R5648

Rottlerin

• Sinonimo/i: 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
• Formula empirica (notazione di Hill): C₃₀H₂₈O₈
• Numero CAS: 82-08-6
• Peso molecolare: 516.54
• Numero CE: 201-395-4
• Numero MDL: MFCD00017361
• Codice UNSPSC: 12352200
• ID PubChem: 24278679
• NACRES: NA.77

Proprietà

• Origine biologica: plant (Mallotus philippinensis)
• Saggio: ≥95% (HPLC)
• Stato: powder
• Punto di fusione: 200.0 °C
• Solubilità: ethanol: 1 mg/mL
• Temperatura di conservazione: 2-8°C
• Stringa SMILE: 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+; DEZFNHCVIZBHBI-ZHACJKMWSA-N
• Informazioni sul gene: human ... CDK2(1017)

Descrizione

Descrizione generale

Rottlerin is extracted from Mallotus philippinensis.[1] It is a protein kinase Cδ (PKCδ) inhibitor. Rottlerin acts as an uncoupler of mitochondrial respiration from oxidative phosphorylation.[2] It has antitumor, autophagy, anti-proliferative, anti-metastasis and anti-invasive properties.[3]

Applicazioni

Rottlerin has been used:

• as a protein kinase C δ (PKCδ) inhibitor for the analysis of protein content and phosphorylation in rats[4]
• to examine the gene expression of early osteoblast markers[5]
• to attenuate pyruvate dehydrogenase (PDH) phosphorylation by succinate[6]
• to depolarise mitochondria[7]
• to investigate its antitumor activity in pancreatic cancer (PC) cells[8]

Azioni biochim/fisiol

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.

Caratteristiche e vantaggi

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

Informazioni sulla sicurezza

• Codice della classe di stoccaggio: 13 - Non Combustible Solids
• Classe di pericolosità dell'acqua (WGK): WGK 3
• Punto d’infiammabilità (°F): Not applicable
• Punto d’infiammabilità (°C): Not applicable
• Dispositivi di protezione individuale: Eyeshields, Gloves, type N95 (US)