Farnesylacetone
Farnesylacetone acts as a transcriptional regulator, RNA synthesis modulator, and male hormone. Farnesylacetone can be extracted from the androgenic glands of the green crab (Carcinus maenas). Farnesylacetone modulates transcriptional processes, inhibits uridine incorporation into all types of RNA and leucine incorporation into ovaries, while stimulating uridine incorporation into tRNA/poly (A)+ RNA and leucine incorporation into testes. It suppresses electron transport in mitochondrial Complex I and Complex II. Farnesylacetone inhibits vitellogenesis in crustacean ovaries and stimulates uridine incorporation in crustacean intestines. It functions as an androgen in crustaceans.
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- CAS No.: 762-29-8
- Formule: C18H30O
- Masse moléculaire:262.44
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Stockage:
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Activité biologique
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Chemical Information
- Pureté et documentation
- Références
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Help & FAQs
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Activité biologique
Farnesylacetone (100 nM; 1-3 h) inhibits protein and RNA synthesis in immature and mature ovaries of Carcinus maenas, promotes protein and RNA synthesis in testes of Carcinus maenas, and exerts its effects at the transcriptional level rather than directly acting on the translation process[1].
Farnesylacetone (20 ng/mL; 3 h) stimulates RNA synthesis in the intestine of Carcinus maenas (shore crab), and exhibits organ specificity, as it only inhibits RNA synthesis in the ovary[1].
Farnesylacetone (228 μM) inhibits electron transfer through Complex I (NADH ubiquinone reductase) and Complex II (succinate ubiquinone reductase) in isolated rat liver mitochondria, but does not inhibit electron transfer through Complex IV (cytochrome c oxidase); among these, succinate-driven electron transfer is more sensitive to it than NADH-driven electron transfer[2].
Farnesylacetone (228-380 μM) specifically inhibits electron transfer between succinate dehydrogenase within Complex II and the ubiquinone pool in isolated rat liver mitochondria, with no inhibitory effect on succinate dehydrogenase itself; 380 μM Farnesylacetone reduces Complex II activity by 68.5% while increasing succinate dehydrogenase activity by 8%[2].
Farnesylacetone (1 mM) neither inhibits the oxidation of DQH2 nor the reduction of DQ in a cell-free system; instead, it stimulates electron transfer from the NADH + DQ conjugate to cytochrome c[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS No. 762-29-8
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Masse moléculaire 262.44
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Formule C18H30O
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SMILES
O=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C
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Structure Classification
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Initial Source
Crustacea
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Livraison
Room temperature in continental US; may vary elsewhere.
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Stockage
Please store the product under the recommended conditions in the Certificate of Analysis.
Pureté et documentation
Références
[1]. Berreur-Bonnenfant J, et al. Comparative effect of farnesylacetone on macromolecular synthesis in gonads of crustaceans. General and comparative endocrinology. 1984 Jun;54(3):462-8. [Content Brief]
[2]. Dupont J, et al. Farnesylacetone, a sesquiterpenic hormone of Crustacea, inhibits electron transport in isolated rat liver mitochondria. Biology of the cell. 1989;67(2):141-6. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Farnesylacetone Related Classifications
HY-W019824 Related Classifications
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