A macrolide anthelmintic
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Ivermectin B1a monosaccharide

Item No. 19443

Technical Information
Formal Name
4'-O-de(2,6-dideoxy-3-O-methyl-α-L-arabino-hexopyranosyl)-5-O-demethyl-22,23-dihydro-avermectin A1a
CAS Number
71837-27-9
Synonyms
  • dihydro Avermectin B1 monosaccharide
  • Ivermectin B1 monosaccharide
Molecular Formula
C41H62O11
Formula Weight
Purity
≥99%
A solid
DMF: solubleDMSO: solubleEthanol: solubleMethanol: soluble
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(CC[C@H](C)[C@]([C@H](CC)C)([H])O6)O5
InChi Code
InChI=1S/C41H62O11/c1-9-22(2)37-25(5)15-16-40(52-37)20-30-18-29(51-40)14-13-24(4)36(50-33-19-32(46-8)35(43)27(7)48-33)23(3)11-10-12-28-21-47-38-34(42)26(6)17-31(39(44)49-30)41(28,38)45/h10-13,17,22-23,25,27,29-38,42-43,45H,9,14-16,18-21H2,1-8H3/b11-1
InChi Key
IDRWWNAYSYRQBV-OESCZRLOSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Ivermectin B1a monosaccharide is produced by selective hydrolysis of the terminal saccharide unit of ivermectin.1 It can inhibit nematode larval development, but does not cause paralytic activity. This compound has been used as a probe to detect some types of ivermectin resistance.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. 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).

    2. Chabala, J.C., Mrozik, H., Tolman, R.L., et alIvermectin, a new broad-spectrum antiparasitic agent. J. Med. Chem. 23(10), 1134-1136 (1980).