An inhibitor of fungal complex III
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AS-2077715

Item No. 29775

Technical Information
Formal Name
3-[6-(3,5-dimethylheptyl)tetrahydro-2H-pyran-2-yl]-4-hydroxy-1-methyl-5-(2,3,4,5-tetrahydroxycyclopentyl)-2(1H)-pyridinone
CAS Number
1637356-98-9
Molecular Formula
C25H41NO7
Formula Weight
Purity
≥70%
A solid
Dichloromethane: solubleDMSO: solubleEthanol: solubleMethanol: soluble
SMILES
CCC(C)CC(C)CCC1OC(C2=C(O)C(C3C(O)C(O)C(O)C3O)=CN(C)C2=O)CCC1
InChi Code
InChI=1S/C25H41NO7/c1-5-13(2)11-14(3)9-10-15-7-6-8-17(33-15)19-20(27)16(12-26(4)25(19)32)18-21(28)23(30)24(31)22(18)29/h12-15,17-18,21-24,27-31H,5-11H2,1-4H3
InChi Key
PCXGABLZLXTHMH-UHFFFAOYSA-N
Origin
Fungus/Polychaeton sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    AS-2077715 is a fungal metabolite and an inhibitor of fungal mitochondrial complex III (cytochrome bc1; IC50 = 80 ng/ml for T. mentagrophytes complex III).1 It is selective for fungal over mammalian complex III (IC50s = 480 and 860 ng/ml for murine EL-4 cell and human Jurkat cell complex III, respectively). AS-2077715 inhibits ATP production in (IC50 = 0.33 µg/ml) and is fungicidal against T. mentagrophytes when used at concentrations of 1 and 10 µg/ml. In vivo, AS-2077715 (10 and 20 mg/kg) reduces the number of foot pad skin colony forming units (CFUs) in a guinea pig model of T. mentagrophytes infection.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ohsumi, K., Watanabe, M., and Fujie, A. AS2077715 Is a selective inhibitor of fungal mitochondrial cytochrome bc1 complex. J. Antibiot. (Tokyo) 67(10), 713-716 (2014).

    2. Ohsumi, K., Murai, H., Nakamura, I., et alTherapeutic efficacy of AS2077715 against experimental tinea pedis in guinea pigs in comparison with terbinafine. J. Antibiot. (Tokyo) 67(10), 717-719 (2014).