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2,4-(OH)₂-PhAcAsn433Arg

General Description

Name	Value
Level	S-1 / C-1
Discovered	1997 / N. cruentata
Synonym	Arg 622 / AVTX 622 / NPTX 622 / NPTX 622B
Molecular formula	C₂₈H₅₀N₁₀O₆
CAS	345303-38-0 (S,S) / 2133411-64-8 (S,R)
SMILES	`O=C(NC(CC(N)=O)C(NCCCCNCCCNCCCNC(C(N)CCCNC(N)=N)=O)=O)CC1=CC=C(O)C=C1O`
InChI	`InChI=1S/C28H50N10O6/c29-21(6-3-14-37-28(31)32)26(43)35-15-5-12-34-11-4-10-33-9-1-2-13-36-27(44)22(18-24(30)41)38-25(42)16-19-7-8-20(39)17-23(19)40/h7-8,17,21-22,33-34,39-40H,1-6,9-16,18,29H2,(H2,30,41)(H,35,43)(H,36,44)(H,38,42)(H4,31,32,37)`

Precursor 1 [M+H]⁺	623.39876
Precursor 2 [M+2H]²⁺	312.20302
Precursor 3

HDX	15
Precursor HDX 1 [M(D₁₅)+D]⁺	639.49918
Precursor HDX 2 [M(D₁₅)+2D]²⁺	320.75637
Precursor HDX 3

Rt	4.18
Rt HDX	3.15

Calculated MS/MS fragments

#	a	b	c	ta	z	y	tz
1	265.08190	247.07133	248.05535	282.10845	214.16624	197.13969	231.19279
2	336.15540	318.14483	319.12885	353.18195	271.22409	254.19754	288.25064
3	393.21325	375.20268	376.18670	410.23980	342.29759	325.27104	359.32413
4	450.27110	432.26053	433.24455	623.39876	456.34051	439.31396	473.36706

Additional MS/MS fragments

m/z	Annotation
123.04406	a’

Recorded MS/MS spectra

pdf	Precursor	Co-eluting	Spider	Source	Author
Data	623.39876		T. clavipes	Spider Pharm, USA	Y. M. Forster
Data	312.20302		T. clavipes	Spider Pharm, USA	Y. M. Forster
Data	HDX		T. clavipes	Spider Pharm, USA	Y. M. Forster

References

Title	Reference	Spider	Name	Content	Link
Isolation and characterisation of glutamate receptor antagonists from venoms of orb-web spiders	T. 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, 30-39	A. florida & A. trifasciata	Arg 622	NMR (ns), Amino acid analysis, Activity-studies, partly proposed sructure	Link
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. florida & A. trifasciata	Arg 622	Review	Link
Mass spectrometric structure determination of spider toxins: Arginine-containing acylpolyamines from venoms of Brazilian garden spider Nephilengys cruentata	M. S. Palma, Y. Itagaki, T. Fujita, M. Hisada, H. Naoki, T. Nakajima, Nat. Toxins 1997, 5, 47-57	N. cruentata	NPTX 622	FAB-MS/MS	Link
Acylpolyamines: Mass spectrometric analytical methods for Araneidae spider acylpolyamines	Y. Itagaki , T. Nakajima , Toxin Rev. 2000, 19, 23-52	N. cruentata	NPTX 622B	Review	Link
Study on the structure activity relationships of NPTX-594, a spider toxin belonging to the type-B acylpolyamine structure	T. Wakamiya, T. Kinoshita, Y. Hattori, Y. Yamaguchi, H. Naoki, G. Corzo, T. Nakajima, Bull. Chem. Soc. Jpn. 2004, 77, 331-340		NPTX 622B	Synthesis, NMR, Activity-studies	Link
A natural combinatorial chemistry strategy in acylpolyamine toxins from Nephilinae orb-web spiders	M. S. Palma, T. Nakajima, Toxin Rev. 2005, 24, 209-234	div.	NPTX 622B	LC-MS	Link
Structural foundation for insect-selective activity of acylpolyamine toxins from spider Araneus ventricosus	K. Lui, M. Wang, L. Jiang, X. Tang, Z. Liu, Z. Zhou, W. Hu, Z. Duan, S. Liang, Chemical Research in Toxicology 2019	A. ventricosus	AVTX 622	NMR, Activity-studies	Link
Low molecular mass compounds in spider venom	Y. M. Forster, S. Bienz, L. Bigler, 2020, in preparation	div.			Link

Spider species

Spider species	Family	Discovered
Araneus ventricosus	Araneidae	2019 / K. Lui
Argiope florida	Araneidae	1988 / T. Budd
Argiope trifasciata	Araneidae	1988 / T. Budd
Nephila clavata	Araneidae	2005 / M. S. Palma
Trichonephila clavipes	Araneidae	2020 / Y. M. Forster
Trichonephila inaurata madagascariensis	Araneidae	2005 / M. S. Palma
Nephilingis cruentata	Araneidae	1997 / M. S. Palma

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