An acid degradation product of doramectin
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Doramectin monosaccharide

Item No. 23823

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
25-cyclohexyl-4'-O-de(2,6-dideoxy-3-O-methyl-α-L-arabino-hexopyranosyl)-5-O-demethyl-25-de(1-methylpropyl)-avermectin A1a
CAS Number
165108-44-1
Molecular Formula
C43H62O11
Formula Weight
755.0
Purity
≥95%
Formulation (Request formulation change)
A solid
SMILES
C/C([C@@H](O[C@@]1([H])C[C@H](OC)[C@@H](O)[C@H](C)O1)[C@@H](C)/C=C/C=C(CO2)/[C@@]([C@@]2([H])[C@H](O)C(C)=C3)(O)[C@]3([H])C4=O)=C\C[C@]5([H])C[C@@](O4)([H])C[C@]6(C=C[C@H](C)[C@@H](C7CCCCC7)O6)O5
InChi Code
InChI=1S/C43H62O11/c1-24-11-10-14-30-23-49-40-36(44)27(4)19-33(43(30,40)47)41(46)51-32-20-31(16-15-25(2)38(24)52-35-21-34(48-6)37(45)28(5)50-35)53-42(22-32)18-17-26(3)39(54-42)29-12-8-7-9-13-29/h10-11,14-15,17-19,24,26,28-29,31-40,44-45,47H,7-9,12-13,16,20-23H2,1-6H3/b11-10+,25-15+,30-14+/t24-,26-,28-,31+,32-,33-,34-,35-,36+,37-,38-,39-,40+,42+,43+/m0/s1
InChi Key
HFDCQUOZPUMCSE-SWAPENPXSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Doramectin monosaccharide is an acid degradation product of doramectin (Item No. 19467), a disaccharide-containing anthelmintic that potentiates glutamate- and GABA-gated chloride channel opening in nematodes.1,2,3 Doramectin undergoes acid-catalyzed hydrolysis to form doramectin monosaccharide.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Holden-Dye, L., and Walker, R.J. Anthelmintic drugs and nematicides: Studies in Caenorhabditis elegans. WormBook 16, 1-29 (2014).

    2. Michael, B., Meinke, P.T., and Shoop, W. Comparison of ivermectin, doramectin, selamectin, and eleven intermediates in a nematode larval development assay. J. Parasitol. 87(3), 692-696 (2001).

    3. Moore, A.F., Lacey, H.J., Crombie, A., et al. Primary pH degradation products of doramectin. Tetrahedron Lett. 57(37), 4224-4227 (2016).