CAS Number82-08-6
SynonymsKamalin; Mallotoxin; 5,7-Dihydroxy-2,2-dimethyl-6-(2,4,6-trihydroxy-3-methyl-5-acetylbenzyl)-8-cinnamoyl-1,2-chromene; EINECS 201-395-4; MFCD00017361; Rottlerin
Molecular FormulaC30H28O8
Molecular Weight516.54
Purity≥98 (HPLC)%
Density1.4±0.1 g/cm3
Boiling Point800.4±65.0 °C at 760 mmHg
Melting Point200 °C
Appearancesolid
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 82-08-6 |
| Catalog No. | 2A-9012348 |
| Chinese Name | 粗糠柴苦素 |
| Synonyms | Kamalin; Mallotoxin; 5,7-Dihydroxy-2,2-dimethyl-6-(2,4,6-trihydroxy-3-methyl-5-acetylbenzyl)-8-cinnamoyl-1,2-chromene; EINECS 201-395-4; MFCD00017361; Rottlerin |
| Molecular Formula | C30H28O8 |
| Molecular Weight | 516.54 |
| Purity | ≥98 (HPLC) |
| Density | 1.4±0.1 g/cm3 |
| Boiling Point | 800.4±65.0 °C at 760 mmHg |
| Melting Point | 200 °C |
| Appearance | solid |
| Storage Condition | Store sealed and away from light. |
| Application | Rottlerin is a specific inhibitor of PKC, with IC50 values of 3-6 μM for PKCδ, 30-42 μM for PKCα, β, and γ, and 80-100 μM for PKCε, η, and ζ. |
| MDL Number | MFCD00017361 |
| SMILES | O1C(C=Cc2c1c(c(c(c2O)Cc4c(c(c(c(c4O)C(=O)C)O)C)O)O)C(=O)\C=C\c3ccccc3)(C)C |
| InChI | 1S/C30H28O8/c1-15-24(33)19(27(36)22(16(2)31)25(15)34)14-20-26(35)18-12-13-30(3,4)38-29(18)23(28(20)37)21(32)11-10-17-8-6-5-7-9-17/h5-13,33-37H,14H2,1-4H3/b11-10+ |
| InChI Key | DEZFNHCVIZBHBI-ZHACJKMWSA-N |
| NACRES Code | NA.77 |
| UNSPSC | 12352200 |
| Hazard Symbols | Transport |
| MSDS | msds/12348_1_82_08_6.pdf |
| Bioactivity | Rottlerin is a specific PKC inhibitor, with IC50 values for PKCδ of 3-6 μM, PKCα,β,γ of 30-42 μM, PKCε,η,ζ of 80-100 μM. Related Catalog Signaling Pathways >> Epigenetics >> PKC Signaling Pathways >> TGF-beta/Smad >> PKC Research Areas >> Infection Target PKCδ:3 μM (IC50, Porcine spleen) PKCα:30 μM (IC50, baculovirus-infected Sf9 insect cells) PKCγ:40 μM (IC50, baculovirus-infected Sf9 insect cells) PKCβ:42 μM (IC50, baculovirus-infected Sf9 insect cells) PKCη:82 μM (IC50, baculovirus-infected Sf9 insect cells) PKCζ:100 μM (IC50, baculovirus-infected Sf9 insect cells) PKCε:100 μM (IC50, baculovirus-infected Sf9 insect cells) CaM kinase III:5.3 μM (IC50, EF-2 kinase activity in cytosol of murine pancreas) CKII:30 μM (IC50, holoenzyme expressed in E.coli) PKA:78 μM (IC50, catalytic subunit from porcine heart) In Vitro Rottlerin is a powerful inhibitor of the Ca2+-unresponsive PKCδ with an IC50 of 3 μM for the enzyme from porcine spleen and 6 μM for the recombinant enzyme from baculovirus-infected Sf9 insect cells. Other PKC isoenzymes provestobe at least one order of magnitude less sensitive for Rottlerin. The IC50 values for the different PKC isoenzymes increased in the following order: δ<α, β, γ<η, ζ, ε[1]. Rottlerin inhibits cell proliferation in a dose-dependent manner. The combination of both inhibitors (Sorafenib and Rottlerin) is substantially more effective than either single agent and produces a significant decrease in glioma cell survival. The cytotoxic effect of Rottlerin and Sorafenib is further confirmed using a clonogenic assay. There is a dose-dependent decrease in colony forming ability due to Rottlerin and Sorafenib, when administered independently, with the latter having activity at concentrations above 5 μM. In addition, there is striking potentiation of efficacy when the two agents are administered in combination[2]. Cell Assay Cells (5×103/well) are plated in 96-well microtiter plates in 100 μL of growth medium, and after overnight attachment, are exposed for 3 days to a range of concentrations of sorafenib and Rottlerin (0, 0.1, 0.2, 0.4, 0.8, 1.5, 3, 6, 12, 25, 50 μM), alone and in combination. Control cells receive vehicle alone (DMSO). After the treatment, cells are washed, and the number of viable cells is determined using a colorimetric cell proliferation assay. To perform the assay, 20 μL of MTS/phenazine methosulfate solution is added to each well, and after 1 h of incubation at 37°C in a humidified 5% CO2 atmosphere, absorbance is measured at 490 nm in a microplate reader. To directly assess cellular toxicity, 2.5×105 cells are seeded in 60-mm Petri dishes and treated with selected concentrations of inhibitors or vehicle[2]. References [1]. Gschwendt M, et al. Rottlerin, a novel protein kinase inhibitor. Biochem Biophys Res Commun. 