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IndAcAsn5Lys(Me)3Arg

General Description

Name	Value
Level	S-4 / C-3
Discovered	1989 / A. lobata
Synonym	Arg 728 / Pseudoargiopinin 2
Molecular formula	C₃₅H₆₀N₁₂O₅
CAS	117233-45-1
SMILES	`O=C(NC(CC(N)=O)C(NCCCCCNC(C(N)CCCCN(C)CCCNC(C(N)CCCNC(N)=N)=O)=O)=O)CC1=CNC2=C1C=CC=C2`
InChI	`InChI=1S/C35H60N12O5/c1-47(20-10-18-42-33(51)27(37)13-9-17-44-35(39)40)19-8-5-12-26(36)32(50)41-15-6-2-7-16-43-34(52)29(22-30(38)48)46-31(49)21-24-23-45-28-14-4-3-11-25(24)28/h3-4,11,14,23,26-27,29,45H,2,5-10,12-13,15-22,36-37H2,1H3,(H2,38,48)(H,41,50)(H,42,51)(H,43,52)(H,46,49)(H4,39,40,44)`

Precursor 1 [M+H]⁺	729.48824
Precursor 2 [M+2H]²⁺	365.24776
Precursor 3

HDX	15
Precursor HDX [M(D₁₅)+D]⁺	745.58867
Precursor HDX 2 [M(D₁₅)+2D]²⁺	373.80111
Precursor HDX 3

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	245.20844
2	357.19212	339.18155	340.16557	374.21867	356.27685	339.25030	373.30340
3	485.28708	467.27652	468.26053	516.32928	441.36600	424.33945	458.39255
4	556.36058	538.35001	539.33403	729.48824	555.40893	538.38238	572.43548

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 2	NMR (ns), Amino acid analysis, 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 2	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 728 / Pseudoargiopinin 2	Review	Link
Acylpolyamines: Mass spectrometric analytical methods for Araneidae spider acylpolyamines	Y. Itagaki , T. Nakajima , Toxin Rev. 2000, 19, 23-52	A. lobata	Arg 728	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 2	Synthesis, NMR, Activity-studies	Link

Spider species

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

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