Nemadectin

• CAT Number: M010791
• CAS Number: 102130-84-7
• Molecular Formula: C36H52O8
• Molecular Weight: 612.8
• Purity: ≥95%
• Target: Antibiotic
• Solubility: Soluble in DMSO
• Storage: Store at -20°C
• IUPAC Name: (1R,4S,4'S,5'S,6R,6'S,8R,10E,13R,14E,16E,20R,21R,24S)-4',21,24-trihydroxy-5',11,13,22-tetramethyl-6'-[(E)-4-methylpent-2-en-2-yl]spiro[3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene-6,2'-oxane]-2-one
• InChI: InChI=1S/C36H52O8/c1-20(2)13-24(6)32-25(7)30(37)18-35(44-32)17-28-16-27(43-35)12-11-22(4)14-21(3)9-8-10-26-19-41-33-31(38)23(5)15-29(34(39)42-28)36(26,33)40/h8-11,13,15,20-21,25,27-33,37-38,40H,12,14,16-19H2,1-7H3/b9-8+,22-11+,24-13+,26-10+/t21-,25-,27+,28-,29-,30-,31+,32+,33+,35-,36+/m0/s1
• InChIKey: YNFMRVVYUVPIAN-AQUURSMBSA-N
• SMILES: CC1CC(=CCC2CC(CC3(O2)CC(C(C(O3)C(=CC(C)C)C)C)O)OC(=O)C4C=C(C(C5C4(C(=CC=C1)CO5)O)O)C)C

Nemadectin (CAS 102130-84-7) is a macrocyclic lactone antibiotic that demonstrates endectocidal and nematocidal activity. Differing only by the unsaturated side-chain extending from the 6,6-spiroketal core, this antibiotic is structurally similar to milbemycins and avermectins. Nemadectin has been used as starting material for the production of the veterinary anthelmintic, moxidectin, and its derivatives have been explored for their potential antiparasitic use.

Reference

1.LL-F28249 antibiotic complex: a new family of antiparasitic macrocyclic lactones. Isolation, characterization and structures of LL-F28249 alpha, beta, gamma, lambda. Carter G.T. et al. J Antibiot. 1988, 41, 519.
2.Efficacy of nemadectin, a new broad-spectrum endectocide, against natural infections of canine gastrointestinal helminths. Doscher M.E. et al. Vet Parasitol. 1989, 34, 255.