A macrolide bacterial metabolite
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Leucanicidin

Item No. 25479

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3Z,5E,7R,8S,9S,11E,13E,15S,16R)-16-[(1S,2R,3S)-3-[(2R,4R,5S,6R)-4-[(6-deoxy-2-O-methyl-α-L-mannopyranosyl)oxy]tetrahydro-2-hydroxy-5-methyl-6-(1-methylethyl)-2H-pyran-2-yl]-2-hydroxy-1-methylbutyl]-8-hydroxy-3,15-dimethoxy-5,7,9,11-tetramethyl-oxacyclohexadeca-3,5,11,13-tetraen-2-one
CAS Number
91021-66-8
Molecular Formula
C42H70O13
Formula Weight
783.0
Purity
≥95%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMF: SolubleDMSO: SolubleEthanol: SolubleMethanol: Soluble
SMILES
CO[C@@H](/C=C\C=C(C)/C[C@H](C)[C@H](O)[C@H](C)/C=C(C)\C=C1\OC)[C@@H]([C@@H](C)[C@@H](O)[C@@H]([C@@]2(O)C[C@@H](O[C@@]3([H])[C@H](OC)[C@H](O)[C@@H](O)[C@H](C)O3)[C@H](C)[C@@H](C(C)C)O2)C)OC1=O
InChi Code
InChI=1S/C42H70O13/c1-21(2)37-26(7)32(53-41-39(51-13)36(46)35(45)29(10)52-41)20-42(48,55-37)28(9)34(44)27(8)38-30(49-11)16-14-15-22(3)17-24(5)33(43)25(6)18-23(4)19-31(50-12)40(47)54-38/h14-16,18-19,21,24-30,32-39,41,43-46,48H,17,20H2,1-13H3/b16-14-,22-15-,23-18-,31-19+/t24-,25+,26-,27-,28-,29-,30-,32+,33-,34+,35-,36+,37+,38+,39+,41-,42+/m0/s1
InChi Key
KFLYTTUTONVURR-HFJCOUPESA-N
Origin
Bacterium/Streptomyces sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

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    Product Description

    Leucanicidin is a macrolide bacterial metabolite originally isolated from S. halstedii.1 It is toxic to L. separata fourth instar larvae when used at a concentration of 20 ppm and to H. contortus, T. colubriformis, and O. circumcincta larvae (LD50s = 0.23-0.42 µg/ml).2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Isogai, A., Sakuda, S., Matsumoto, S., et al. The structure of leucanicidin, a novel insecticidal macrolide produced by Streptomyces halstedii. Agr. Biol. Chem. 48(5), 1379-1381 (1984).

    2. Lacey, E., Gill, J.H., Power, M.L., et al. Bafilolides, potent inhibitors of the motility and development of the free-living stages of parasitic nematodes. Int. J. Parasitol. 25(3), 349-357 (1995).