A fungal metabolite with antibiotic and antiparasitic activities
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K-41

Item No. 29573

Technical Information
Formal Name
(29S)-9,13:17,20:21,24-trianhydro-4,8,10,12,14,18,19,22,23,26,28,30-dodecadeoxy-4,12,14,26,28-pentamethyl-6,16-di-C-methyl-5,6,11,15-tetra-O-methyl-27-O-[(2R,5S,6R)-tetrahydro-5-methoxy-6-methyl-2H-pyran-2-yl]-L-xylo-L-manno-α-D-gluco-L-ribo-α-L-gluco-D-glycero-3,13,29-triacontotriulo-13,16-furanose-3,7:29,25-dipyranosonic acid
CAS Number
53026-37-2
Molecular Formula
C48H82O18
Formula Weight
Purity
≥70%
A solid
Dichloromethane: solubleDMSO: solubleEthanol: solubleMethanol: soluble
SMILES
CO[C@@H]1C[C@](C[C@H]2[C@@](OC)(C)[C@@H](OC)[C@H](C)[C@]([C@H](C(O)=O)O)(O)O2)([H])O[C@]3(O[C@@]([C@@]4([H])CC[C@]([C@]5([H])O[C@]([C@]6([H])[C@@H](C)[C@H](O[C@@H]7O[C@H](C)[C@@H](OC)CC7)[C@@H](C)[C@](O)(C)O6)([H])CC5)([H])O4)(C)[C@H](OC)[C@H]3C)[C@@H]1C
InChi Code
InChI=1S/C48H82O18/c1-23-38(62-37-20-18-30(54-10)28(6)59-37)25(3)46(9,52)65-39(23)33-16-15-31(60-33)32-17-19-35(61-32)45(8)42(57-13)27(5)48(66-45)24(2)34(55-11)21-29(63-48)22-36-44(7,58-14)41(56-12)26(4)47(53,64-36)40(49)43(50)51/h23-42,49,52-53H,15-22H2,1-14H3,(H,50,51)/t23-,24+,25+,26-,27+,28+,29-,30-,31+,32-,33+,34+,35+,36-,37-,38-,39-,40-,41-,42+,44-,45+,46-,47-,48-/m0/s1
InChi Key
QFHLVPYVNFSTBE-SMAIMEEGSA-N
Origin
Bacterium/Streptomyces sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    K-41 is a monoglycoside polyether fungal metabolite originally isolated from S. hygroscopicus that has antibiotic and antiparasitic activities.1,2 It is active against B. subtilis, B. anthracis, S. aureus, S. pyogenes, S. pneumoniae, C. diphtheriae, and M. tuberculosis (MICs = 3.13, 1.56, 1.56, 0.78, 0.39, 0.78, and 3.13 µg/ml, respectively).1 K-41 is active against the K1 drug-resistant and FCR3 drug-susceptible P. falciparum strains (IC50s = 8.5 and 31 nM, respectively).2 In vivo, K-41 has antiparasitic activity in mouse models of P. berghei and P. yoelii infection (ED50s = 1.9 and 7.0 mg/kg, respectively).

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Tsuji, N., Nagashima, K., Kobayashi, M., et alTwo new antibiotics, A-218 and K-41. Isolation and characterization. J. Antibiot. (Tokyo) 29(1), 10-14 (1976).

    2. Moreno, M., and Giralt, E. Three valuable peptides from bee and wasp venoms for therapeutic and biotechnological use: Melittin, apamin and mastoparan. Toxins 7, 1126-1150 (2015).