IndAcAsn433
General Description
| Name | Value |
|---|---|
| Level | S-1 / C-1 |
| Discovered | 1997 / N. borbonica |
| Synonym | LF 473E / NPTX 473 / NPTX 473B |
| Molecular formula | C₂₄H₃₉N₇O₃ |
| CAS | 437763-68-3 |
| SMILES | O=C(CC1=CNC2=C1C=CC=C2)NC(CC(N)=O)C(NCCCCNCCCNCCCN)=O |
| InChI | InChI=1S/C24H39N7O3/c25-9-5-11-28-13-6-12-27-10-3-4-14-29-24(34)21(16-22(26)32)31-23(33)15-18-17-30-20-8-2-1-7-19(18)20/h1-2,7-8,17,21,27-28,30H,3-6,9-16,25H2,(H2,26,32)(H,29,34)(H,31,33) |
| Precursor 1 [M+H]⁺ | 474.31871 |
| Precursor 2 [M+2H]²⁺ | 237.66300 |
| Precursor 3 | |
| HDX | 9 |
| Precursor HDX 1 [M(D₉)+D]⁺ | 484.38148 |
| Precursor HDX 2 [M(D₉)+2D]²⁺ | 243.19752 |
| Precursor HDX 3 | |
| Rt | 7.91 |
| Rt HDX | 6.70 |
Calculated MS/MS fragments
| # | a | b | c | ta | z | y | tz |
|---|---|---|---|---|---|---|---|
| 1 | 272.10297 | 254.09240 | 255.07642 | 289.12952 | 58.06513 | 41.03858 | 75.09167 |
| 2 | 343.17647 | 325.16590 | 326.14992 | 360.20302 | 115.12297 | 98.09643 | 132.14952 |
| 3 | 400.23432 | 382.22375 | 383.20777 | 417.26087 | 186.19647 | 169.16993 | 203.22302 |
| 4 | 457.29217 | 439.28160 | 440.26562 | 474.31871 | 300.23940 | 283.21285 | 317.26595 |
Additional MS/MS fragments
| m/z | Annotation |
|---|---|
| 130.06513 | a’ |
| 158.06004 | a0 |
Recorded MS/MS spectra
| Precursor | Co-eluting | Spider | Source | Author | |
|---|---|---|---|---|---|
| Data | 474.31871 | L. cornutus | Spider Pharm, USA | Y. M. Forster | |
| Data | 237.66300 | L. cornutus | Spider Pharm, USA | Y. M. Forster | |
| Data | HDX | L. cornutus | Spider Pharm, USA | Y. M. Forster |
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 473 | 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 473B | 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 473B | 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 | N. borbonica & N. cruentata | NPTX 473B | 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 473 (4) | Synthesis, NMR, ESI-MS/MS | Link | |
| Development of a high-resolution MS-based method for the structural elucidation of polyamine spider toxins | S. Eichenberger, PhD-Thesis, University of Zurich 2009, 1-156 | L. patagiatus | LF 473E | nLC-ESI-MS/MS, Amino acid analysis | 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 |
|---|---|---|
| Larinioides cornutus | Araneidae | 2020 / Y. M. Forster |
| Larinioides patagiatus | Araneidae | 2009 / S. Eichenberger |
| Nephilingis borbonica | Araneidae | 1997 / Y. Itagaki |
| Nephilingis cruentata | Araneidae | 2005 / M. S. Palma |