77392-58-6
Chemical Structure
Paraherquamide A
Synonym(s): PNU-97333
- CAS No.: 77392-58-6
- Formula:C28H35N3O5
- Molecular Weight:493.59
IUPAC Name: (1'R,8R,8a'S,9a'R)-1'-hydroxy-1',4,4,8',8',11'-hexamethyl-2',3',8a',9'-tetrahydro-1'H,4H,5'H,6'H,8'H-spiro[[1,4]dioxepino[2,3-g]indole-8,7'-[5a,9a](epiminomethano)cyclopenta[f]indolizine]-9,10'(10H)-dione
InChIKey: UVZZDDLIOJPDKX-USRGNAASSA-N
SMILES: CN1C23[C@](C[C@@]4(C1=O)N(CC[C@]4(O)C)C3)([H])C(C)([C@@]5(C6=CC=C(OC(C)(C=CO7)C)C7=C6NC5=O)C2)C
Biological Activity: Paraherquamide A (PNU-97333) is an anthelmintic and nicotinic acetylcholine receptor (nAChR) antagonist, with pIC50 values ranging from 6.87 to 7.58 for L-type nAChR and from 4.84 to 5.54 for N-type nAChR. Paraherquamide A acts as a competitive antagonist against multiple nematode nAChR subtypes, as well as a mixed competitive-noncompetitive antagonist against nematode N-type nAChR. Paraherquamide A induces flaccid paralysis in parasitic nematodes without altering ATP levels, inhibits nematode motility, and antagonizes cholinergic agonist-induced muscle contraction in nematodes. Paraherquamide A can be used in studies related to nematode parasitic infections[1][2].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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Paraherquamide A | 99.58% | Paraherquamide A (PNU-97333) is an anthelmintic and nicotinic acetylcholine receptor (nAChR) antagonist, with pIC50 values ranging from 6.87 to 7.58 for L-type nAChR and from 4.84 to 5.54 for N-type nAChR. Paraherquamide A acts as a competitive antagonist against multiple nematode nAChR subtypes, as well as a mixed competitive-noncompetitive antagonist against nematode N-type nAChR. Paraherquamide A induces flaccid paralysis in parasitic nematodes without altering ATP levels, inhibits nematode motility, and antagonizes cholinergic agonist-induced muscle contraction in nematodes. Paraherquamide A can be used in studies related to nematode parasitic infections. | ||||||||||||||||||||
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Similarity Score 0.84
HY-125159Derquantel -
Similarity Score 0.83
HY-N10220Paraherquamide E -
Similarity Score 0.82
HY-126638Marcfortine A -
Similarity Score 0.46
HY-N12242(-)-11,12-Methylenedioxykopsinaline -
Similarity Score 0.45
HY-N7530Kopsine -
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HY-N2616RVomicine (Standard) -
Similarity Score 0.44
HY-N3639Crassanine -
Similarity Score 0.44
HY-N0687RVindoline (Standard) -
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HY-117311Spirotryprostatin A -
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References
- [1]. Robertson AP, et al. Paraherquamide and 2-deoxy-paraherquamide distinguish cholinergic receptor subtypes in Ascaris muscle. J Pharmacol Exp Ther. 2002;302(3):853-860. [Content Brief]
- [2]. Koizumi W, et al. Determinants of Subtype-Selectivity of the Anthelmintic Paraherquamide A on Caenorhabditis elegans Nicotinic Acetylcholine Receptors. Mol Pharmacol. 2023 Jun;103(6):299-310. [Content Brief]
