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R5648
Rottlerin
Synonim(y):
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
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Informacje o tej pozycji
Wzór empiryczny (zapis Hilla):
C30H28O8
Numer CAS:
Masa cząsteczkowa:
516.54
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
201-395-4
MDL number:
biological source
plant (Mallotus philippinensis)
assay
≥95% (HPLC)
form
powder
mp
200.0 °C
solubility
ethanol: 1 mg/mL
storage temp.
2-8°C
SMILES string
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+
InChI key
DEZFNHCVIZBHBI-ZHACJKMWSA-N
Gene Information
human ... CDK2(1017)
General description
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. It has antitumor, autophagy, anti-proliferative, anti-metastasis and anti-invasive properties.
Application
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
Biochem/physiol Actions
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.
Features and Benefits
This compound is featured on the PKC page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
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Klasa składowania
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Powiązane treści
Rottlerin exhibits antitumor activity via down-regulation of TAZ in non-small cell lung cancer
Zhao Z, et al.
Testing, 8(5), 7827-7827 (2017)
Ruihuan Pan et al.
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Astragalus membranaceus (Ast) and ligustrazine (Lig) have a protective effect on lower hemorrhagic transformation induced by pharmaceutical thrombolysis. The cerebral ischemia rat model was induced with autologous blood clot injections. A combination of Ast and Lig, or a protein kinase
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