IndAcAsn5ßAla4Arg
General Description
| Name | Value |
|---|---|
| Level | S-1 / C-1 |
| Discovered | 1988 / N. clavata |
| Synonym | Nephilatoxin 10 / NPTX 10 |
| Molecular formula | C₃₂H₅₃N₁₁O₅ |
| CAS | 119613-53-5 |
| SMILES | O=C(CC1=CNC2=C1C=CC=C2)NC(CC(N)=O)C(NCCCCCNC(CCNCCCCNC(C(CCCNC(N)=N)N)=O)=O)=O |
| InChI | InChI=1S/C32H53N11O5/c33-24(10-8-17-41-32(35)36)30(47)39-16-7-6-13-37-18-12-28(45)38-14-4-1-5-15-40-31(48)26(20-27(34)44)43-29(46)19-22-21-42-25-11-3-2-9-23(22)25/h2-3,9,11,21,24,26,37,42H,1,4-8,10,12-20,33H2,(H2,34,44)(H,38,45)(H,39,47)(H,40,48)(H,43,46)(H4,35,36,41) |
| Precursor 1 [M+H]⁺ | 672.43039 |
| Precursor 2 [M+2H]²⁺ | 336.71883 |
| Precursor 3 | |
| HDX | 14 |
| Precursor HDX 1 [M(D₁₄)+D]⁺ | 687.52454 |
| Precursor HDX 2 [M(D₁₄)+2D]²⁺ | 344.76905 |
| Precursor HDX 3 | |
| Rt | 13.31 |
| Rt HDX | 12.01 |
Calculated MS/MS fragments
| # | a | b | c | ta | z | y | tz |
|---|---|---|---|---|---|---|---|
| 1 | 272.10297 | 254.09240 | 255.07642 | 289.12952 | 228.18189 | 211.15534 | 245.20844 |
| 2 | 357.19212 | 339.18155 | 340.16557 | 374.21867 | 299.21900 | 282.19245 | 316.24555 |
| 3 | 428.22923 | 410.21867 | 411.20268 | 445.25578 | 384.30815 | 367.28160 | 401.33470 |
| 4 | 499.30273 | 481.29217 | 482.27618 | 672.43039 | 498.35108 | 481.32453 | 515.37763 |
Additional MS/MS fragments
| m/z | Annotation |
|---|---|
| 130.06513 | a’ |
| 158.06004 | a0 |
Recorded MS/MS spectra
| Precursor | Co-eluting | Spider | Source | Author | |
|---|---|---|---|---|---|
| Data | 672.43039 | T. clavipes | Spider Pharm, USA | Y. M. Forster | |
| Data | 336.71883 | 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 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 10 / NPTX 10 | 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 | N. clavata | NPTX 10 | 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 10 | Review | Link |
| Synthetic studies on nephilatoxins, new neurotoxins of Joro spider (Nephila clavata) | M. Miyashita, Yuki Gosei Kagaku Kyokaishi 1996, 54, 846-858 | NPTX 10 | Review | Link | |
| Acylpolyamines: Mass spectrometric analytical methods for Araneidae spider acylpolyamines | Y. Itagaki , T. Nakajima , Toxin Rev. 2000, 19, 23-52 | N. clavata | NPTX 10 | 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 & N. cruentata | NPTX 10 | LC-MS | 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 |
|---|---|---|
| Nephila clavata | Araneidae | 1988 / T. Toki |
| Trichonephila clavipes | Araneidae | 2020 / Y. M. Forster |