A macrocyclic trichothecene with diverse biological activities
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Verrucarin A

Item No. 29652

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
CAS Number
3148-09-2
Synonyms
  • Muconomycin A
  • NSC 126728
  • NSC 200736
Molecular Formula
C27H34O9
Formula Weight
502.6
Purity
≥70%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Dichloromethane: solubleDMSO: solubleEthanol: solubleMethanol: soluble
SMILES
O[C@@H]([C@H](C)CCOC1=O)C(OC[C@@]23[C@@]([C@]4(CO4)[C@]5([H])O[C@]2([H])C=C(C)CC3)(C)[C@](C5)([H])OC(/C=C/C=C/1)=O)=O
InChi Code
InChI=1S/C27H34O9/c1-16-8-10-26-14-33-24(31)23(30)17(2)9-11-32-21(28)6-4-5-7-22(29)36-18-13-20(35-19(26)12-16)27(15-34-27)25(18,26)3/h4-7,12,17-20,23,30H,8-11,13-15H2,1-3H3/b6-4+,7-5+/t17-,18-,19-,20-,23+,25-,26-,27+/m1/s1
InChi Key
NLUGUZJQJYVUHS-UZUWKDTNSA-N
Origin
Fungus/Myrothecium sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $129

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    Product Description

    Verrucarin A is a macrocyclic trichothecene that has been found in M. verrucaria and has diverse biological activities.1,2,3,4 It induces apoptosis and production of reactive oxygen species (ROS) in MDA-MB-231 and T47D breast cancer cells when used at concentrations ranging from 100 to 500 ng/ml.1 Verrucarin A enhances LPS-induced secretion of IL-1β and IL-18 in macrophage-differentiated peripheral blood mononuclear cells (PBMCs).2 It inhibits the growth of the multidrug-resistant P. falciparum strain K1 (EC50 = 0.9 ng/ml).3 Verrucarin A is active against M. incognita root-knot nematodes (MIC = 1.88 µg/ml).4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Palanivel, K., Kanimozhi, V., Kadalmani, B., et al. Verrucarin A, a protein synthesis inhibitor, induces growth inhibition and apoptosis in breast cancer cell lines MDA-MB-231 and T47D. Biotechnol. Lett. 35(9), 1395-1403 (2013).

    2. Kankkunen, P., Rintahaka, J., Aalto, A., et al. Trichothecene mycotoxins activate inflammatory response in human macrophages. J. Immunol. 182(10), 6418-6425 (2009).

    3. Isaka, M., Punya, J., Lertwerawat, Y., et al. Antimalarial activity of macrocyclic trichothecenes isolated from the fungus Myrothecium verrucaria. J. Nat. Prod. 62(2), 329-331 (1999).

    4. Nguyen, L.T.T., Jang, J.Y., Kim, T.Y., et al. Nematicidal activity of verrucarin A and roridin A isolated from Myrothecium verrucaria against Meloidogyne incognita. Pestic. Biochem. Physiol. 148, 133-143 (2018).

    Product Citations

    Ndefo, U.A., Anidiobi, N.O., Basheer, E., et al. Empagliflozin (Jardiance): A novel SGLT2 inhibitor for the treatment of type-2 diabetes. P.T. 40(6), 364-368 (2015).