An anthelmintic
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Ivermectin B1a

Item No. 18768

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-O-demethyl-22,23-dihydro-avermectin A1a
CAS Number
71827-03-7
Synonyms
  • 22,23-dihydro Avermectin B1a
Molecular Formula
C48H74O14
Formula Weight
875.1
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: soluble
SMILES
C/C([C@@H](O[C@@]1([H])C[C@H](OC)[C@@H](O[C@]2([H])O[C@@H](C)[C@H](O)[C@@H](OC)C2)[C@H](C)O1)[C@@H](C)/C=C/C=C(CO3)/[C@@]([C@@]3([H])[C@H](O)C(C)=C4)(O)[C@]4([H])C5=O)=C\C[C@]6([H])C[C@@](O5)([H])C[C@]7(CC[C@H](C)[C@]([C@H](CC)C)([H])O7)O6
InChi Code
InChI=1S/C48H74O14/c1-11-25(2)43-28(5)17-18-47(62-43)23-34-20-33(61-47)16-15-27(4)42(26(3)13-12-14-32-24-55-45-40(49)29(6)19-35(46(51)58-34)48(32,45)52)59-39-22-37(54-10)44(31(8)57-39)60-38-21-36(53-9)41(50)30(7)56-38/h12-15,19,25-26,28,30-31,33-45,4
InChi Key
AZSNMRSAGSSBNP-XPNPUAGNSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

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    Cayman Chemical
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    Product Description

    Ivermectin B1a is the main component (>80%) of the anthelmintic ivermectin, which also contains ivermectin B1b (<20%; Item No. 23824).1 It produces antiparasitic activity by binding to glutamate-gated chloride channels expressed on nematode neurons and pharyngeal muscle cells, inducing irreversible channel opening and very long-lasting hyperpolarization/depolarization of the neuron/muscle cell, thereby blocking further function (EC50 = 104 nM).2,3 Formulations containing ivermectin inhibit replication of severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) in Vero/hSLAM cells.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Campbell, W.C., Fisher, M.H., Stapley, E.O., et al. Ivermectin: A potent new antiparasitic agent. Science 221(4613), 823-828 (1983).

    2. Wolsetnholme, A.J., and Rogers, A.T. Glutamate-gated chloride channels and the mode of action of the avermectin/milbemycin anthelmintics. Parasitology 131(Suppl), S85-S95 (2005).

    3. Arena, J.P., Liu, K.K., Paress, P.S., et al. The mechanism of action of avermectins in Caenorhabditis elegans: Correlation between activation of glutamate-sensitive chloride current, membrane binding, and biological activity. J. Parasitol. 81(2), 286-294 (1995).

    4. Caly, L., Druce, J.D., Catton, M.G., et al. The FDA-approved drug ivermectin inhibits the replication of SARS-CoV-2 in vitro. Antiviral Res. 178:104787, (2020).