Paraherquamide A

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).Formal Name: (1'R,5'aS,7'R,8'aS,9'aR)-2',3',8'a,9'-tetrahydro-1'-hydroxy-1',4,4,8',8',11'-hexamethyl-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. CAS Number: 77392-58-6. Synonyms: (-)-Paraherquamide, VM 29919. Molecular Formula: C28H35N3O5. Formula Weight: 493.6. Purity: >95%. Formulation: (Request formulation change), A powder. Solubility: DMF: soluble, DMSO: soluble, Ethanol: soluble, Methanol: soluble. lambdamax: 226 nm. SMILES: CC(C=CO1)(C)OC2=C1C(NC([C@]34C[C@](CN(CC[C@]5(O)C)[C@]5(C6=O)C7)(N6C)[C@]7([H])C3(C)C)=O)=C4C=C2. InChi Code: InChI=1S/C28H35N3O5/c1-23(2)10-12-35-20-17(36-23)8-7-16-19(20)29-21(32)27(16)14-26-15-31-11-9-25(5,34)28(31,22(33)30(26)6)13-18(26)24(27,3)4/h7-8,10,12,18,34H,9,11,13-15H2,1-6H3,(H,29,32)/t18-,25+,26+,27+,28-/m0/s1. InChi Key: UVZZDDLIOJPDKX-ITKQZBBDSA-N. Origin: Fungus/Penicillium simplicissimum.