A fungal metabolite
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Paraherquamide E

Item No. 26680

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(1'S,5'aS,7'R,8'aS,9'aR)-2',3',8'a,9'-tetrahydro-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
125600-53-5
Synonyms
  • VM 54159
Molecular Formula
C28H35N3O4
Formula Weight
477.6
Purity
≥85%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Methanol: Slightly Soluble: 0.1-1 mg/ml
SMILES
CC(C=CO1)(C)OC2=C1C(NC([C@]34C[C@](CN(CC[C@@H]5C)[C@]5(C6=O)C7)(N6C)[C@]7([H])C3(C)C)=O)=C4C=C2
InChi Code
InChI=1S/C28H35N3O4/c1-16-9-11-31-15-26-14-27(25(4,5)19(26)13-28(16,31)23(33)30(26)6)17-7-8-18-21(20(17)29-22(27)32)34-12-10-24(2,3)35-18/h7-8,10,12,16,19H,9,11,13-15H2,1-6H3,(H,29,32)/t16-,19-,26+,27+,28+/m0/s1
InChi Key
XNXXZRQPTAQILV-PYGUQFFJSA-N
Origin
Fungus/Penicillium sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Paraherquamide E is a fungal metabolite originally isolated from P. charlesii with anthelmintic and insecticidal activities.1,2,3 It is lethal to C. elegans (LD50 = 6 μg/ml).1 Paraherquamide E is also lethal to O. fasciatus (LD50 = 0.089 μg/nymph).2 Oral administration of paraherquamide E (0.5-4 mg/kg) reduces T. colubriformis fecal egg count in gerbils.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ondeyka, J.G., Goegelman, R.T., Schaeffer, J.M., et al. Novel antinematodal and antiparasitic agents from Penicillium charlesii. J. Antibiot. (Tokyo) 43(11), 1375-1379 (1990).

    2. López-Gresa, M.P., González, M.C., Ciavatta, L., et al. Insecticidal activity of Paraherquamides, including paraherquamide H and paraherquamide I, two new alkaloids isolated from Penicillium cluniae. J. Agric. Food Chem. 54(8), 2921-2925 (2006).

    3. Banks, R.M., Blanchflower, S.E., Everett, J.R., et al. Novel anthelmintic metabolites from an Aspergillus species; the aspergillimides. J. Antibiot. (Tokyo) 50(10), 840-846 (1997).