CAS 77392-58-6

Paraherquamide

Description:

Paraherquamide is a chemical compound classified as an alkaloid, primarily derived from the plant species *Piper* and is known for its anthelmintic properties, making it effective against parasitic worms. It has a complex molecular structure characterized by a bicyclic framework, which contributes to its biological activity. Paraherquamide exhibits a range of pharmacological effects, including potential applications in veterinary medicine for treating parasitic infections in livestock. The compound is typically administered in specific dosages to ensure efficacy while minimizing toxicity. Its mechanism of action involves interference with the neuromuscular function of parasites, leading to paralysis and subsequent elimination from the host organism. Additionally, Paraherquamide's solubility and stability in various solvents can influence its formulation and delivery methods. As with many alkaloids, safety and regulatory considerations are paramount, necessitating thorough evaluation of its use in both agricultural and medicinal contexts. Overall, Paraherquamide represents a significant compound in the field of parasitology and pharmacology.

Formula: C₂₈H₃₅N₃O₅

InChI: 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: InChIKey=UVZZDDLIOJPDKX-ITKQZBBDSA-N

SMILES: CN1[C@]23[C@](C(C)(C)[C@]4(C2)C=5C(NC4=O)=C6C(=CC5)OC(C)(C)C=CO6)(C[C@]7(N(C3)CC[C@@]7(C)O)C1=O)[H]

Synonyms:

• (-)-Paraherquamide
• (-)-Paraherquamide A
• (1R,3S,5R,7S,12R)-12-Hydroxy-4,4,4',4',12,14-hexamethyl-4'H,13H-spiro[9,14-diazatetracyclo[5.5.2.0~1,9~.0~3,7~]tetradecane-5,8'-[1,4]dioxepino[2,3-g]indole]-9',13(10'H)-dione
• (1′R,5′aS,7′R,8′aS,9′aR)-2′,3′,8′a,9′-Tetrahydro-1′-hydroxy-1′,4,4,8′,8′,11′-hexamethylspiro[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
• Pnu 97333
• 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)-
• 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-(1′α,5′aβ,7′β,8′aβ,9′aβ)]-
• Vm 29919
• [1′R-(1′α,5′aβ,7′β,8′aβ,9′aβ)]-2′,3′,8′a,9′-Tetrahydro-1′-hydroxy-1′,4,4,8′,8′,11′-hexamethylspiro[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

Paraherquamide A

CAS: 77392-58-6

Paraherquamide A, a mycotoxin from P. paraherquei, is an anthelmintic that targets acetylcholine receptors and has varying LD50 values for different species.

Formula: C₂₈H₃₅N₃O₅

Color and Shape: Solid

Molecular weight: 493.604

Ref: TM-T35907