219465

Celastrol, Celastrus scandens

A cell-permeable dienone-phenolic triterpene compound that exhibits antioxidant and anti-inflammatory properties.

• Synonym(e): Celastrol, Celastrus scandens , Tripterin, 3-Hydroxy-24-nor-2-oxo-1(10),3,5,7-friedelatetraen-29-oic Acid, Proteasome Inhibitor XIX
• Empirische Formel (Hill-System): C₂₉H₃₈O₄
• CAS-Nummer: 34157-83-0
• Molekulargewicht: 450.61
• MDL-Nummer: MFCD03424073
• UNSPSC-Code: 12352200
• NACRES: NA.77

Eigenschaften

• Qualitätsniveau: 100
• Assay: ≥95% (TLC)
• Form: crystals
• Hersteller/Markenname: Calbiochem^®
• Lagerbedingungen: OK to freeze; protect from light
• Farbe: red
• Löslichkeit: DMSO: 5 mg/mL; ethanol: soluble
• Versandbedingung: ambient
• Lagertemp.: 2-8°C
• InChI: 1S/C29H38O4/c1-17-18-7-8-21-27(4,19(18)15-20(30)23(17)31)12-14-29(6)22-16-26(3,24(32)33)10-9-25(22,2)11-13-28(21,29)5/h7-8,15,22,31H,9-14,16H2,1-6H3,(H,32,33)/t22-,25-,26-,27+,28-,29+/m1/s1
• InChIKey: KQJSQWZMSAGSHN-JJWQIEBTSA-N

Beschreibung

Allgemeine Beschreibung

A cell-permeable dienone-phenolic triterpene compound that exhibits antioxidant and anti-inflammatory properties. It suppresses LPS-induced pro-inflammatory cytokines release in macrophages and monocytes (IC₅₀ = 40 nM for IL-1β and IL-1α, 80 nM for IL-6, 110 nM for PGE₂, and 210 nM for IL-8 and TNF-α), as well as LPS-induced NF-κB activation (IC₅₀ = 270 nM) and NO production (IC₅₀ = 230 nM) in RAW264.7 cells. Preferentially inhibits chymotrypsin-like activity of 20S proteasome with an IC₅₀ of 2.5 µM. Has also been shown to inhibit lipid peroxidation induced by ADP and Fe²⁺ in rat liver mitochondria (IC₅₀ = 7 µM). Significantly improves the performance in memory, learning, and psychomotor activity in rats. May be useful to minimize inflammation in Alzheimer′s disease (AD).

A cell-permeable dienone-phenolic triterpene compound with antioxidant and anti-inflammatory properties. It suppresses LPS-induced release of pro-inflammatory cytokines in macrophages and monocytes (IC₅₀ = 40 nM for IL-1β and IL-1α, 80 nM for IL-6, 110 nM for PEG₂, and 210 nM for IL-8 and TNF-α). Also suppresses LPS-induced NF-κB activation (IC₅₀ = 270 nM) and NO production (IC₅₀ = 230 nM) in RAW264.7 cells. Preferentially inhibits chymotrypsin-like activity of 20S proteasome with an IC₅₀ of 2.5 µM. Shown to inhibit lipid peroxidation induced by ADP and Fe²⁺ in rat liver mitochondria (IC₅₀ = 7 µM). Improves performance in memory, learning, and psychomotor activity in rats. May be useful in minimizing inflammation in Alzheimer′s disease animal models.

Biochem./physiol. Wirkung

Cell permeable: yes

Product does not compete with ATP.

Reversible: no

Target IC₅₀: 2.5 µM inhibiting chymotrypsin-like activity of 20S proteasome

Verpackung

Packaged under inert gas

Warnhinweis

Toxicity: Standard Handling (A)

Sonstige Hinweise

Yang, H., et al. 2006. Cancer Res.66, 4758.
Westerheide, S.D., et al. 2004. J. Biol. Chem.279, 56053.
Jin, H.Z., et al. 2002. J. Nat. Prod.65, 89.
Allison, A.C., et al. 2001. Prog. Neuropsychopharmacol. Biol. Psychiatry25, 1341.
He, W., et al. 1998. Bioorg. Med. Chem. Lett.8, 3659.
Sassa, H., et al. 1990. Biochem. Biophys. Res. Commun.172, 890.

Rechtliche Hinweise

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 2
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable