani. One of the 4-IPO metabolites is toxic to the lungs, liver and kidney in humans and animals. This metabolite can covalently bind to proteins, thereby interfering with normal cell processes.
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Synthesis
FURAN
+
Reactant
(Friedel-Crafts acylation)
Reactant
+
3-Chlorofuran
(Grignard carbonyl)
acetaldehyde
+
Reactant
(Grignard alcohol)
Reactant
+
dimethyl sulfide
(Corey-Kim oxidation of secondary alcohols)
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