A macrocyclic depsipeptide anthelmintic
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Emodepside

Item No. 41247

Technical Information
Formal Name
cyclo[(αR)-α-hydroxy-4-(4-morpholinyl)benzenepropanoyl-N-methyl-L-leucyl-(2R)-2-hydroxypropanoyl-N-methyl-L-leucyl-(αR)-α-hydroxy-4-(4-morpholinyl)benzenepropanoyl-N-methyl-L-leucyl-(2R)-2-hydroxypropanoyl-N-methyl-L-leucyl]
CAS Number
155030-63-0
Synonyms
  • BAY-44-4400
  • PF-1022-221
Molecular Formula
C60H90N6O14
Formula Weight
Purity
≥98%
A solid
DMSO: Slightly soluble: 0.1-1 mg/ml
SMILES
O=C(N([C@H](C(O[C@@H](C(N([C@H](C(O[C@@H]1CC2=CC=C(N3CCOCC3)C=C2)=O)CC(C)C)C)=O)C)=O)CC(C)C)C)[C@H](OC([C@@H](N(C([C@H](OC([C@@H](N(C1=O)C)CC(C)C)=O)C)=O)C)CC(C)C)=O)CC4=CC=C(N5CCOCC5)C=C4
InChi Code
InChI=1S/C60H90N6O14/c1-37(2)31-47-57(71)77-41(9)53(67)61(11)50(34-40(7)8)60(74)80-52(36-44-17-21-46(22-18-44)66-25-29-76-30-26-66)56(70)64(14)48(32-38(3)4)58(72)78-42(10)54(68)62(12)49(33-39(5)6)59(73)79-51(55(69)63(47)13)35-43-15-19-45(20-16-43)65-23-27-75-28-24-65/h15-22,37-42,47-52H,23-36H2,1-14H3/t41-,42-,47+,48+,49+,50+,51-,52-/m1/s1
InChi Key
ZMQMTKVVAMWKNY-YSXLEBCMSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

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    Product Description

    Emodepside is a macrocyclic depsipeptide anthelmintic and semisynthetic derivative of the fungal metabolite and anthelmintic PF-1022A (Item No. 29700).1,2 It inhibits locomotion in C. elegans (IC50 = 14 nM), an effect that can be reversed by knockout of the gene encoding the calcium-activated potassium channel SLO-1.1 Emodepside (10 mg/kg) decreases the survival of N. brasiliensis and S. ratti worms in infected rats and H. polygyrus worms in infected mice.2 Formulations containing emodepside in combination with praziquantel have been used as anthelmintics in cats and dogs.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Guest, M., Bull, K., Walker, R.J., et alThe calcium-activated potassium channel, SLO-1, is required for the action of the novel cyclo-octadepsipeptide anthelmintic, emodepside, in Caenorhabditis elegans. Int. J. Parasitol. 37(14), 1577-1588 (2007).

    2. Harder, A., and von Samson-Himmelstjerna, G. Activity of the cyclic depsipeptide emodepside (BAY 44-4400) against larval and adult stages of nematodes in rodents and the influence on worm survival. Parasitol. Res. 87(11), 924-928 (2001).