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IndAcAsn5Lys(Me₂)3Arg⁺

General Description

Name	Value
Level	S-4 / C-3
Discovered	1989 / A. lobata
Synonym	Arg 743 / Pseudioargiopinin 1
Molecular formula	C₃₆H₆₃N₁₂O₅⁺
CAS	117255-12-6
SMILES	`O=C(NC(CC(N)=O)C(NCCCCCNC(C(N)CCCC[N+](C)(C)CCCNC(C(N)CCCNC(N)=N)=O)=O)=O)CC1=CNC2=C1C=CC=C2`
InChI	`InChI=1S/C36H62N12O5/c1-48(2,21-11-19-43-34(52)28(38)14-10-18-45-36(40)41)20-9-6-13-27(37)33(51)42-16-7-3-8-17-44-35(53)30(23-31(39)49)47-32(50)22-25-24-46-29-15-5-4-12-26(25)29/h4-5,12,15,24,27-28,30,46H,3,6-11,13-14,16-23,37-38H2,1-2H3,(H9-,39,40,41,42,43,44,45,47,49,50,51,52,53)/p+1`

Precursor 1 M⁺	743.50389
Precursor 2 [M+H]²⁺	372.25558
Precursor 3 [(M+H)+CF₃CO₂]⁺	857.49675

HDX	15
Precursor HDX 1 M(D₁₅)⁺	758.59804
Precursor HDX 2 [M(D₁₅)+D]²⁺	380.30580
Precursor HDX 3 [(M(D₁₅)+D)+CF₃CO₂]⁺	873.59718

Rt
Rt HDX

Calculated MS/MS fragments

#	a	b	c	ta	z	y	tz
1	272.10297	254.09240	255.07642	289.12952	214.16624	197.13969	259.22409
2	357.19212	339.18155	340.16557	374.21867	370.29250	354.27378	387.31905
3	485.28708	467.27652	468.26053	530.34493	455.38165	439.36293	472.40820
4	570.37623	552.36566	553.34968	743.50389	569.42458	553.40585	586.45113

Additional MS/MS fragments

m/z	Annotation
130.06513	a’
158.06004	a0

Recorded MS/MS spectra

pdf	Precursor	Co-eluting	Spider	Source	Author

References

Title	Reference	Spider	Name	Content	Link
Glutamate receptor anatgonists from the spider Argiope lobata venom	E. V. Grishin, T. M. Volkova, A. S. Arseniev, Biorg. Khim. 1988, 14, 883-892	A. lobata
Isolation and structure analysis of components from venom of the spider Argiope lobata	E. V. Grishin, T. M. Volkova, A. S. Arseniev, Toxicon 1989, 27, 541-549	A. lobata	Pseudoargiopinin 1	NMR (ns), Amino acid analysis, Activity-studies	Link
Argiopine, argiopinines, and pseudoargiopinines as glutamate receptor blockers in hippocampal neurons	N. I. Kiskin, O. A. Kryshtal, A. Y. Tsyndrenko, T. M. Volkova, E. V. Grishin, Neurophysiology 1990, 21, 525-532	A. lobata	Pseudoargiopinine 1	Activity-studies	Link
Antropod toxins as leads for novel insecticides: An assessment of polyamine amides as glutamate antagonists	I. 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, 303-322		Pseudoargiopinin 1	Review	Link
Interaction of bovine brain glycoprotein with glutamate and argiopinins	T. M. Volkova, N. A. Avetisyan, T. G. Galkina, A. B. Kudelin, E. V. Grishin, Chemistry of Peptides and Proteins 1993, ⁵⁄₆, 741-749
Polyamine toxins from spiders and wasps	A. Schäfer, H. Benz, W. Fiedler, A. Guggisberg, S. Bienz, M. Hesse, The Alkaloids 1994, 45, 1-125	A. lobata	Arg 743 / Pseudoargiopinine 1	Review	Link
Acylpolyamines: Mass spectrometric analytical methods for Araneidae spider acylpolyamines	Y. Itagaki , T. Nakajima , Toxin Rev. 2000, 19, 23-52	A. lobata	Arg 743	Review	Link
Structure-activity relationship studies of N-methylated and N-hydroxylated spider polyamine toxins as inhibitors of ionotropic glutamate receptors	N. G. Norager, M. H. Poulson, A. G. Jensen, N. S. Jeppesen, A. S. Kristensen, K. Strømgaard, J. Med. Chem. 2014, 57, 4940-4949		Pseudoargiopinine 1	Synthesis, NMR, Activity-studies	Link

Spider species

Spider species	Family	Discovered
Argiope lobata	Araneidae	1989 / E. V. Grishin

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