4-OH-IndAcAsn5ßAla4ßAla4
General Description
| Name | Value |
|---|---|
| Level | S-3 / C-1 |
| Discovered | 1997 / N. borbonica |
| Synonym | NPTX 673 / NPTX 673D |
| Molecular formula | C₃₃H₅₅N₉O₆ |
| CAS | — |
| SMILES | O=C(NC(CC(N)=O)C(NCCCCCNC(CCNCCCCNC(CCNCCCCN)=O)=O)=O)CC1=CNC2=C1C(O)=CC=C2 |
| InChI | InChI=1S/C33H55N9O6/c34-13-2-5-14-36-19-11-30(46)39-17-7-6-15-37-20-12-29(45)38-16-3-1-4-18-40-33(48)26(22-28(35)44)42-31(47)21-24-23-41-25-9-8-10-27(43)32(24)25/h8-10,23,26,36-37,41,43H,1-7,11-22,34H2,(H2,35,44)(H,38,45)(H,39,46)(H,40,48)(H,42,47) |
| Precursor 1 [M+H]⁺ | 674.43481 |
| Precursor 2 [M+2H]²⁺ | 337.72104 |
| Precursor 3 | |
| HDX | 12 |
| Precursor HDX 1 [M(D₁₂)+D]⁺ | 687.51640 |
| Precursor HDX 2 [M(D₁₂)+2D]²⁺ | 344.76498 |
| Precursor HDX 3 | |
| Rt | 10.72 |
| Rt HDX | 9.42 |
Calculated MS/MS fragments
| # | a | b | c | ta | z | y | tz |
|---|---|---|---|---|---|---|---|
| 1 | 288.09788 | 270.08732 | 271.07133 | 305.12443 | 72.08078 | 55.05423 | 89.10732 |
| 2 | 373.18703 | 355.17647 | 356.16048 | 390.21358 | 143.11789 | 126.09134 | 160.14444 |
| 3 | 444.22415 | 426.21358 | 427.19760 | 461.25069 | 214.19139 | 197.16484 | 231.21794 |
| 4 | 515.29764 | 497.28708 | 498.27110 | 532.32419 | 285.22850 | 268.20195 | 302.25505 |
| 5 | 586.33476 | 568.32419 | 569.30821 | 603.36131 | 370.31765 | 353.29110 | 387.34420 |
| 6 | 657.40826 | 639.39769 | 640.38171 | 674.43481 | 484.36058 | 467.33403 | 501.38713 |
Additional MS/MS fragments
| m/z | Annotation |
|---|---|
| 146.06004 | a’ |
| 174.05495 | a0 |
Recorded MS/MS spectra
| Precursor | Co-eluting | Spider | Source | Author | |
|---|---|---|---|---|---|
| Data | 674.43481 | T. clavipes | Spider Pharm, USA | Y. M. Forster | |
| Data | 337.72104 | 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 |
|---|---|---|---|---|---|
| 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 673 | Content | Link |
| Mass spectrometric structure determination of spider toxins: Arginine-containing acylpolyamines from venoms of Brazilian garden spider Nephilengys cruentata | M. S. Palma, Y. Itagaki, T. Fujita, M. Hisada, H. Naoki, T. Nakajima, Nat. Toxins 1997, 5, 47-57 | N. cruentata | MS/MS (ns) | Link | |
| Structures of spider toxins: Hydroxyindole-3-acetylpolyamines and a new generalized structure of type-E compounds obtained from the venom of the Joro spider, Nephila clavata | M. Hisada, T. Fujita, H. Naoki, Y. Itagaki, H. Irie, M. Miyashita, T. Nakajima, Toxicon 1998, 36, 1115-1125 | N. clavata | NPTX 673 | CID (ns) | Link |
| Acylpolyamines: Mass spectrometric analytical methods for Araneidae spider acylpolyamines | Y. Itagaki , T. Nakajima , Toxin Rev. 2000, 19, 23-52 | div. | NPTX 673D | 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 673D | 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 | 1998 / M. Hisada |
| Trichonephila clavipes | Araneidae | 2020 / Y. M. Forster |
| Trichonephila inaurata madagascariensis | Araneidae | 2005 / M. S. Palma |
| Nephilingis borbonica | Araneidae | 1997 / Y. Itagaki |
| Nephilingis cruentata | Araneidae | 1997 / M. S. Palma |