An inhibitor of mitochondrial complex II
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Siccanin

Item No. 23654

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(4aS,6aS,11bR,13aS,13bS)-2,3,4,4a,5,6,6a,13b-octahydro-4,4,6a,9-tetramethyl-1H,11bH,13H-benzo[a]furo[2,3,4-mn]xanthen-11-ol
CAS Number
22733-60-4
Synonyms
  • NSC 135048
  • (-)-Siccanin
Molecular Formula
C22H30O3
Formula Weight
342.5
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: SolubleDMSO: SolubleEthanol: SolubleMethanol: Soluble
SMILES
OC1=CC(C)=CC2=C1[C@@]3([H])[C@@]4([H])[C@@](CC[C@]5([H])[C@@]4(CO3)CCCC5(C)C)(C)O2
InChi Code
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
InChi Key
UGGAILYEBCSZIV-ITJSPEIASA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product 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).1 It inhibits the growth of T. mentagrophytes (IC50 = 0.3 μg/ml) via inhibition of succinate oxidation in the mitochondria.2 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.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Mogi, T., Kawakami, T., Arai, H., et al. Siccanin rediscovered as a species-selective succinate dehydrogenase inhibitor. J. Biochem. 146(3), 383-387 (2009).

    2. Nose, K., and Endo, A. Mode of action of the antibiotic siccanin on intact cells and mitochondria of Trichophyton mentagrophytes. J. Bacteriol. 105(1), 176-184 (1971).

    3. Matsuki, M., Kanatsu, H., Watanabe, T., et al. Effects of antifungal drugs on proliferation signals in Candida albicans. Biol. Pharm. Bull. 29(5), 919-922 (2006).