| Identification | Back Directory | [Name]
Acetylaszonalenin | [CAS]
42230-55-7 | [Synonyms]
Acetylaszonalenin
(5aS,13aR,14aS)-5-acetyl-14a-(1,1-dimethyl-2-propen-1-yl)-5a,13a,14,14a-tetrahydro-indolo[3',2':4,5]pyrrolo[2,1-c][1,4]benzodiazepine-7,13(5H,12H)-dione | [Molecular Formula]
C25H25N3O3 | [MOL File]
42230-55-7.mol | [Molecular Weight]
415.48 |
| Chemical Properties | Back Directory | [Boiling point ]
684.5±55.0 °C(Predicted) | [density ]
1.32±0.1 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [solubility ]
Soluble in DMSO | [form ]
A solid | [pka]
12.88±0.40(Predicted) |
| Hazard Information | Back Directory | [Description]
Acetylaszonalenin is a fungal metabolite that has been found in A. flavipes. It acts as an antagonist of neurokinin-1 (NK1) receptors, inhibiting binding of substance P with a Ki value of 170 μM. | [Uses]
Acetylaszonalenin, a prenylated indole derivative, is a fungal metabolite.Acetylaszonalenin is a potent neurokinin-1 (NK1) receptor antagonist. Acetylaszonalenin shows inhibition of [3H]-SP binding to human astrocytoma cells with a Ki of 170 μM[1][2]. | [Definition]
ChEBI: (2R,3S,11R)-acetylaszonalenin zwitterion is major microspecies at pH 7.3. It is a benzodiazepine and a zwitterion. It is functionally related to a (2R,3S,11R)-aszonalenin zwitterion. | [IC 50]
Fungal Metabolite; NK1 | [References]
[1] Wen-Bing Yin, et al. Acetylaszonalenin biosynthesis in Neosartorya fischeri. Identification of the biosynthetic gene cluster by genomic mining and functional proof of the genes by biochemical investigation. J Biol Chem. 2009 Jan 2;284(1):100-109. DOI:10.1074/jbc.M807606200
[2] C J Barrow, et al. Spiroquinazoline, a novel substance P inhibitor with a new carbon skeleton, isolated from Aspergillus flavipes. J Nat Prod. 1994 Apr;57(4):471-6. DOI:10.1021/np50106a005 |
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