(-)-Viriditoxin
Product Code: AG-CN2-0471
Product Group: Natural Products and Extracts
Supplier: AdipoGen Life Sciences
| Code | Size | Price |
|---|
| AG-CN2-0471-C500 | 500 ug | £140.00 |
Quantity:
Prices exclude any Taxes / VAT
Overview
Regulatory Status: RUO
Shipping:
Ambient
Storage:
-20°C
Documents
Further Information
Alternate Names/Synonyms:
(M)-Viriditoxin; SC-28762
Appearance:
Solid.
CAS:
1381782-08-6
EClass:
32160000
Form (Short):
solid
GHS Symbol:
GHS07
Handling Advice:
Protect from light.
Hazards:
H302, H319, H332
InChi:
InChI=1S/C34H30O14/c1-43-21-11-19(35)27-17(7-13-5-15(9-23(37)45-3)47-33(41)25(13)31(27)39)29(21)30-18-8-14-6-16(10-24(38)46-4)48-34(42)26(14)32(40)28(18)20(36)12-22(30)44-2/h7-8,11-12,15-16,35-36,39-40H,5-6,9-10H2,1-4H3/t15-,16-/m0/s1
InChiKey:
GMCZVCXZGZGZPX-HOTGVXAUSA-N
Long Description:
Chemical. CAS: 1381782-08-6. Formula: C34H30O14. MW: 662.6. Isolated from fungus Aspergillus sp. Antibiotic. Exhibits broad activity against Gram-positive bacteria. Bacterial cell division protein FtsZ inhibitor (IC50=8.2µg/ml). Inhibits the GTPase activity of FtsZ in vitro (IC50=7.0µg/ml). Induces apoptosis and autophagy and inhibits cell growth at G2/M in human prostate cancer cells. Activates ATP hydrolysis and induces calcium sensitized swelling of rat liver mitochondria.
MDL:
MFCD01745123
Molecular Formula:
C34H30O14
Molecular Weight:
662.6
Package Type:
Vial
Precautions:
P261, P280, P301, P312, P304, P340, P305, P338, P351
Product Description:
Antibiotic. Exhibits broad activity against Gram-positive bacteria. Bacterial cell division protein FtsZ inhibitor (IC50=8.2µg/ml). Inhibits the GTPase activity of FtsZ in vitro (IC50=7.0µg/ml). Induces apoptosis and autophagy and inhibits cell growth at G2/M in human prostate cancer cells. Activates ATP hydrolysis and induces calcium sensitized swelling of rat liver mitochondria.
Purity:
>98% (HPLC)
Signal Word:
Warning
SMILES:
COC(=O)C[C@@H]1CC2=CC3=C(C(O)=CC(OC)=C3C3=C4C=C5C[C@@H](CC(=O)OC)OC(=O)C5=C(O)C4=C(O)C=C3OC)C(O)=C2C(=O)O1
Solubility Chemicals:
Soluble in DMSO or ethanol.
Source / Host:
Isolated from fungus Aspergillus sp.
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.
References
Viriditoxin production by Aspergillus viridi-nutans and related species: E.B. Lillehoj & M.S. Milburn; Appl. Microbiol. 26, 202 (1973) | Metabolic products from Spicaria divaricata NRRL 5771: J. Jiu S. Mizuba; J. Antibiot. (Tokyo) 27, 760 (1974) | Viriditoxin induces swelling and atpase by activation of calcium transport in liver mitochondria: D.T. Wong & R.L. Hamill; BBRC 71, 332 (1976) | Discovery of a small molecule that inhibits cell division by blocking FtsZ, a novel therapeutic target of antibiotics: J. Wang, et al.; J. Biol. Chem. 278, 44424 (2003) | Second-Generation Synthesis of (-)-Viriditoxin: C.I. Grove & J.T. Shaw; Synthesis 2012, 362 (2012) | Viriditoxin regulates apoptosis and autophagy via mitotic catastrophe and microtubule formation in human prostate cancer cells: S. Kundu, et al.; Int. J. Oncol. 45, 2331 (2014) | A twist of nature - the significance of atropisomers in biological systems: J.E. Smyth, et al.; Nat. Prod. Rep. 32, 1562 (2015)