Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C22H30O3 |
Molecular Weight | 342.4718 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 5 / 5 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@]12OC[C@@]34CCCC(C)(C)[C@]3([H])CC[C@](C)(OC5=CC(C)=CC(O)=C15)[C@]24[H]
InChI
InChIKey=UGGAILYEBCSZIV-ITJSPEIASA-N
InChI=1S/C22H30O3/c1-13-10-14(23)17-15(11-13)25-21(4)9-6-16-20(2,3)7-5-8-22(16)12-24-18(17)19(21)22/h10-11,16,18-19,23H,5-9,12H2,1-4H3/t16-,18-,19-,21-,22-/m0/s1
Molecular Formula | C22H30O3 |
Molecular Weight | 342.4718 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 4 / 5 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
DescriptionSources: http://www.ncbi.nlm.nih.gov/pubmed/19505951Curator's Comment: description was created based on several sources, including
http://www.bioaustralis.com/pdfs/Siccanin.pdf
http://www.ncbi.nlm.nih.gov/pubmed/4250609
Sources: http://www.ncbi.nlm.nih.gov/pubmed/19505951
Curator's Comment: description was created based on several sources, including
http://www.bioaustralis.com/pdfs/Siccanin.pdf
http://www.ncbi.nlm.nih.gov/pubmed/4250609
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.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: succinate dehydrogenase from P. aeruginosa, P. putida Sources: http://www.ncbi.nlm.nih.gov/pubmed/19505951 |
0.9 µM [IC50] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Curative | Unknown Approved UseUnknown |
Sample Use Guides
In Vitro Use Guide
Sources: http://www.ncbi.nlm.nih.gov/pubmed/3830412
The in vitro antifungal properties of the antibiotic siccanin were determined by the minimal inhibitory concentrations (MIC) values against 51 fungal strains (yeasts and filamentous fungi). The comparison was made with econazole, clotrimazole, 5-fluorocytosine and griseofulvin. The results show the useful antidermatophytic activity of siccanin
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 16:52:38 GMT 2023
by
admin
on
Sat Dec 16 16:52:38 GMT 2023
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Record UNII |
L702S858Z6
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Record Status |
Validated (UNII)
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Record Version |
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NCI_THESAURUS |
C514
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71902
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CHEMBL2105431
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SUB10513MIG
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DTXSID1046843
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C001795
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L702S858Z6
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m9895
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135048
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3012
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100000084347
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3546
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22733-60-4
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C75207
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Related Record | Type | Details | ||
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ACTIVE MOIETY |