4643-58-7
Chemical Structure
Verrucarin J
Synonym(s): Muconomycin B
- CAS No.: 4643-58-7
- Formula:C27H32O8
- Molecular Weight:484.54
IUPAC Name: (2S,4'E,10'E,12'Z,16a'R,18'R,19a'R,23a'R)-5',16a',21'-trimethyl-6',7',16',16a',19a',22'-hexahydro-1'H,3'H,18'H,23'H-spiro[oxirane-2,17'-[16,18]methano[1,6,12]trioxacyclooctadecino[3,4-d]chromene]-3',9',14'-trione
InChIKey: GXCGYHWSYNQVHU-GTOILBSMSA-N
SMILES: CC1=C[C@@H]2[C@]3(COC(/C=C(C)/CCOC(/C=C/C=C\C(OC4[C@]3(C)[C@@]5([C@H](O2)C4)CO5)=O)=O)=O)CC1
Biological Activity: Verrucarin J (Muconomycin B) is a metabolite of the Myrothecium fungus family. Verrucarin J generates reactive oxygen species (ROS) and induces apoptosis of cancer cell lines, such as A549, HCT 116 and SW-620 cells. Verrucarin J shows activities against Candida albicans and Mucor miehei. Verrucarin J inhibits arenavirus Junin (JUNV) yield with an IC50 of 1.2 ng/mL[1][2][3][4][5].
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Verrucarin J | Verrucarin J (Muconomycin B) is a metabolite of the Myrothecium fungus family. Verrucarin J generates reactive oxygen species (ROS) and induces apoptosis of cancer cell lines, such as A549, HCT 116 and SW-620 cells. Verrucarin J shows activities against Candida albicans and Mucor miehei. Verrucarin J inhibits arenavirus Junin (JUNV) yield with an IC50 of 1.2 ng/mL. | |||||||||||||||||||||
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- [1]. Udoh K, et al. Targeting of Lung Cancer Stem Cell Self-Renewal Pathway by a Small Molecule Verrucarin J. Stem Cell Rev Rep. 2019 Aug;15(4):601-611. [Content Brief]
- [2]. Pal D, et al. Suppression of Notch1 and AKT mediated epithelial to mesenchymal transition by Verrucarin J in metastatic colon cancer. Cell Death Dis. 2018 Jul 23;9(8):798. [Content Brief]
- [3]. Mondol MA, et al. Macrocyclic Trichothecenes from Myrothecium roridum Strain M10 with Motility Inhibitory and Zoosporicidal Activities against Phytophthora nicotianae. J Agric Food Chem. 2015 Oct 14;63(40):8777-86. [Content Brief]
- [4]. García CC, et al, Damonte EB. Evaluation of the antiviral activity against Junin virus of macrocyclic trichothecenes produced by the hypocrealean epibiont of Baccharis coridifolia. Planta Med. 2002 Mar;68(3):209-12. [Content Brief]
- [5]. Carter K, et al. Verrucarin J inhibits ovarian cancer and targets cancer stem cells. Oncotarget. 2017 Oct 6;8(54):92743-92756. [Content Brief]
Keywords
