Verruculogen

Verruculogen is a tremorgenic mycotoxin and inhibitor of the M phase of the mammalian cell cycle. Verruculogen is produced by Penicillium and Aspergillus species. Verruculogen enhances the binding of ChTX to maxi-k channels with a K1/2 value of 170 nM. Verruculogen inhibits the amplitude of Ca2+-activated K+ currents. Verruculogen induces severe tremors in infected animals[1][2][3][4][5].

Product Specifications

CAS Number

[12771-72-1]

UNSPSC

12352005

Hazard Statement

H301, H311, H331

Target

Bacterial; Potassium Channel

Type

Natural Products

Related Pathways

Anti-infection; Membrane Transporter/Ion Channel

Applications

COVID-19-immunoregulation

Field of Research

Infection; Neurological Disease

Assay Protocol

https://www.medchemexpress.com/verruculogen.html

Purity

98.08

Solubility

DMSO : ≥ 50 mg/mL

Smiles

C/C(C)=C\[C@@H]1N2C3=C([C@@H]([C@@]4(N(C([C@@]5([H])N(CCC5)C4=O)=O)[C@@]3([H])CC(C)(OO1)C)O)O)C6=CC=C(OC)C=C62

Molecular Formula

C27H33N3O7

Molecular Weight

511.57

Precautions

H301, H311, H331

References & Citations

[1]Luciane M. Kawashima, et al. The development of an analytical method for two mycotoxins, patulin and verruculogen, and survey of their presence in commercial tomato pulp. Brazilian Journal of Microbiology|[2]Knaus HG, et al. Tremorgenic indole alkaloids potently inhibit smooth muscle high-conductance calcium-activated potassium channels. Biochemistry. 1994 May 17;33 (19) :5819-28.|[3]Cui CB, et al. Novel mammalian cell cycle inhibitors, tryprostatins A, B and other diketopiperazines produced by Aspergillus fumigatus. II. Physico-chemical properties and structures. J Antibiot (Tokyo) . 1996 Jun;49 (6) :534-40.|[4]Huang MH, et al. Stimulatory actions of thymol, a natural product, on Ca (2+) -activated K (+) current in pituitary GH (3) cells. Planta Med. 2005 Dec;71 (12) :1093-8. |[5]Intorre L, et al. Behavioural and biochemical effects of the Tremorgenic Mycotoxin Verruculogen. Toxicological & Environmental Chemistry, 1994, 46 (1-2) : 119-125.