An antagonist of α7-containing nAChRs
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Methyllycaconitine (citrate)

Item No. 21398

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
20-ethyl-1α,6β,14α,16β-tetramethoxy-4-[[[2-[(3S)-3-methyl-2,5-dioxo-1-pyrrolidinyl]benzoyl]oxy]methyl]-aconitane-7,8-diol, 2-hydroxy-1,2,3-propanetricarboxylate
CAS Number
351344-10-0
Synonyms
  • MLA
Molecular Formula
C37H50N2O10 • C6H8O7
Formula Weight
874.9
Purity
≥98%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Water: SolubleWater: Soluble: ≥ 10 mg/ml
SMILES
CCN1C[C@]2(COC(C3=C(N4C(C[C@H](C)C4=O)=O)C=CC=C3)=O)CC[C@H](OC)[C@]56[C@]2([H])[C@H](OC)[C@]([C@@H]16)(O)[C@](C[C@H](OC)[C@@]([H])(C7)[C@@H]8OC)(O)[C@]8([H])[C@]57[H].OC(CC(O)=O)(C(O)=O)CC(O)=O
InChi Code
InChI=1S/C37H50N2O10.C6H8O7/c1-7-38-17-34(18-49-32(42)20-10-8-9-11-23(20)39-26(40)14-19(2)31(39)41)13-12-25(46-4)36-22-15-21-24(45-3)16-35(43,27(22)28(21)47-5)37(44,33(36)38)30(48-6)29(34)36;7-3(8)1-6(13,5(11)12)2-4(9)10/h8-11,19,21-22,24-25,27-30,33
InChi Key
INBLZNJHDLEWPS-OULUNZSJSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

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    Product Description

    Methyllycaconitine (MLA) is an antagonist of α7-containing neuronal nicotinic acetylcholine receptors (nAChRs; Ki = 1.4 nM).1,2 It is less effective at other nAChRs.3,4 MLA is used to selectively evaluate the role of α7-containing nAChRs in signaling pathways.5,6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kalappa, B.I., Sun, F., Johnson, S.R., et al. A positive allosteric modulator of α7 nAChRs augments neuroprotective effects of endogenous nicotinic agonists in cerebral ischaemia. Br. J. Pharmacol. 169(8), 1862-1878 (2013).

    2. Ward, J.M., Cockcroft, V.B., Lunt, G.G., et al. Methyllycaconitine: A selective probe for neuronal α-bungarotoxin binding sites. FEBS Lett. 270(1-2), 45-48 (1990).

    3. Eaton, J.B., Peng, J.-H., Schroeder, K.M., et al. Characterization of human α4β2-nicotinic acetylcholine receptors stably and heterologously expressed in native nicotinic receptor-null SH-EP1 human epithelial cells. Mol. Pharmacol. 64(6), 1283-1294 (2003).

    4. Grinevich, V.P., Letchworth, S.R., Lindenberger, K.A., et al. Heterologous expression of human α6β4β3α5 nicotinic acetylcholine receptors: Binding properties consistent with their natural expression require quaternary subunit assembly including the α5 subunit. J. Pharm. Exp. Ther. 312(2), 619-626 (2005).

    5. Fan, B.-S., Zhang, E.-H., Wu, M., et al. Activation of α7 nicotinic acetylcholine receptor decreases on-site mortality in crush syndrome through insulin signaling-Na/K-ATPase pathway. Front. Pharmacol. 7, 79 (2016).

    6. Liu, L., Yu, J., Zhang, B., et al. Alpha7 nicotinic acetylcholine receptor is required for amyloid pathology in brain endothelial cells induced by Glycoprotein 120, methamphetamine and nicotine. Sci. Rep. 7, 40467 (2017).