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2,4-(OH)₂-PhAcAsn5ßAla4
General Description
| Name | Value |
|---|
| Level | S-1 / C-1 |
| Discovered | 1997 / N. borbonica |
| Synonym | NPTX 508 / NPTX 508D |
| Molecular formula | C₂₄H₄₀N₆O₆ |
| CAS | 129655-19-2 |
| SMILES | O=C(NC(CC(N)=O)C(NCCCCCNC(CCNCCCCN)=O)=O)CC1=CC=C(O)C=C1O |
| InChI | InChI=1S/C24H40N6O6/c25-9-2-5-10-27-13-8-22(34)28-11-3-1-4-12-29-24(36)19(16-21(26)33)30-23(35)14-17-6-7-18(31)15-20(17)32/h6-7,15,19,27,31-32H,1-5,8-14,16,25H2,(H2,26,33)(H,28,34)(H,29,36)(H,30,35) |
| |
| Precursor 1 [M+H]⁺ | 509.30821 |
| Precursor 2 [M+2H]²⁺ | 255.15774 |
| Precursor 3 | |
| |
| HDX | 10 |
| Precursor HDX 1 [M(D₁₀)+D]⁺ | 520.37725 |
| Precursor HDX 2 [M(D₁₀)+2D]²⁺ | 261.19540 |
| Precursor HDX 3 | |
| |
| Rt | 6.99 |
| Rt HDX | 5.96 |
Calculated MS/MS fragments
| # | a | b | c | ta | z | y | tz |
|---|
| 1 | 265.08190 | 247.07133 | 248.05535 | 282.10845 | 72.08078 | 55.05423 | 89.10732 |
| 2 | 350.17105 | 332.16048 | 333.14450 | 367.19760 | 143.11789 | 126.09134 | 160.14444 |
| 3 | 421.20816 | 403.19760 | 404.18161 | 438.23471 | 228.20704 | 211.18049 | 245.23359 |
| 4 | 492.28166 | 474.27110 | 475.25511 | 509.30821 | 342.24997 | 325.22342 | 359.27652 |
Additional MS/MS fragments
Recorded MS/MS spectra
| pdf | Precursor | Co-eluting | Spider | Source | Author |
|---|
| Data | 509.30821 | | 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 |
|---|
| Structure-activity relationship of NSTX-3, spider toxin of Nephila maculata | T. Teshima, T. Matsumoto, T. Wakamiya, T. Shiba, T. Nakajima, N. Kawai, Tetrahedron 1990, 46, 3813-3818 | | (11) | Synthesis, NMR (ns), Amino acid analysis, Activity-studies | 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 508 | 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 508D | 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 508D | 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 | 2005 / M. S. Palma |
| Trichonephila clavipes | Araneidae | 2020 / Y. M. Forster |
| Trichonephila inaurata madagascariensis | Araneidae | 2005 / M. S. Palma |
| Nephilingis borbonica | Araneidae | 1997 / Y. Itagaki |
| Nephilingis cruentata | Araneidae | 2005 / M. S. Palma |