Source: | Wortmanin is produced by the fungus Talaromyces (Penicillium) wortmannii |
Synonyms | BRN 0067676 NSC 627609 Antibiotic SL-2052 Wartmannin Wortmannin KY 12420 Systematic Name (1alpha,11alpha)-11-(Acetyloxy)-1-(methoxymethyl)-2-oxaandrosta-5,8-dieno(6,5,4-bc)furan-3,7,17-trione |
Description: | Wortmannin is an antifungal antibiotic, similar to viridin. |
CAS number: | 19545-26-7 |
Merck index: | 12, 10188 |
Molecular weight: | 428.44 |
Structure: | |
Molecular Formula: | C23H24O8 |
Solubility information: | DMSO, Methanol. Unstable in aqueous and ethanolic solutions. |
Specifications | |
Appearance: | Off-white to pale yellow powder |
Purity: | At least 97.5% by TLC, HPLC |
λmax: | 210-220, 256, 293 (not a part of specification) |
Melting point | 240oC +- 2oC. not a part of specification |
Solubility | Clear colorless solution at 5 mg/ml Methanol. |
Storage | -20°C .Hygroscopic. Protect from light and moisture. |
Applications | Wortmannin is an inhibitor of phosphatidyl-inositol 3-kinase Wortmannin inhibits the growth of mammary tumors despite the existence of a novel wortmannin-insensitive phosphatidylinositol-3-kinase. Wortmannin inhibits repair of DNA double-strand breaks in irradiated normal human cells. Wortmannin was shown to have enhancing influence on memory and impair learning abilities. |
Warnings | POTENTIALLY FATAL IF SWALLOWED, INHALLED OR ABSORBED THROUGH SKIN. |
Classification | chemical class:Androstadiene phospholipase D inhibitor. Immunosupressor. Antifungal. |
Related products | |
| For Research use only. Not for Human or Drug use GMP/API grade No genetically modified organisms are used. |
Publications | Yuan H, Luo J, Weissleder R, Cantley L, Josephson L. Wortmannin-C20 conjugates generate wortmannin. J Med Chem. 2006 Jan 26;49(2):740-7. |
| Nakipova OV, Andreeva LA, Zakharova NM, Semenova TP, Solomonov NG. Influence of wortmannin on the inotropic effect of insulin in papillary muscles of Siberian ground squirrel heart. Dokl Biochem Biophys. 2006 Mar-Apr;407:91-3 |
| Zhu T, Gu J, Yu K, Lucas J, Cai P, Tsao R, Gong Y, Li F, Chaudhary I, Desai P, Ruppen M, Fawzi M, Gibbons J, Ayral-Kaloustian S, Skotnicki J, Mansour T, Zask A. Pegylated wortmannin and 17-hydroxywortmannin conjugates as phosphoinositide 3-kinase inhibitors active in human tumor xenograft models. J Med Chem. 2006 Feb 23;49(4):1373-8. |
| Hazeki K, Kinoshita S, Matsumura T, Nigorikawa K, Kubo H, Hazeki O. Opposite effects of wortmannin and 2-(4-morpholinyl)-8-phenyl-1(4H)-benzopyran-4-one hydrochloride on toll-like receptor-mediated nitric oxide production: negative regulation of nuclear factor-{kappa}B by phosphoinositide 3-kinase. Mol Pharmacol. 2006 May;69(5):1717-24. |
| Giner JL, Kehbein KA, Cook JA, Smith MC, Vlahos CJ, Badwey JA. Synthesis of fluorescent derivatives of wortmannin and demethoxyviridin as probes for phosphatidylinositol 3-kinase. Bioorg Med Chem Lett. 2006 May 1;16(9):2518-21. |
| Sullivan JA, Grummer MA, Yi FX, Bird IM. Pregnancy-enhanced endothelial nitric oxide synthase (eNOS) activation in uterine artery endothelial cells shows altered sensitivity to Ca2+, U0126, and wortmannin but not LY294002--evidence that pregnancy adaptation of eNOS activation occurs at multiple levels of cell signaling. Endocrinology. 2006 May;147(5):2442-57 |