3148-09-2
Chemical Structure
Verrucarin A
Synonym(s): Muconomycin A
- CAS No.: 3148-09-2
- Formula:C27H34O9
- Molecular Weight:502.55
IUPAC Name: (1'R,2S,4'E,6'E,12'R,13'S,16a'R,20a'R,22'R,23a'S)-13'-hydroxy-12',19',23a'-trimethyl-1',12',13',18',20a',23a'-hexahydro-10'H,16'H,17'H,22'H-spiro[oxirane-2,23'-[1,22]methano[1,6,12]trioxacyclooctadecino[3,4-d]chromene]-3',8',14'(11'H)-trione
InChIKey: NLUGUZJQJYVUHS-UZUWKDTNSA-N
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
Biological Activity: 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].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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Verrucarin A | 99.89% | 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. | ||||||||||||||||||||
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- [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. [Content Brief]
- [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. [Content Brief]
Keywords