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ROTTLERIN

Product Name
ROTTLERIN
CAS No.
82-08-6
Chemical Name
ROTTLERIN
Synonyms
MALLOTOXIN;kamalin;ROTTLERIN;NSC 56346;NSC 94525;Rottierin;Rottlerin,98%;Rottlerin, 98% 10MG;Rottlerin (Mallotoxin;4’,6’-trihydroxy-5’-methyl-methyl)-2
CBNumber
CB4260488
Molecular Formula
C30H28O8
Formula Weight
516.54
MOL File
82-08-6.mol
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ROTTLERIN Property

Melting point:
200 °C
Boiling point:
521.39°C (rough estimate)
Density 
1.2051 (rough estimate)
refractive index 
1.4900 (estimate)
storage temp. 
2-8°C
solubility 
Soluble in DMSO (up to 50 mg/ml).
form 
Powder
pka
6.92±0.40(Predicted)
color 
Orange to brown
Stability:
Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 1 month.
LogP
8.660 (est)
CAS DataBase Reference
82-08-6(CAS DataBase Reference)
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Safety

Hazard Codes 
Xn
Risk Statements 
20/21/22-22
Safety Statements 
36/37-24/25
WGK Germany 
3
RTECS 
AM6913800
HS Code 
29329990
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
557370
Product name
Rottlerin - CAS 82-08-6 - Calbiochem
Packaging
10mg
Price
$144
Updated
2024/03/01
Cayman Chemical
Product number
12006
Product name
Rottlerin
Purity
≥90%
Packaging
10mg
Price
$62
Updated
2024/03/01
Cayman Chemical
Product number
12006
Product name
Rottlerin
Purity
≥90%
Packaging
50mg
Price
$239
Updated
2024/03/01
Tocris
Product number
1610
Product name
Rottlerin
Purity
≥95%(HPLC)
Packaging
10
Price
$95
Updated
2021/12/16
Tocris
Product number
1610
Product name
Rottlerin
Purity
≥95%(HPLC)
Packaging
50
Price
$402
Updated
2021/12/16
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ROTTLERIN Chemical Properties,Usage,Production

Description

Rottlerin (82-08-6) has been reported to inhibit PKCδ selectively however this result has been called into question.1?Displays neuroprotective effects.2?Induces autophagy.3?Cell permeable.

Chemical Properties

orange to brown powder

Uses

Rottlerin is a human ether-a-go-go-related gene (hERG) potassium channel activator.

Definition

ChEBI: A chromenol that is 2,2-dimethyl-2H-chromene substituted by hydroxy groups at positions 5 and 7, a 3-acetyl-2,4,6-trihydroxy-5-methylbenzyl group at position 6 and a (1E)-3-oxo-1-phenylprop-1-en-3-yl group at position 8. A potassium channel opener, it is isolated from Mallotus philippensis.

General Description

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.

Biological Activity

Originally reported to inhibit PKC isoforms, with selectivity for PKC δ (K i values are 30, 42, 40, 3-6, 100, and 100 μ M for α , β , γ , δ , ε , λ respectively). Also reported to inhibit CAM kinase III. However, recently shown to inhibit a wide range of protein kinases, and most potently to inhibit PRAK and MAPKAP-K2 (IC 50 values are 1.9 and 5 μ M respectively). Also shown to act as a direct mitochondrial uncoupler.

Biochem/physiol Actions

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.

storage

+4°C

References

1) Davies et al. (2000), Specificity and mechanism of action of some commonly used protein kinase inhibitors; Biochem. J., 351 95 2) Zhang et al. (2007), Neuroprotective effect of protein kinase C delta inhibitor rottlerin in cell culture and animal models of Parkinson’s disease; J. Pharmacol. Exp. Ther., 322 913 3) Balgi et al. (2009), Screen for chemical modulators of autophagy reveals novel therapeutic inhibitors of mTORC1 signaling; PLoS One, 4 e7124

ROTTLERIN Preparation Products And Raw materials

Raw materials

Preparation Products

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ROTTLERIN Suppliers

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82-08-6, ROTTLERINRelated Search:

3-Ethylacetophenone 3,5-Dimethyl-4-hydroxybenzaldehyde 3-VINYLBENZALDEHYDE 1-(2-Hydroxy-5-methylphenyl)ethanone 2',4'-DIHYDROXY-3'-METHYLACETOPHENONE 2,4,6-TRIHYDROXY-1,3-DIMETHYL BENZENE ROTTLERIN 2,4-Dihydroxy-3-methylbenzaldehyde ALLYL P-TOLYL ETHER 3,5-DIMETHYLACETOPHENONE 2,2'-METHYLENEBIS(4-METHYLPHENOL) 2,4,6-Trimethylphenol 2,2'-METHYLENEDIPHENOL 2-ALLYLOXYBENZALDEHYDE 5-ETHYL-2-HYDROXY-BENZALDEHYDE 1-(2-ETHOXY-5-METHYL-PHENYL)-ETHANONE 2,4-DIHYDROXY-1,3,5-TRIMETHYLBENZENE 2-BENZYL-4-METHYLPHENOL

  • MALLOTOXIN
  • 3'-[(8-CINNAMOYL-5,7-DIHYDROXY-2,2-DIMETHYL-2H-1-BENZOPYRAN-6-YL)METHYL]-2',4',6'-TRIHYDROXY-5'-METHYLACETOPHENONE
  • 4’,6’-trihydroxy-5’-methyl-methyl)-2
  • acetophenone,3’-((8-cinnamoyl-5,7-dihydroxy-2,2-dimethyl-2h-1-benzopyran-6-yl)
  • kamalin
  • ROTTLERIN
  • 2-Propen-1-one, 1-[6-[(3-acetyl-2,4,6-trihydroxy-5-methylphenyl)methyl]-5,7-dihydroxy-2,2-dimethyl-2H-1-benzopyran-8-yl]-3-phenyl-, (2E)-
  • 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
  • (E)-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
  • Rottlerin,98%
  • Rottlerin, 98% 10MG
  • NSC 56346
  • NSC 94525
  • Rottlerin (Mallotoxin
  • (E)-1-(6-(3-Acetyl-2,4,6-trihydroxy-5-methylbenzyl)-5,7-dihydroxy-2,2-dimethyl-2H-chromen-8-yl)-3-phenylprop-2-en-1-one
  • Rottierin
  • 82-08-6
  • 1982-8-6
  • C30H28O8
  • Kinase/Phosphatase Biology
  • Protein Kinase C, Calcium/Calmodulin-dependent protein Kinase (PKC and CaMK)
  • Serine/Threonine Kinase Inhibitors
  • Cell Signaling and Neuroscience
  • Cell Biology
  • BioChemical
  • Aromatic Phenols
  • Protein Kinase