R5648

Rottlerin

• Sinónimos: 1-[6-[(3-Acetyl-2,4,6-trihydroxy-5-methylphenyl)methyl]-5,7-dihydroxy-2,2-dimethyl-2H-1-benzopyran-8-yl]-3-phenyl-2-propen-1-one, Mallotoxin
• Fórmula empírica (notación de Hill): C₃₀H₂₈O₈
• Número de CAS: 82-08-6
• Peso molecular: 516.54
• Número CE: 201-395-4
• Número MDL: MFCD00017361
• Código UNSPSC: 12352200
• ID de la sustancia en PubChem: 24278679
• NACRES: NA.77

Propiedades

• origen biológico: plant (Mallotus philippinensis)
• Ensayo: ≥95% (HPLC)
• Formulario: powder
• mp: 200.0 °C
• solubilidad: ethanol: 1 mg/mL
• temp. de almacenamiento: 2-8°C
• cadena SMILES: CC(=O)c1c(O)c(C)c(O)c(Cc2c(O)c3C=CC(C)(C)Oc3c(c2O)C(=O)\C=C\c4ccccc4)c1O
• 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+
• Clave InChI: DEZFNHCVIZBHBI-ZHACJKMWSA-N
• Información sobre el gen: human ... CDK2(1017)

Descripción

Descripción general

Rottlerin is extracted from Mallotus philippinensis. It is a protein kinase Cδ (PKCδ) inhibitor. Rottlerin acts as an uncoupler of mitochondrial respiration from oxidative phosphorylation. It has antitumor, autophagy, anti-proliferative, anti-metastasis and anti-invasive properties.

Aplicación

Rottlerin has been used:

• as a protein kinase C δ (PKCδ) inhibitor for the analysis of protein content and phosphorylation in rats
• to examine the gene expression of early osteoblast markers
• to attenuate pyruvate dehydrogenase (PDH) phosphorylation by succinate
• to depolarise mitochondria
• to investigate its antitumor activity in pancreatic cancer (PC) cells

Acciones bioquímicas o fisiológicas

Potent activator of the large conductance voltage and Ca²⁺ activated K⁺ channel; hERG channel activator.

Recently, Rottlerin (mallotoxin) has been shown to be a potent activator of the large conductance voltage and Ca² activated K⁺ channel and to potently leftward shift the conductance-voltage relationship of the channel. Mallatoxin tested on hERG channels increased both step and tail hERG current by leftward shifting the voltage dependence of hERG activation and slowing channel deactivation. These actions distinguish Mallatoxin as a novel naturally occurring hERG channel activator.

Características y beneficios

This compound is featured on the PKC page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Información de seguridad

• Código de clase de almacenamiento: 13 - Non Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable
• Equipo de protección personal: Eyeshields, Gloves, type N95 (US)