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IndAcAsn5ßAla4

General Description

Name	Value
Level	S-1 / C-3
Discovered	1988 / N. clavata
Synonym	Nephilatoxin 12 / NPTX 12 / NPTX 515
Molecular formula	C₂₆H₄₁N₇O₄
CAS	150295-85-5
SMILES	`O=C(CC1=CNC2=C1C=CC=C2)NC(CC(N)=O)C(NCCCCCNC(CCNCCCCN)=O)=O`
InChI	`InChI=1S/C26H41N7O4/c27-11-4-7-12-29-15-10-24(35)30-13-5-1-6-14-31-26(37)22(17-23(28)34)33-25(36)16-19-18-32-21-9-3-2-8-20(19)21/h2-3,8-9,18,22,29,32H,1,4-7,10-17,27H2,(H2,28,34)(H,30,35)(H,31,37)(H,33,36)`

Precursor 1 [M+H]⁺	516.32928
Precursor 2 [M+2H]²⁺	258.66828
Precursor 3

HDX	9
Precursor HDX 1 [M(D₉)+D]⁺	526.39205
Precursor HDX 2 [M(D₉)+2D]²⁺	264.20280
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	72.08078	55.05423	89.10732
2	357.19212	339.18155	340.16557	374.21867	143.11789	126.09134	160.14444
3	428.22923	410.21867	411.20268	445.25578	228.20704	211.18049	245.23359
4	499.30273	481.29217	482.27618	516.32928	342.24997	325.22342	359.27652

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 12 / NPTX 12	Amino acid analysis, Activity-studies	Link
Synthetic studies on spider neurotoxins (II): Total synthesis of nephilatoxins (NPTX-10 and NPTX-12), nwe neurotoxins of Joro spider (Nephila clavata)	M. Miyashita, H. Sato, M. Matsushita, Y. Kusumegi, T. Toki, A. Yoshikoshi, T. Yanami, Y. Kikuchi, C. Taksaki, T. Nakajima, H. Irie, Tetrahedron Letters 1992, 33, 2837-2840		NPTX 12	Synthesis, NMR (ns),	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 12	Review	Link
Synthetic studies on nephilatoxins, new neurotoxins of Joro spider (Nephila clavata)	M. Miyashita, Yuki Gosei Kagaku Kyokaishi 1996, 54, 846-858		NPTX 12	Review	Link
Detection of new spider toxins from a Nephilengys borbonica venom gland using on-line µ-column HPLC continuous flow (FRIT) FAB LC/MS and MS/MS	Y. Itagaki, T. Fujita, H. Naoki, T. Yasuhara, M. Andriantsiferana, T. Nakajima, Nat. Toxins 1997, 5, 1-13	N. borbonica	NPTX 515	LC-FAB-MS	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 515D	MS/MS (ns)	Link
Acylpolyamines: Mass spectrometric analytical methods for Araneidae spider acylpolyamines	Y. Itagaki , T. Nakajima , Toxin Rev. 2000, 19, 23-52	div.	NPTX 12	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	div.	NPTX 12	LC-MS	Link

Spider species

Spider species	Family	Discovered
Nephila clavata	Araneidae	1988 / T. Toki
Trichonephila inaurata madagascariensis	Araneidae	2005 / M. S. Palma
Nephilingis borbonica	Araneidae	1997 / Y. Itagaki
Nephilingis cruentata	Araneidae	1997 / M. S. Palma

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