195966-93-9
195966-93-9 structure
- Name: (rel)-Asperparaline A
- Chemical Name: aspergillimide
- CAS Number: 195966-93-9
- Molecular Formula: C20H29N3O3
- Molecular Weight: 359.463
- Catalog: Signaling Pathways Membrane Transporter/Ion Channel nAChR
- Create Date: 2021-01-13 20:16:11
- Modify Date: 2025-08-26 21:19:25
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(rel)-Asperparaline A ((rel)-Aspergillimide), an anthelmintic metabolite, is isolated from okara that has been fermented with Aspergillus japonicas JV-23. (rel)-Asperparaline A is also a potent and selective antagonist of nAChR. (rel)-Asperparaline A exhibits paralytic activity in silk worms[1][2].
| Name | aspergillimide |
|---|---|
| Synonyms |
(3S,5S,7S,12S)-1',4,4,12,14-Pentamethyl-2'H,5'H,13H-spiro[9,14-diazatetracyclo[5.5.2.01,9.03,7]tetradecane-5,3'-pyrrolidine]-2',5',13-trione
aspergillimide |
| Description | (rel)-Asperparaline A ((rel)-Aspergillimide), an anthelmintic metabolite, is isolated from okara that has been fermented with Aspergillus japonicas JV-23. (rel)-Asperparaline A is also a potent and selective antagonist of nAChR. (rel)-Asperparaline A exhibits paralytic activity in silk worms[1][2]. |
|---|---|
| Related Catalog | |
| In Vitro | Asperparaline A (1 μM; 1 min) markedly and reversibly blocks the acetylcholine (Ach; 10 µM)-induced current in the silkworm larval neurons[2]. Asperparaline A (1-1000 nM; 1 min) differentially blocks the peak and slowly desensitizing currents, with IC50s of 20.2 and 39.6 nM, respectively[2]. Asperparaline A (10 μM; 1 min) reduces the peak current amplitude of the ACh (100 µM)-induced response of α3β4 nAChR by 33.4%, while barely influencing the amplitudes of the responses to ACh of the α4β2 and α7 nAChRs in X. laevis oocytes[2]. |
| In Vivo | Asperparaline A (10 μg/g; p.o.) exhibits paralysis against silk worms within 1 h and lasts for 7 to 10 h[1]. Asperparaline A (3 μg/g; injection with a micro-syringe) exhibits paralysis activity against silk worms within 20 min and lasts for 4 to 5 h[1]. |
| References |
| Density | 1.3±0.1 g/cm3 |
|---|---|
| Boiling Point | 546.1±50.0 °C at 760 mmHg |
| Molecular Formula | C20H29N3O3 |
| Molecular Weight | 359.463 |
| Flash Point | 244.6±22.5 °C |
| Exact Mass | 359.220886 |
| LogP | 1.11 |
| Vapour Pressure | 0.0±1.5 mmHg at 25°C |
| Index of Refraction | 1.615 |