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IndAcAsn5Gly4
General Description
| Name | Value |
|---|
| Level | S-1 / C-2 |
| Discovered | 1997 / N. borbonica |
| Synonym | NPTX 501 / NPTX 501C |
| Molecular formula | C₂₅H₃₉N₇O₄ |
| CAS | 909786-42-1 |
| SMILES | O=C(CC1=CNC2=C1C=CC=C2)NC(CC(N)=O)C(NCCCCCNC(CNCCCCN)=O)=O |
| InChI | InChI=1S/C25H39N7O4/c26-10-4-7-11-28-17-24(35)29-12-5-1-6-13-30-25(36)21(15-22(27)33)32-23(34)14-18-16-31-20-9-3-2-8-19(18)20/h2-3,8-9,16,21,28,31H,1,4-7,10-15,17,26H2,(H2,27,33)(H,29,35)(H,30,36)(H,32,34) |
| |
| Precursor 1 [M+H]⁺ | 502.31363 |
| Precursor 2 [M+2H]²⁺ | 251.66045 |
| Precursor 3 | |
| |
| HDX | 9 |
| Precursor HDX 1 [M(D₉)+D]⁺ | 512.37640 |
| Precursor HDX 2 [M(D₉)+2D]²⁺ | 257.19497 |
| 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 | 129.10224 | 112.07569 | 146.12879 |
| 3 | 414.21358 | 396.20302 | 397.18703 | 431.24013 | 214.19139 | 197.16484 | 231.21794 |
| 4 | 485.28708 | 467.27652 | 468.26053 | 502.31363 | 328.23432 | 311.20777 | 345.26087 |
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 |
|---|
| 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 501 | LC-FAB-MS | Link |
| Acylpolyamines: Mass spectrometric analytical methods for Araneidae spider acylpolyamines | Y. Itagaki , T. Nakajima , Toxin Rev. 2000, 19, 23-52 | N. borbonica | NPTX 501C | Review | Link |
| An efficient and versatile synthesis of acylpolyamine spider toxins | K. Nihei, M. J. Kato, T. Yamane, M. S. Palma, K. Konno, Bioorg. Med. Chem. Lett. 2002, 12, 299-302 | | NPTX 501C | Synthesis | 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 501C | LC-MS | Link |
| An efficient and versatile synthesis of all structural types of acylpolyamine spider toxins | K. Nihei, M. J. Kato, T. Yamane, K. Konno, Tetrahedron 2006, 62, 8335-8350 | | NPTX 501C | Synthesis, NMR, ESI-MS/MS | Link |
Spider species
| Spider species | Family | Discovered |
|---|
| Nephila clavata | Araneidae | 2005 / M. S. Palma |
| Trichonephila inaurata madagascariensis | Araneidae | 2005 / M. S. Palma |
| Nephilingis borbonica | Araneidae | 1997 / Y. Itagaki |
| Nephilingis cruentata | Araneidae | 2005 / M. S. Palma |