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ChemicalBook--->CAS DataBase List--->77392-58-6

77392-58-6

77392-58-6 Structure

77392-58-6 Structure
IdentificationBack Directory
[Name]

paraherquamide
[CAS]

77392-58-6
[Synonyms]

VM 29919
paraherquamide
(-)-Paraherquamide A
Spiro[4H,8H-[1,4]dioxepino[2,3-g]indole-8,7'(8'H)-[5H,6H-5a,9a](iminomethano)[1H]cyclopent[f]indolizine]-9,10'(10H)-dione, 2',3',8'a,9'-tetrahydro-1'-hydroxy-1',4,4,8',8',11'-hexamethyl-, (1'R,5'aS,7'R,8'aS,9'aR)-
[Molecular Formula]

C28H35N3O5
[MOL File]

77392-58-6.mol
[Molecular Weight]

493.59
Chemical PropertiesBack Directory
[Melting point ]

244-247° (dec)
[alpha ]

D22 -28° (c = 0.43 in methanol)
[storage temp. ]

Store at -20°C
[solubility ]

DMF: soluble; DMSO: soluble; Ethanol: soluble; Methanol: soluble
[form ]

White to off-white powder.
Safety DataBack Directory
[Symbol(GHS) ]


GHS06
[Signal word ]

Danger
[Hazard statements ]

H300
[Precautionary statements ]

P264-P270-P301+P310-P321-P330-P405-P501
Hazard InformationBack Directory
[Description]

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).
[Uses]

Paraherquamide A is a selective, competitive, cholinergic antagonist.
[Uses]

Paraherquamide A was first reported as a mycotoxin related to the indole tremorgenic mycotoxins. Subsequent research identified a potent, non-toxic paralysis of nematodes which led to the metabolite's development as a candidate anthelmintic. Paraherquamide A is a selective, competitive, cholinergic antagonist that distinguishes subtypes of cholinergic receptors.
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