4-OH-IndAcAsn433
General Description
| Name | Value |
|---|---|
| Level | S-3 / C-1 |
| Discovered | 1997 / N. borbonica |
| Synonym | LF 489E / NPTX 489 / NPTX 489B |
| Molecular formula | C₂₄H₃₉N₇O₄ |
| CAS | 195884-64-1 |
| SMILES | O=C(CC1=CNC2=C1C(O)=CC=C2)NC(CC(N)=O)C(NCCCCNCCCNCCCN)=O |
| InChI | InChI=1S/C24H39N7O4/c25-8-4-10-28-12-5-11-27-9-1-2-13-29-24(35)19(15-21(26)33)31-22(34)14-17-16-30-18-6-3-7-20(32)23(17)18/h3,6-7,16,19,27-28,30,32H,1-2,4-5,8-15,25H2,(H2,26,33)(H,29,35)(H,31,34) |
| Precursor 1 [M+H]⁺ | 490.31363 |
| Precursor 2 [M+2H]²⁺ | 245.66045 |
| Precursor 3 | |
| HDX | 10 |
| Precursor HDX 1 [M(D₁₀)+D]⁺ | 501.38267 |
| Precursor HDX 2 [M(D₁₀)+2D]²⁺ | 251.69811 |
| Precursor HDX 3 | |
| Rt | 5.57 |
| Rt HDX | 4.53 |
Calculated MS/MS fragments
| # | a | b | c | ta | z | y | tz |
|---|---|---|---|---|---|---|---|
| 1 | 288.09788 | 270.08732 | 271.07133 | 305.12443 | 58.06513 | 41.03858 | 75.09167 |
| 2 | 359.17138 | 341.16082 | 342.14483 | 376.19793 | 115.12297 | 98.09643 | 132.14952 |
| 3 | 416.22923 | 398.21867 | 399.20268 | 433.25578 | 186.19647 | 169.16993 | 203.22302 |
| 4 | 473.28708 | 455.27652 | 456.26053 | 490.31363 | 300.23940 | 283.21285 | 317.26595 |
Additional MS/MS fragments
| m/z | Annotation |
|---|---|
| 146.06004 | a’ |
| 174.05495 | a0 |
Recorded MS/MS spectra
| Precursor | Co-eluting | Spider | Source | Author | |
|---|---|---|---|---|---|
| Data | 490.31363 | L. cornutus | Spider Pharm, USA | Y. M. Forster | |
| Data | 245.66045 | L. cornutus | Spider Pharm, USA | Y. M. Forster | |
| Data | HDX | L. cornutus | Spider Pharm, USA | Y. M. Forster | |
| Data | 490.31363 | 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 489 | LC-FAB-MS | 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 | |
| Acylpolyamines: Mass spectrometric analytical methods for Araneidae spider acylpolyamines | Y. Itagaki , T. Nakajima , Toxin Rev. 2000, 19, 23-52 | N. borbonica & N. cruentata | NPTX 489B | 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 489B | LC-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 489E | 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 |
| 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 |