General Description

LevelS-1 / C-3
Discovered1987 / A. aurantia
SynonymAR 659 / Arg 659 / Argiopinin 3 / Argiotoxin 659 / ArgTX 659
Molecular formulaC₃₁H₅₃N₁₁O₅
Precursor 1 [M+H]⁺660.43039
Precursor 2 [M+2H]²⁺330.71883
Precursor 3
Precursor HDX 1 [M(D₁₅)+D]⁺676.53082
Precursor HDX 2 [M(D₁₅)+2D]²⁺339.27219
Precursor HDX 3

Calculated MS/MS fragments


Additional MS/MS fragments


Recorded MS/MS spectra



Structures and biological activities of three synaptic antagonists from orb weaver spider venomM. E. Adams, R. L. Carney, F. E. Enderlin, E. T. Fu, M. A. Jarema, J. P. Li, C. A. Miller, D. A. Schooley, M. J. Shapiro, V. J Venema, Biochem. Biophys. Res. Com. 1987, 148, 678-683A. aurantiaAR 659Synthesis, NMR (ns), Amino acid analysis, Activity-studiesLink
Isolation and characterisation of glutamate receptor antagonists from venoms of orb-web spidersT. Budd, P. Clinton, A. Dell, I. R. Duce, S. J. Johnson, D. L. J. Quicke, G. W. Taylor, P. N. R. Usherwood, G. Usoh, Brain Res. 1988, 448, 30-39A. florida & A. trifasciataArg 659NMR, Amino acid analysis, Activity-studiesLink
The total synthesis of argiotoxins 636, 659 and 673V. J. Jasys, P. R. Kelbaugh, D. M. Nason, D. Phillips, N. A. Saccomano, R. A. Volkmann, Tetrahedron Letters 1988, 29, 6223-6226Arg 659Synthesis, NMRLink
Isolation and structure analysis of components from venom of the spider Argiope lobataE. V. Grishin, T. M. Volkova, A. S. Arseniev, Toxicon 1989, 27, 541-549A. lobataArgiopinin 3NMR, Amino acid analysis, Activity-studiesLink
Structures of paralytic acylpolyamines from the spider Agelenopsis apertaG. B. Quistad, S. Suwanrumpha, M. Ann Jarema, M. J. Shapiro, W. S. Skinner, G. C. Jamieson, A. Lui, E. W. Fu, Biochem. Biophys. Res. Com. 1990, 169, 51-56AR 659UV Reference for 4-OH-IndAc headLink
Argiopine, argiopinines, and pseudoargiopinines as glutamate receptor blockers in hippocampal neuronsN. I. Kiskin, O. A. Kryshtal, A. Y. Tsyndrenko, T. M. Volkova, E. V. Grishin, Neurophysiology 1990, 21, 525-532A. lobataargiopinin 3Activity-studiesLink
Arylamine spider toxins antagonize NMDA receptor-mediated synaptic transmission in rat hippocampal slicesA. L. Mueller, B. C. Albensi, A. H. Ganong, L. S. Reynolds, H. Jackson, Synapse 1991, 9, 244-250Argiotoxin 659Activity-studiesLink
Polyamine spider toxins are potent un-competitive antagonists of rat cortex excitatory amino acid receptorsM. S. Davies, M. P. Baganoff, E. V. Grishin, T. H. Lanthorn, T. M. Volkova, G. B. Watson, R. C. Wiegand, Eur J Pharmacol. 1992, 227, 51-56A. lobataArgiopinin 3Activity-studiesLink
Antropod toxins as leads for novel insecticides: An assessment of polyamine amides as glutamate antagonistsI. S. Blagbrough, P. T. H. Brackley, M. Bruce, B. W. Bycroft, A. J. Mather, S. Millington, H. L. Sudan, P. N. R. Usherwood, Toxicon 1992, 30, 303-322ArgTX 659ReviewLink
Interaction of bovine brain glycoprotein with glutamate and argiopininsT. M. Volkova, N. A. Avetisyan, T. G. Galkina, A. B. Kudelin, E. V. Grishin, Chemistry of Peptides and Proteins 1993, 56, 741-749
Polyamine toxins from spiders and waspsA. Schäfer, H. Benz, W. Fiedler, A. Guggisberg, S. Bienz, M. Hesse, The Alkaloids 1994, 45, 1-125div.AR 659 / Arg 659 / Argiopinine 3 / Argiotoxin 659ReviewLink
Polyamine und Polyamin-Derivate in der NaturH. Geneste, M. Hesse, Chem. unserer Zeit 1998, 32, 206-218Argiop sp.Arg 659ReviewLink
Acylpolyamines: Mass spectrometric analytical methods for Araneidae spider acylpolyaminesY. Itagaki , T. Nakajima , Toxin Rev. 2000, 19, 23-52A. lobataArg 659ReviewLink

Spider species

Spider speciesFamilyDiscovered
Argiope aurantiaAraneidae1987 / M. E. Adams
Argiope floridaAraneidae1988 / T. Budd
Argiope lobataAraneidae1989 / E. V. Grishin
Argiope trifasciataAraneidae1988 / T. Budd