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2,4-(OH)₂-PhAcAsn343

General Description

NameValue
LevelS-1 / C-1
Discovered1990 / N. clavata
SynonymJSTX 1 / LF 466D
Molecular formulaC₂₂H₃₈N₆O₅
CAS133698-34-7
SMILESO=C(CC1=CC=C(O)C=C1O)NC(CC(N)=O)C(NCCCNCCCCNCCCN)=O
InChIInChI=1S/C22H38N6O5/c23-7-3-10-25-8-1-2-9-26-11-4-12-27-22(33)18(15-20(24)31)28-21(32)13-16-5-6-17(29)14-19(16)30/h5-6,14,18,25-26,29-30H,1-4,7-13,15,23H2,(H2,24,31)(H,27,33)(H,28,32)
Precursor 1 [M+H]⁺467.29764
Precursor 2 [M+2H]²⁺234.15246
Precursor 3
HDX10
Precursor HDX 1 [M(D₁₀)+D]⁺478.36669
Precursor HDX 2 [M(D₁₀)+2D]²⁺240.19012
Precursor HDX 3
Rt2.98
Rt HDX2.31

Calculated MS/MS fragments

#abctazytz
1265.08190247.07133248.05535282.1084558.0651341.0385875.09167
2322.13975304.12918305.11320339.16630129.13862112.11208146.16517
3393.21325375.20268376.18670410.23980186.19647169.16993203.22302
4450.27110432.26053433.24455467.29764300.23940283.21285317.26595

Additional MS/MS fragments

m/zAnnotation
123.04406a’

Recorded MS/MS spectra

pdfPrecursorCo-elutingSpiderSourceAuthor
Data467.29764L. cornutusSpider Pharm, USAY. M. Forster
Data234.15246L. cornutusSpider Pharm, USAY. M. Forster
DataHDXL. cornutusSpider Pharm, USAY. M. Forster
Data467.29764T. clavipesSpider Pharm, USAY. M. Forster
Data234.15246T. clavipesSpider Pharm, USAY. M. Forster
DataHDXT. clavipesSpider Pharm, USAY. M. Forster

References

TitleReferenceSpiderNameContentLink
Synthesis of spider toxin (JSTX-3) and its analogsY. Hashimoto, Y. Endo, K. Shudo, Y. Aramaki, N. Kawai, T. Nakajima, Tetrahedron Letters 1987, 28, 3511-3514compound 4Synthesis, NMR, Activity-studiesLink
Newly synthesized analogues of the spider toxin block the crustacean glutamate receptorK. Shudo, Y. Endo, Y. Hashimoto, Y. Aramaki, T. Nakajima, N. Kawai, Neuroscience Research 1987, 5, 82-85C-2Synthesis, Activity-studiesLink
Use of spider toxin for the study of glutamate receptorsN. Kawai, T. Nakajima, Biomedical Research 1988, 9, 55-57¹²⁵I-labeled toxin
Acylpolyamines mimic the action of Joro spider toxin (JSTX) on crustacean muscle glutamate receptorsT. Asami, H. Kagechika, Y. Hashimoto, K. Shudo, A. Miwa, N. Kawai, T. Nakajima, Biomedical Research 1989, 10, 185-189Synthesis, NMR, Activity-studiesLink
Molecular structures of spider toxins (JSTX-1, 2, 3 and 4) in the venom of Nephila clavata L. KochT. Toki, T. Yasuhara, Y. Aramaki, Y. Hashimoto, K. Shudo, N. Kawai, T. Nakajima, Jpn. J. Sanit. Zool. 1990, 41, 9-14N. clavataJSTX-1Amino acid analysisLink
Purification of AMPA type glutamate receptor by a spider toxinK. Shimazaki, H. P. C. Robinson, T. Nakajima, N. Kawai, T. Takenawa, Molecular Brain Research 1992, 13, 331-337JSTX-1Activity-studiesLink
Polyamine toxins from spiders and waspsA. Schäfer, H. Benz, W. Fiedler, A. Guggisberg, S. Bienz, M. Hesse, The Alkaloids 1994, 45, 1-125N. clavataJSTX-1ReviewLink
Structural characterization of glutaminergic blocker spider toxins by high-energy collision charge-remote fragmentationsT. Fujita, Y. Itagaki, H. Naoki, T. Nakajima, Rapid Commun. Mass Spectrom. 1995, 9, 365-371JSTX-1CID of [M+Na]⁺Link
Diversity of Joro spider toxinsM. Yoshioka, 1997, 117, 700-714JSTX-1ReviewLink
Structural characterization of a new acylpolyaminetoxin from the venom of Brazilian garden spider Nephilenys cruentataM. S. Palma, Y. Itagaki, T. Fujita, H. Naoki, T. Nakajima, Toxicon 1998, 36, 485-493N. cruentataJSTX-1Frit-FAB-MSLink
Development of a high-resolution MS-based method for the structural elucidation of polyamine spider toxinsS. Eichenberger, PhD-Thesis, University of Zurich 2009, 1-156L. patagiatusLF 466DnLC-ESI-MS/MS, Amino acid analysisLink
Low molecular mass compounds in spider venomY. M. Forster, S. Bienz, L. Bigler, 2020, in preparationdiv.Link

Spider species

Spider speciesFamilyDiscovered
Larinioides cornutusAraneidae2020 / Y. M. Forster
Larinioides patagiatusAraneidae2009 / S. Eichenberger
Nephila clavataAraneidae1990 / T. Toki
Trichonephila clavipesAraneidae2020 / Y. M. Forster
Nephilingis cruentataAraneidae1998 / M. S. Palma

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