4-OH-IndAc3(OH)335(NMe₃)⁺
335(NMe3).png)
335(NMe3)_Aa.png?classes=border)
335(NMe3)_Aa_2.png?classes=border)
General Description
| Name | Value |
|---|---|
| Level | S-3 / C-1 |
| Discovered | 1992 / A. aperta |
| Synonym | AG 504 / AG 505a / Agel 505a |
| Molecular formula | C₂₇H₄₉N₆O₃⁺ |
| CAS | 129724-54-5 |
| SMILES | O=C(NCCCN(O)CCCNCCCNCCCCC[N+](C)(C)C)CC1=CNC2=C1C(O)=CC=C2 |
| InChI | InChI=1S/C27H48N6O3/c1-33(2,3)20-6-4-5-13-28-14-8-15-29-16-9-18-32(36)19-10-17-30-26(35)21-23-22-31-24-11-7-12-25(34)27(23)24/h7,11-12,22,28-29,31,36H,4-6,8-10,13-21H2,1-3H3,(H-,30,34,35)/p+1 |
| Precursor 1 M⁺ | 505.38607 |
| Precursor 2 [M+H]²⁺ | 253.19667 |
| Precursor 3 [(M+H)+CF₃CO₂]⁺ | 619.37893 |
| HDX | 6 |
| Precursor HDX 1 M(D₆)⁺ | 511.42373 |
| Precursor HDX 2 [M(D₆)+D]²⁺ | 256.71864 |
| Precursor HDX 3 [(M(D₆)+D)+CF₃CO₂]⁺ | 626.42287 |
| Rt | 8.10 |
| Rt HDX | 6.43 |
Calculated MS/MS fragments
| # | a | b | c | ta | z | y | tz |
|---|---|---|---|---|---|---|---|
| 1 | 231.11280 | 213.10224 | 214.08626 | 264.13427 | 128.14338 | 111.11683 | 146.17775 |
| 2 | 304.16557 | 286.15500 | 287.13902 | 321.19212 | 185.20123 | 167.16685 | 203.23560 |
| 3 | 361.22342 | 343.21285 | 344.19687 | 378.24997 | 242.25907 | 223.21688 | 276.28836 |
| 4 | 446.31257 | 428.30200 | 429.28602 | 505.38607 | 315.31184 | 295.26181 | 333.34621 |
Additional MS/MS fragments
| m/z | Annotation |
|---|---|
| 86.09643 | tz1-NMe₃ |
| 126.12773 | z2-NMe₃ |
| 143.15482 | tz2-NMe₃ |
| 146.06004 | a’ |
| 174.05495 | a0 |
| 183.18558 | z3-NMe₃ |
| 191.08150 | ta0 |
| 216.20704 | tz3-NMe₃ |
| 273.26489 | tz4-NMe₃ |
Recorded MS/MS spectra
| Precursor | Co-eluting | Spider | Source | Author | |
|---|---|---|---|---|---|
| Data | 505.38607 | A. aperta | Fauna Laboratories Ltd., KAZ | Y. M. Forster | |
| Data | 253.19667 | A. aperta | Fauna Laboratories Ltd., KAZ | Y. M. Forster | |
| Data | HDX | A. aperta | Fauna Laboratories Ltd., KAZ | Y. M. Forster | |
| Data | 505.38607 | A. potteri | Fauna Laboratories Ltd., KAZ | Y. M. Forster | |
| Data | 253.19667 | A. potteri | Fauna Laboratories Ltd., KAZ | Y. M. Forster | |
| Data | HDX | A. potteri | Fauna Laboratories Ltd., KAZ | Y. M. Forster | |
| Data | 505.38607 | E. agrestis | Fauna Laboratories Ltd., KAZ | Y. M. Forster | |
| Data | 253.19667 | E. agrestis | Fauna Laboratories Ltd., KAZ | Y. M. Forster | |
| Data | HDX | E. agrestis | Fauna Laboratories Ltd., KAZ | Y. M. Forster | |
| Data | 505.38607 | H. curta | Fauna Laboratories Ltd., KAZ | Y. M. Forster | |
| Data | 253.19667 | H. curta | Fauna Laboratories Ltd., KAZ | Y. M. Forster | |
