Basic information Safety Supplier Related

paraherquamide

Basic information Safety Supplier Related

paraherquamide Basic information

Product Name:
paraherquamide
Synonyms:
  • paraherquamide
  • VM 29919
  • 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)-
  • (-)-Paraherquamide A
CAS:
77392-58-6
MF:
C28H35N3O5
MW:
493.59
Mol File:
77392-58-6.mol
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paraherquamide Chemical Properties

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.
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paraherquamide Usage And Synthesis

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 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.

Uses

Paraherquamide A is a selective, competitive, cholinergic antagonist.

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