Siccanin
Siccanin
- CAS:
- 22733-60-4
- MF:
- C22H30O3
- MW:
- 342.47
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Properties
- Melting point:
- 139-140°
- alpha
- D20 -136° (c = 2 in chloroform)
- Boiling point:
- 427.8±45.0 °C(Predicted)
- Density
- 1.18±0.1 g/cm3(Predicted)
- storage temp.
- Store at -20°C
- solubility
- DMF: Soluble; DMSO: Soluble; Ethanol: Soluble; Methanol: Soluble
- form
- A solid
- pka
- 10.9(at 25℃)
Safety Information
- Toxicity
- LD50 in mice, rats (mg/kg): >6000, >1000 orally; >3000, >600 s.c. or i.p. (Suzuki)
Use
Siccanin is an unusual, fused, phenolic pentacycle first isolated from Helminthosporium siccans and reported in 1962 as a potent antifungal agent. Siccanin inhibits succinate dehydrogenase in the terminal electron transport system. More recent studies note the proximity of the siccanin binding site to the quinone-binding site of the enzyme. Species-selective inhibition by siccanin is unique among succinate dehydrogenase inhibitors and offers a lead for new chemotherapeutics.
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