Name: Paraherquamide A
Rating: 5 (10 reviews)

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类似物检索

HIT ID:HIT212039057
Cas No:77392-58-6
常用名:Paraherquamide A
IUPAC:(1'R,3'S,7'S,8R,12'R)-12'-hydroxy-4,4,4',4',12',14'-hexamethyl-9,10-dihydro-4H-9',14'-diazaspiro[[1,4]dioxepino[2,3-g]indole-8,5'-tetracyclo[5.5.2.0^{1,9}.0^{3,7}]tetradecane]-9,13'-dione
IUPAC:(1'R,3'S,7'S,8R,12'R)-12'-hydroxy-4,4,4',4',12',14'-hexamethyl-9,10-dihydro-4H-9',14'-diazaspiro[[1,4]dioxepino[2,3-g]indole-8,5'-tetracyclo[5.5.2.0^{1,9}.0^{3,7}]tetradecane]-9,13'-dione
InChI key:UVZZDDLIOJPDKX-ITKQZBBDSA-N

分子式:C28H35N3O5
分子量:493.604
氢键供体数 (HBD):2
氢键受体数 (HBA):6
LogP:1.6051482
SMILES:CN1C(=O)[C@]23C[C@H]4C(C)(C)[C@@]5(C[C@]14CN2CC[C@@]3(C)O)C(=O)Nc1c5ccc2OC(C)(C)C=COc12 |c:37,TLB:15:14:2.1:5.6|
SMILES:CN1C(=O)[C@]23C[C@H]4C(C)(C)[C@@]5(C[C@]14CN2CC[C@@]3(C)O)C(=O)Nc1c5ccc2OC(C)(C)C=COc12 |c:37,TLB:15:14:2.1:5.6|

Paraherquamide A is a mycotoxin anthelmintic originally isolated from P. paraherquei. It binds to acetylcholine receptors (IC50 = 0.5 nM for head homogenates of M. domestica) and acts as an antagonist. Paraherquamide A is toxic to C. elegans (LD50 = 2.5 μg/ml) and effective against T. colubriformis infection in gerbils when used at doses ranging from 0.39 to 200 mg/kg. It is toxic to mice (LD50 = 14.9 mg/kg).

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