4-OH-IndAcAsn5ßAla4OrnArg
General Description
| Name | Value |
|---|---|
| Level | S-4 / C-3 |
| Discovered | 1996 / N. clavata |
| Synonym | Nephilatoxin 2 / NPTX 2 / NPTX 801E |
| Molecular formula | C₃₇H₆₃N₁₃O₇ |
| CAS | — |
| SMILES | O=C(CC1=CNC2=C1C(O)=CC=C2)NCCNCCCCCNC(CCNCCCCNC(C(CCCN)NC(C(N)CCCNC(N)=N)=O)=O)=O |
| InChI | InChI=1S/C35H62N12O5/c36-14-7-11-28(47-33(51)26(37)9-8-19-45-35(38)39)34(52)44-18-5-4-16-40-20-13-30(49)42-17-3-1-2-15-41-21-22-43-31(50)23-25-24-46-27-10-6-12-29(48)32(25)27/h6,10,12,24,26,28,40-41,46,48H,1-5,7-9,11,13-23,36-37H2,(H,42,49)(H,43,50)(H,44,52)(H,47,51)(H4,38,39,45) |
| Precursor 1 [M+H]⁺ | 802.50462 |
| Precursor 2 [M+2H]²⁺ | 401.75595 |
| Precursor 3 | |
| HDX | 18 |
| Precursor HDX 1 [M(D₁₈)+D]⁺ | 821.62388 |
| Precursor HDX 2 [M(D₁₈)+2D]²⁺ | 411.81871 |
| Precursor HDX 3 | |
| Rt | |
| Rt HDX |
Calculated MS/MS fragments
| # | a | b | c | ta | z | y | tz |
|---|---|---|---|---|---|---|---|
| 1 | 288.09788 | 270.08732 | 271.07133 | 305.12443 | 271.18770 | 254.16115 | 288.21425 |
| 2 | 373.18703 | 355.17647 | 356.16048 | 390.21358 | 342.26120 | 325.23465 | 359.28775 |
| 3 | 444.22415 | 426.21358 | 427.19760 | 461.25069 | 413.29831 | 396.27176 | 430.32486 |
| 4 | 515.29764 | 497.28708 | 498.27110 | 532.32419 | 498.38746 | 481.36091 | 515.41401 |
| 5 | 629.37696 | 611.36639 | 612.35041 | 802.50462 | 612.43039 | 595.40384 | 629.45694 |
Additional MS/MS fragments
| m/z | Annotation |
|---|---|
| 146.06004 | a’ |
| 174.05495 | a0 |
Recorded MS/MS spectra
| 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 2 / NPTX 2 | Amino acid analysis, Activity-studies, wrong structure | 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 2 | Review | Link |
| Facile Synthesis of 6-Hydroxyindole-3-acetic acid: on the structure of aromatic subunit of nephilatoxin 1-6 | T. Shinada, M. Miyachi, Y. Itagaki, H. Naoki, K. Yoshihara, T. Nakajima, Tetrahedron Lett. 1996, 37, 7099-7102 | N. clavata | NPTX 2 | partial synthesis, NMR | Link |
| Structural characterization of a new acylpolyaminetoxin from the venom of Brazilian garden spider Nephilenys cruentata | M. S. Palma, Y. Itagaki, T. Fujita, H. Naoki, T. Nakajima, Toxicon 1998, 36, 485-493 | N. clavata | NPTX 2 / NPTX 801E | Link | |
| Acylpolyamines: Mass spectrometric analytical methods for Araneidae spider acylpolyamines | Y. Itagaki , T. Nakajima , Toxin Rev. 2000, 19, 23-52 | N. clavata | NPTX 2 | 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 2 | LC-MS | Link |
Spider species
| Spider species | Family | Discovered |
|---|---|---|
| Nephila clavata | Araneidae | 1996 / T. Shinada |