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| | Siccanin Basic information |
| Product Name: | Siccanin | | Synonyms: | Siccanin;1,2,3,4,4a,5,6,6a,11b,13b-Decahydro-4,4,6a,9-tetramethyl-13H-benzo[a]furo[2,3,4-mn]xanthen-11-ol;13H-Benzo[a]furo[2,3,4-mn]xanthen-11-ol, 1,2,3,4,4a,5,6,6a,11b,13b-decahydro-4,4,6a,9-tetramethyl- (8CI);13H-Benzo[a]furo[2,3,4-mn]xanthen-11-ol, 1,2,3,4,4a,5,6,6a,11b,13b-decahydro-4,4,6a,9-tetramethyl-, (4aS,6aS,11bR,13aS,13bS)- (9CI);13H-Benzo[a]furo[2,3,4-mn]xanthen-11-ol, 1,2,3,4,4a,5,6,6a,11b,13b-decahydro-4,4,6a,9-tetramethyl-, [4aS-(4aa,6aa,11ba,13aR*,13ba)]-;NSC 135048;(13As)-1,2,3,4,4abeta,5,6,6A,11bbeta,13bbeta-decahydro-4,4,6abeta,9-tetramethyl-13H-benzo(A)furo(2,3,4-mn)xanthen-11-ol;13H-Benzo(A)furo(2,3,4-mn)xanthen-11-ol, 1,2,3,4,4A,5,6,6A,11B,13B-decahydro-4,4,6A,9-tetramethyl-, (4as-(4aalpha,6aalpha,11balpha,13ar*,13balpha))- | | CAS: | 22733-60-4 | | MF: | C22H30O3 | | MW: | 342.47 | | EINECS: | | | Product Categories: | | | Mol File: | 22733-60-4.mol |  |
| | Siccanin Chemical 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 | | pka | 10.9(at 25℃) | | form | A solid |
| Toxicity | LD50 in mice, rats (mg/kg): >6000, >1000 orally; >3000, >600 s.c. or i.p. (Suzuki) |
| | Siccanin Usage And Synthesis |
| Description | Siccanin is an inhibitor of mitochondrial complex II (succinate dehydrogenase; IC50s = 0.87 and 9.3 μM for P. aeruginosa and rat mitochondria, respectively). It inhibits the growth of T. mentagrophytes (IC50 = 0.3 μg/ml) via inhibition of succinate oxidation in the mitochondria. It also inhibits the growth of C. albicans strains with IC50 values ranging from 5-40 and 80-90 μg/ml for aerobic and anaerobic conditions, respectively. | | Uses | 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. | | Uses | Siccanin is an antifungal and SDHB (IP) inhibitor. | | Definition | ChEBI: Siccanin is an organic heteropentacyclic compound. It has a role as an antifungal drug and a fungal metabolite. |
| | Siccanin Preparation Products And Raw materials |
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