4643-58-7
4643-58-7
Chemical Structure
Verrucarin J
Synonym(s): Muconomycin B
- CAS 番号: 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].
| 製品番号 | 製品名 | 純度 | 製品説明 | Pricing | |||||||||||||||||||
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Verrucarin J | 99.90% | 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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Verrucarin A | 99.90% | 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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Satratoxin H | 99.7% | Satratoxin H is a toxic metabolite of Stachybotrys atra. Satratoxin H induces caspase-3 and PARP cleavage via p38 MAPK and JNK pathways, stimulates JNK, ERK, and p38 MAPK phosphorylation, and activates JNK and p38 MAPK in a glutathione-sensitive manner. Satratoxin H induces DNA double-stranded breaks, apoptotic body formation, intracellular reactive oxygen species generation, and endoplasmic reticulum stress via ATF6, PERK, and IRE1 pathways. Satratoxin H can be used for the research of central nervous system disorders and melanoma. | ||||||||||||||||||||
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Roridin E | 99.89% | Roridin E is a glucose-6-phosphatase (G6Pase) inhibitor and antibiotic, and is a metabolic byproduct of Roridin A (HY-N9599). Roridin E induces significant oxidative stress, characterized by depletion of glutathione in vivo, induction of hepatic lipid peroxidation, and inhibition of renal superoxide dismutase activity. Roridin E reduces blood glucose levels in rats, but exhibits acute toxicity (which is enhanced when co-administered with linoleic acid (HY-N0729)) and causes hepatotoxicity in male albino mice. Roridin E induces a decrease in total blood protein and increases in the levels of total lipids, γ-glutamyltransferase, alkaline phosphatase, and 5'-nucleotidase. Roridin E can be isolated from molds, and possesses cytostatic and antifungal activities similar to those of Verrucarin A (HY-107426) and Roridin A. Roridin E exhibits in vivo activity in rodents and is commonly used in hepatotoxicity-related studies. | ||||||||||||||||||||
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Satratoxin G | 99.5% | Satratoxin G is a large cyclic mucor toxin. Satratoxin G induces apoptosis by activation of caspase . | ||||||||||||||||||||
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Mytoxin B | Mytoxin B is an ADC cytotoxin. Mytoxin B is a satratoxin-type trichothecene macrolide and is similar to the effect of LY294002 (HY-10108). Mytoxin B induces cell apoptosis via PI3K/Akt pathway. | |||||||||||||||||||||
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Roridin H | Roridin H (Verrucarin H) is a cytostatic antibiotic present in the Myrothecium verrucaria strain and the marine-derived Myrothecium sp. TUF 02F6. The IC50 of Roridin H against mouse leukemia cells is 0.12 mM. Roridin H can be used in leukemia-related research. | |||||||||||||||||||||
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8-Acetylverrucarin L | 8-Acetylverrucarin L (Verrucarin L acetate) is a mycotoxin, which exhibits antitumor and antimicrobial activities. 8-Acetylverrucarin L exhibits cytotoxicity to cancer cells HCT116 and A2780S, with IC100 of 9.77 and 9.77 ng/mL. 8-Acetylverrucarin L exhibits antifungal activity against Saccharomyces cerevisiae, Candida albicans and Geotrichum candidum. | |||||||||||||||||||||
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Roridin J | Roridin J is a macrocyclic trichothecene and has anti-leukemia effect in mice. | |||||||||||||||||||||
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Roridin D | Roridin D is a natural compound foun in Myrothecium roridum S-1135 (NRRL 3005). | |||||||||||||||||||||
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Roridin A | 99.49% | Roridin A acts as an inhibitor of pollen development in Arabidopsis thaliana and nematicide. Roridin A is isolated from the fungus Cylindrocarpon sp. Roridin A delays the flowering time of Arabidopsis thaliana, inhibits pollen development and stem elongation, and blocks plant growth. Roridin A induces larval death of the southern root-knot nematode (Meloidogyne incognita). | ||||||||||||||||||||
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References
- [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]
