WORTMANNIN
WORTMANNIN
CAS: 19545-26-7
Molecular Formula: C23H24O8
WORTMANNIN - Names and Identifiers
WORTMANNIN - Physico-chemical Properties
| Molecular Formula | C23H24O8 |
| Molar Mass | 428.43 |
| Density | 1.2454 (rough estimate) |
| Melting Point | 234-240 °C |
| Boling Point | 463.31°C (rough estimate) |
| Specific Rotation(α) | +80.0～+105.0゜(20℃/D)(c=0.1,C2H5OH) |
| Flash Point | 2℃ |
| Solubility | Soluble in DMSO (50 mg/ml), ethanol (25 mg/ml), methanol, 1:8 DMSO:PBS(pH 7.2) (~0.1 mg |
| Vapor Presure | 4.35E-15mmHg at 25°C |
| Appearance | White solid |
| Color | off-white |
| Maximum wavelength(λmax) | 296nm(lit.) |
| Merck | 14,10053 |
| BRN | 67676 |
| Storage Condition | -20°C |
| Stability | Stable for 1 year from date of purchase as supplied. Dried aliquots evaporated from ethanol may be stored at -20° for several months. Solutions however are not stable and must be used within one day |
| Sensitive | Light Sensitive |
| Refractive Index | 1.4480 (estimate) |
| MDL | MFCD00133927 |
| Physical and Chemical Properties | Solubility: DMSO: soluble storage condition: 2-8℃ WGK Germany:3 RTECS:CB9641000 |
| Use | Biochemical reagents, biochemical experiments, wortmannin (Wortmannin) is an effective specific phosphatidylinositol 3-kinase (PI3-K) inhibitor with IC50 of 2-4 nM. It can inhibit the formation of autophagosomes and also effectively inhibit DNA-PK/ATM with IC50 of 16 nM and 150 nM respectively. |
| In vitro study | The inhibition of MLCK by Wortmannin is not affected by calcium or peptide substrates, but this inhibition is attenuated by high concentrations of ATP. Wortmannin interacts directly with the MLCK catalytic domain, resulting in a weakening of the irreversible enzyme activity. Wortmannin had no inhibitory effect on cAMP-dependent protein kinase, cGMP-dependent protein kinase, calmodulin-dependent kinase II, or protein kinase C. Wortmannin inhibits the formation of PtdInsP3 (phosphatidylinositol 3,4, 5-triphosphorylation) induced by fMLP with an IC 50 of 5 nM. In human neutrophils, Wortmannin was completely inhibited at a dose of 100 nM and increased the level of PtdInsP2, but had no effect on PtdInsP and PtdIns; wortmannin can dynamically regulate F-actin levels without effect on fMLP-stimulated actin polymerization. In RBL-2H3 cells, Wortmannin irreversibly inhibited phosphoinositide 3-kinase (PI3-kinase) activity (IC 50 at 3 nM) by binding to the 110-kDa protein, with no effect on Pi4-kinase. Wortmannin also inhibited Fc epsilon RI-mediated histamine secretion and leukotriene release, without affecting the tyrosine kinase Lyn. In rat adipocytes, Wortmannin at a dose of 0.1 μm completely inhibited insulin-induced hexose uptake, and did not affect isoproterenol-stimulated lipolytic activity. In human umbilical vein endothelial cells, Wortmannin inhibits insulin-induced nitric oxide production in the presence of IGF-1 with an IC50 of 500nM. In Chinese hamster ovary cells, Wortmannin inhibited DNA double-strand break (DSB) repair at a dose of 50 μm, but had no effect on DSB levels or single-strand break (SSB) enzyme activity. Wortmannin potentiates ionizing radiation (IR)-induced cytotoxicity, but is inherently non-toxic. Wortmannin inhibits water bulb-like kinase (PLK 1) activity with an IC 50 of 24nm, resulting in G 2 / M arrest of the cells. In human macrophages, Wortmannin increases Toll-like receptor (TLR)-mediated accumulation of interleukin-6, EC 50=50 nM. In mouse macrophages, Wortmannin significantly enhanced TLR-induced nitric oxide synthase (iNOS) expression and nitrite accumulation. Wortmannin activates nuclear factor-kappa B and up-regulates cytokine mRNA levels. Wortmannin also inhibits water bulb-like kinase (PlK)1 and PlK 3, playing an important role in mitosis. Treatment with Wortmannin may result in a reduction in p53 serine 20 phosphorylation induced by DNA damage. In SW 1990 cells, Wortmannin inhibited hyaluronic acid-induced Akt phosphorylation and cell motility/migration. |
| In vivo study | Wortmannin at a dose of 1 mg/kg inhibited peritoneal metastasis of SW1990 in transplanted tumor mice without weight loss. Wortmannin inhibits phosphatidylinositide 3- B kinase (PKB)/phosphorylated Akt in mouse normal tissues (lung, heart and brain homogenates) and tumor tissues, there was no mortality or acute toxicity at 0.7 mg/kg. When used in combination with gemcitabine, it can greatly increase apoptosis and inhibit tumor growth in situ, and neither of the two drugs alone has the above effect. |
WORTMANNIN - Risk and Safety
| Risk Codes | R26/27/28 - Very toxic by inhalation, in contact with skin and if swallowed. R36/37/38 - Irritating to eyes, respiratory system and skin. R36 - Irritating to the eyes R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R11 - Highly Flammable |
| Safety Description | S28 - After contact with skin, wash immediately with plenty of soap-suds. S36/37 - Wear suitable protective clothing and gloves. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S37/39 - Wear suitable gloves and eye/face protection S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S16 - Keep away from sources of ignition. |
| UN IDs | UN 3462 6.1/PG 1 |
| WGK Germany | 3 |
| RTECS | CB9641000 |
| FLUKA BRAND F CODES | 3-8-10 |
| HS Code | 29322090 |
| Hazard Class | 6.1 |
| Packing Group | I |
WORTMANNIN - Introduction
Wortmannin is a PI3K inhibitor with IC50 of 3 nM, which inhibits the formation of autophagosomes and also effectively inhibits DNA-PK/ATM. IC50 is 16 nM and 150 nM respectively.
Last Update：2022-10-16 17:14:45
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Product Name: Wortmannin penicillium funiculosumA Visit Supplier Webpage Request for quotationCAS: 19545-26-7
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QQ: 2531159185
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View History
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