Verrucarin A

Verrucarin A (Muconomycin A), a Type D macrocyclic mycotoxin derived from the pathogen fungus Myrothecium verrucaria, is an inhibitor of protein synthesis. Verrucarin A inhibits growth of leukemia cell lines and activates caspases and apoptosis and inflammatory signaling in macrophages. Verrucarin A effectively increased the phosphorylation of p38 MAPK and diminished the phosphorylation of ERK/Akt. Verrucarin A caused cell cycle deregulation through the induction of p21 and p53[1][2].

Product Specifications

CAS Number

[3148-09-2]

Product Name Alternative

Muconomycin A

UNSPSC

12352005

Hazard Statement

H300, H310, H330

Target

Apoptosis; Reactive Oxygen Species (ROS)

Type

Reference compound

Related Pathways

Apoptosis; Immunology/Inflammation; Metabolic Enzyme/Protease; NF-κB

Applications

Cancer-Kinase/protease

Field of Research

Cancer

Assay Protocol

https://www.medchemexpress.com/verrucarin-a.html

Purity

99.89

Solubility

DMSO : 10 mg/mL (ultrasonic; warming)

Smiles

C[C@@]12[C@]3(CO3)[C@@]4([H])C[C@@]1([H])OC(/C=C/C=C/C(OCC[C@@H](C)[C@H](O)C(OC[C@]25[C@](C=C(C)CC5)([H])O4)=O)=O)=O

Molecular Formula

C27H34O9

Molecular Weight

502.55

Precautions

H300, H310, H330

References & Citations

[1]Palanivel K, et al. Verrucarin A alters cell-cycle regulatory proteins and induces apoptosis through reactive oxygen species-dependent p38MAPK activation in the human breast cancer cell line MCF-7. Tumour Biol. 2014;35 (10) :10159-10167.|[2]Palanivel K, 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. 2013;35 (9) :1395-1403.