Verrucarin J

Category	Arenavirus
CAS	4643-58-7
Description	Verrucarin J is produced by the strain of Myrothecium verrucaria NRRL 3003. The ED50 of Verrucarin J on giant cell tumor P-815 cells was about 0.001 μg/mL.

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Product Information

Synonyms	Muconomycin B; 2',3'-Didehydro-2'-deoxyverrucarin A; Verrucarin A, 2',3'-didehydro-2'-deoxy-, (2'E)-; Verrucrin J; Verrucosporin J
IUPAC Name	(1R,3R,8R,12E,18E,20E,24R,25S,26S)-5,13,25-trimethylspiro[2,10,16,23-tetraoxatetracyclo[22.2.1.03,8.08,25]heptacosa-4,12,18,20-tetraene-26,2'-oxirane]-11,17,22-trione
Molecular Weight	484.54
Molecular Formula	C27H32O8
Canonical SMILES	CC1=CC2C3(CC1)COC(=O)C=C(CCOC(=O)C=CC=CC(=O)OC4C3(C5(CO5)C(C4)O2)C)C
InChI	InChI=1S/C27H32O8/c1-17-8-10-26-15-32-24(30)13-18(2)9-11-31-22(28)6-4-5-7-23(29)35-19-14-21(34-20(26)12-17)27(16-33-27)25(19,26)3/h4-7,12-13,19-21H,8-11,14-16H2,1-3H3/b6-4+,7-5+,18-13+/t19-,20-,21-,25-,26-,27+/m1/s1
InChIKey	GXCGYHWSYNQVHU-UGAPSZEOSA-N
Boiling Point	735.353°C at 760 mmHg
Melting Point	>320°C
Flash Point	312.2°C
Purity	≥98%
Density	1.297 g/cm3
Solubility	Soluble in Chloroform
Appearance	Colorless Acicular Crystal
Application	For research used only
Storage	Store at -20°C
Complexity	1050
Exact Mass	484.20971797
In Vitro	Verrucarin J (0, 5, 10, 20, 50 nM; 24 hours) induces the Apoptosis of A549 cells Verrucarin J (0, 1, 2, 5, 10, 20, 50 nM; 24, 48, 72 hours) significantly inhibits cell proliferation of A549 and H1793 cells with IC50 values of approximately 10 nM and 20 nM after 48 h of treatment, respectively Verrucarin J (0, 0.1, 0.2, 0.3, 0.4, 0.5 μM; 24 hours) has an IC50 of 300 nM for HCT 116 and SW-620 cell proliferation Verrucarin J (0, 10, 20 nM, 48 hours) inhibits cancer stem cell (CSC) self-renewal pathways Wnt1/β-catenin and Notch1 and down-regulates the expression of key CSC specific genes (ALDH1, LGR5, OCT4 and CD133) of A549 cells Verrucarin J (compound 2; 50 μg/disk) shows noteworthy activities against Candida albicans and Mucor miehei.
In Vivo	Verrucarin J (0.5 mg/kg; i.p. for 4 weeks) suppresses AKT-induced tumor growth in a xenograft model. Verrucarin J (0.1, 0.5, 2.0 mg/kg; i.p. for three weeks) is a highly potent anticancer drug and suppresses tumor growth and metastasis. Animal Model: 6-8 weeks old BALB/c athymic nude mice (nu/nu) with pCMV/HCT 116 and AKT/HCT 116 xenografts Dosage: 0.5 mg/kg body weight Administration: i.p. for 4 weeks Result: Reduced the expression of prosurvival markers pAKT, Notch1, p65, and Ki67 in all tumors. Animal Model: Female nude nu/nu (5 to 6 weeks old) mice with A2780 xenografts Dosage: 0.1, 0.5, 2.0 mg/kg (vehicle: 10% DMSO, 90% glyceryl trioctanoate) Administration: i.p. for three weeks after 10 days of injection of A2780 cells Result: Reduced tumor weight (32% lower compared to control), and reduced visible metastasis in 0.1 mg/kg. Showed a significant reduction in visible peritoneal tumors (61% lower compared to control group) and highly reduced visible metastasis in 0.5 mg/kg. Reduced ovarian tumor weight by 71% compared to vehicle in 0.5 mg/kg. In lethal dose 2 mg/kg, mice sick with a swollen belly, body fluid and subsequently died within 3 treatments.
PSA	100.66000
Target	Apoptosis; Arenavirus; Fungal; Antibiotic; Reactive Oxygen Species
XLogP3-AA	2.5