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IndAcAsn5Orn

General Description

Name	Value
Level	S-1 / C-3
Discovered	1988 / N. clavata
Synonym	Nephilatoxin 11 / NPTX 11
Molecular formula	C₂₄H₃₇N₇O₄
CAS	119613-54-6
SMILES	`O=C(CC1=CNC2=C1C=CC=C2)NC(CC(N)=O)C(NCCCCCNC(C(N)CCCN)=O)=O`
InChI	`InChI=1S/C24H37N7O4/c25-10-6-8-18(26)23(34)28-11-4-1-5-12-29-24(35)20(14-21(27)32)31-22(33)13-16-15-30-19-9-3-2-7-17(16)19/h2-3,7,9,15,18,20,30H,1,4-6,8,10-14,25-26H2,(H2,27,32)(H,28,34)(H,29,35)(H,31,33)`

Precursor 1 [M+H]⁺	488.29798
Precursor 2 [M+2H]²⁺	244.65263
Precursor 3

HDX	10
Precursor HDX 1 [M(D₁₀)+D]⁺	499.36702
Precursor HDX 2 [M(D₁₀)+2D]²⁺	250.69029
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	115.08659	98.06004	132.11314
2	357.19212	339.18155	340.16557	374.21867	200.17574	183.14919	217.20229
3	471.27143	453.26087	454.24488	488.29798	314.21867	297.19212	331.24522

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
Isolation and chemical characterization of a series of new spider toxin (nephilatoxins) in the venom of Joro spider, Nephila clavata	T. Toki, T. Yasuhara, Y. Aramaki, K. Osawa, A. Miwa, N. Kawai, T. Nakajima, Biomed. Res. 1988, 9, 421-428	N. clavata	Nephilatoxin 11 / NPTX 11	Amino acid analysis, Activity-studies	Link
Synthetic studies on spider neurotoxins (I): Total synthesis of nephilatoxins (NPTX-9 and NPTX-11), new neurotoxins of Joro spider (Nephila clavata)	M. Miyashita, H. Sato, A. Yoshikoshi, T. Toki, M. Matsushita, H. Irie, T. Yanami, Y. Kikuchi, C. Takasaki, T. Nakajima, Tetrahedron Letters 1992, 33, 2833-2836	N. clavata	NPTX 11	Synthesis, NMR (ns)	Link
Synthesis of the spider toxins Nephilatoxin-9 and -11 by an novel solid-phase synthesis	B. W. Bycroft, W. C. Chan, N. D. Hone, S. Millington, I. A. Nash, JACS 1994, 116, 7415-7416		Nephilatoxin 11 / NPTX 11	Synthesis	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	N. clavata	NPTX 11	Review	Link
Synthetic studies on nephilatoxins, new neurotoxins of Joro spider (Nephila clavata)	M. Miyashita, Yuki Gosei Kagaku Kyokaishi 1996, 54, 846-858		NPTX 11	Review	Link
Synthetic studies on nephilatoxins, new neurotoxins of Joro spider (Nephila clavata)	M. Miyashita, Yuki Gosei Kagaku Kyokaishi 1996, 54, 846-858	N. clavata	NPTX 11	Review	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	N. clavata	NPTX 11	LC-MS	Link

Spider species

Spider species	Family	Discovered
Nephila clavata	Araneidae	1988 / T. Toki

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