| Data | HDX | H. curta | Fauna Laboratories Ltd., KAZ | Y. M. Forster | |
| Data | 505.38607 | Hololena sp. | Spider Pharm, USA | Y. M. Forster | |
| Data | 253.19667 | Hololena sp. | Spider Pharm, USA | Y. M. Forster | |
| Data | HDX | Hololena sp. | Spider Pharm, USA | Y. M. Forster | |
| Data | 505.38607 | P. luctuosa | Fauna Laboratories Ltd., KAZ | Y. M. Forster | |
| Data | 253.19667 | P. luctuosa | Fauna Laboratories Ltd., KAZ | Y. M. Forster | |
| Data | HDX | P. luctuosa | Fauna Laboratories Ltd., KAZ | Y. M. Forster |
References
| Title | Reference | Spider | Name | Content | Link |
|---|---|---|---|---|---|
| Purification and characterization of two classes of neurotoxins from the funnel web spider, Agelenopsis aperta | W. S. Skinner, M. E. Adams, G. B. Quistad, H. Kataoka, B. J. Cesarin, F. E. Enderlin, D. A. Schooley, J. Biol. Chem. 1989, 264, 2150-2155 | A. aperta | AG 504 | CI (NH₃) (ns), Amino acid analysis, Activity-studies, structure unknown | Link |
| Two classes of channel-specific toxins from funnel web spider venom | M. E. Adams, E. E. Herold, V. J. Venema, J. Comp. Physiol. 1989, 164, 333-342 | A. aperta | AG 504 | Amino acid analysis, Activity-studies, structure unkno | Link |
| Structures of paralytic acylpolyamines from the spider Agelenopsis aperta | G. B. Quistad, S. Suwanrumpha, M. Ann Jarema, M. J. Shapiro, W. S. Skinner, G. C. Jamieson, A. Lui, E. W. Fu, Biochem. Biophys. Res. Com. 1990, 169, 51-56 | A. aperta | AG 504 | FAB-MS/MS (ns), CI (NH₃) (ns), NMR (ns),Activity-studies, wrong structure | Link |
| Novel quaternary ammonium salt-containing polyamines from the Agelenopsis aperta funnel-web spider | V. J. Jasys, P. R. Kelbaugh, D. M. Nason, D. Phillips, K. J. Rosnack, J. T. Forman, N. A. Saccomano, J. G. Stroh, R. A. Volkmann, J. Org. Chem. 1992, 57, 1814-1820 | A. aperta | AG 505a | NMR (ns) | Link |
| Polyamine toxins from spiders and wasps | A. Schäfer, H. Benz, W. Fiedler, A. Guggisberg, S. Bienz, M. Hesse, The Alkaloids 1994, 45, 1-125 | A. aperta | AG 504 / Agel 504 / Agel 505a | Review | Link |
| Acylpolyamines: Mass spectrometric analytical methods for Araneidae spider acylpolyamines | Y. Itagaki , T. Nakajima , Toxin Rev. 2000, 19, 23-52 | A. aperta | Agel 505a | Review | 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 |
|---|---|---|
| Agelenopsis aperta | Agelenidae | 1992 / V. J. Jasys |
| Agelenopsis potteri | Agelenidae | 2020 / Y. M. Forster |
| Eratigena agrestis | Agelenidae | 2020 / Y. M. Forster |
| Hololena curta | Agelenidae | 2020 / Y. M. Forster |
| Hololena sp. | Agelenidae | 2020 / Y. M. Forster |
| Pireneitega luctuosa | Agelenidae | 2020 / Y. M. Forster |