1994 Feb 28;199(1):93-8. [2]. Jane EP, et al. Coadministration of sorafenib with rottlerin potently inhibits cell proliferation and migration in human malignant glioma cells. J Pharmacol Exp Ther. 2006 Dec;319(3):1070-80. Chemical & Physical Properties Density 1.4±0.1 g/cm3 Boiling Point 800.4±65.0 °C at 760 mmHg Melting Point 200 °C Molecular Formula C30H28O8 Molecular Weight 516.539 Flash Point 266.0±27.8 °C Exact Mass 516.178406 PSA 144.52000 LogP 8.66 Vapour Pressure 0.0±2.9 mmHg at 25°C Index of Refraction 1.682 InChIKey DEZFNHCVIZBHBI-ZHACJKMWSA-N SMILES CC(=O)c1c(O)c(C)c(O)c(Cc2c(O)c3c(c(C(=O)C=Cc4ccccc4)c2O)OC(C)(C)C=C3)c1O Storage condition 2-8°C |
| Use of | Rottlerin is a specific PKC inhibitor, with IC50 values for PKCδ of 3-6 μM, PKCα,β,γ of 30-42 μM, PKCε,η,ζ of 80-100 μM. Properties Articles43 Name rottlerin Synonym More Synonyms Rottlerin Biological Activity Description Rottlerin is a specific PKC inhibitor, with IC50 values for PKCδ of 3-6 μM, PKCα,β,γ of 30-42 μM, PKCε,η,ζ of 80-100 μM. Related Catalog Signaling Pathways >> Epigenetics >> PKC Signaling Pathways >> TGF-beta/Smad >> PKC Research Areas >> Infection PKCδ:3 μM (IC50, Porcine spleen) PKCα:30 μM (IC50, baculovirus-infected Sf9 insect cells) PKCγ:40 μM (IC50, baculovirus-infected Sf9 insect cells) PKCβ:42 μM (IC50, baculovirus-infected Sf9 insect cells) PKCη:82 μM (IC50, baculovirus-infected Sf9 insect cells) PKCζ:100 μM (IC50, baculovirus-infected Sf9 insect cells) PKCε:100 μM (IC50, baculovirus-infected Sf9 insect cells) CaM kinase III:5.3 μM (IC50, EF-2 kinase activity in cytosol of murine pancreas) CKII:30 μM (IC50, holoenzyme expressed in E.coli) PKA:78 μM (IC50, catalytic subunit from porcine heart) In Vitro Rottlerin is a powerful inhibitor of the Ca2+-unresponsive PKCδ with an IC50 of 3 μM for the enzyme from porcine spleen and 6 μM for the recombinant enzyme from baculovirus-infected Sf9 insect cells. Other PKC isoenzymes provestobe at least one order of magnitude less sensitive for Rottlerin. The IC50 values for the different PKC isoenzymes increased in the following order: δ<α, β, γ<η, ζ, ε[1]. Rottlerin inhibits cell proliferation in a dose-dependent manner. The combination of both inhibitors (Sorafenib and Rottlerin) is substantially more effective than either single agent and produces a significant decrease in glioma cell survival. The cytotoxic effect of Rottlerin and Sorafenib is further confirmed using a clonogenic assay. There is a dose-dependent decrease in colony forming ability due to Rottlerin and Sorafenib, when administered independently, with the latter having activity at concentrations above 5 μM. In addition, there is striking potentiation of efficacy when the two agents are administered in combination[2]. References [1]. Gschwendt M, et al. Rottlerin, a novel protein kinase inhibitor. Biochem Biophys Res Commun. 1994 Feb 28;199(1):93-8. [2]. Jane EP, et al. Coadministration of sorafenib with rottlerin potently inhibits cell proliferation and migration in human malignant glioma cells. J Pharmacol Exp Ther. 2006 Dec;319(3):1070-80. Chemical & Physical Properties Molecular Formula C30H28O8 Exact Mass 516.178406 PSA 144.52000 Index of Refraction 1.682 InChIKey DEZFNHCVIZBHBI-ZHACJKMWSA-N |
| Transport Info | Product name: Purity: 95.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available See reverse side of invoice or packing slip. |
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