Celastrol
Synonym(s):10-Hydroxy-2,4a,6a,9,12b,14a-hexamethyl-11-oxo-1,2,3,4,4a,5,6,6a,11,12b,13,14,14a,14b-tetradecahydro-picene-2-carboxylic acid;Celastrol, Celastrus scandens - CAS 34157-83-0 - Calbiochem;Tripterin;Tripterin, 3-Hydroxy-24-nor-2-oxo-1(10),3,5,7-friedelatetraen-29-oic Acid, Proteasome Inhibitor XIX
- CAS NO.:34157-83-0
- Empirical Formula: C29H38O4
- Molecular Weight: 450.61
- MDL number: MFCD03424073
- EINECS: 636-472-5
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-04 20:04:50
What is Celastrol?
Description
Celastrol (34157-83-0) displays potent antioxidant and anti-inflammatory activity. Inhibits NFkB (IC50=270 nM). ?It induces heat shock response and cytoprotection in various cells. Inhibits 20S proteasome chymotrypsin activity (IC50=2.5 mM). Induces autophagy by targeting AR/miR-101 in prostate cancer cells.4 Induces UPR-dependent cell death in cancer cells.5 Cell permeable.
Chemical properties
Orange Red Solid
The Uses of Celastrol
An antioxidant natural product Celastrol inhibits the growth of human glioma xenografts in nude mice through suppressing VEGFR expression. Used for clinical treatment for rheumatoid arthritis, was demonstrated to have antiangiogenic activity, and be
The Uses of Celastrol
antineoplastic, NO synthesis inhibitor, chaperone stimulant
The Uses of Celastrol
Celastrol can be used as an antioxidant onstrated to have antiangiogenic activity, and be inhibitory against mice tumor growth by a few recent studies.
The Uses of Celastrol
Celastrol is an antioxidant natural product which inhibits the growth of human glioma xenografts in nude mice through suppressing VEGFR expression. Used for clinical treatment for rheumatoid arthritis, was demonstrated to have antiangiogenic activity, and be inhibitory against mice tumor growth by a few recent studies. Celastrol also has been shown to have the power to kill tumor cells and can work as an anticarcinogen. It is also a leptin sensitizer with the potential to reduce weight in obesity.
What are the applications of Application
Celastrol, Celastrus scandens is an antiproliferative, antipreroxidative, and inhibits Topo II
Definition
ChEBI: A pentacyclic triterpenoid that is 24,25,26-trinoroleana-1(10),3,5,7-tetraen-29-oic acid bearing an oxo substituent at position 2, a hydroxy substituent at position 3 and two methyl groups at positions 9 and 13. An antioxidant and anti-inflammatory agent. otently inhibits lipid peroxidation in mitochondria and inhibits TNF-alpha-induced NFkappaB activation. Also shown to inhibit topoisomerase II activity in vitro (IC50 = 7.41 muM).
General Description
This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG
Biological Activity
Antioxidant and anti-inflammatory agent. Potently inhibits lipid peroxidation in mitochondria and inhibits TNF- α -induced NF κ B activation. Also shown to inhibit topoisomerase II activity in vitro (IC 50 = 7.41 μ M).
Biochem/physiol Actions
Celastrol is a potent antioxidant, and anti-inflammatory agent. It is a novel HSP90 inhibitor (disrupts Hsp90/Cdc37 complex), that exhibits anticancer (anti-angiogenic - suppresses VEGFR expression); antioxidant (inhibits lipid peroxidation) and anti-inflammatory activity (suppresses iNOS and inflammatory cytokine production).
storage
+4°C
References
1) Sethi et al. (2007), Celastrol, a novel triterpene, potentiates TNF-induced apoptosis and suppresses invasion of tumor cells by inhibiting NF-κC-regulated gene products and TAK1-mediated NF-κB activation; Blood, 109 2727 2) Westerheide et al. (2004), Celastrols as inducers of the heat shock response and cytoprotection; J. Biol. Chem., 279 56053 3) Yang et al. (2006), Celastrol, a triterpene extracted from the Chinese “Thunder of God Vine” is a potent proteasome inhibitor and suppresses human prostate cancer cell growth in nude mice; Cancer Res., 66 4758 4) Guo et al. (2015), Celastrol Induces Autophagy by targeting AR/miR-101 in Prostate Cancer Cells; PLoS One, 10(10) e0140745 5) Fribley et al. (2015), Celastrol induces unfolded protein response-dependent cell death in head and neck cancer; Exp. Cell Res., 330 412
Properties of Celastrol
Melting point: | 219-230°C |
Boiling point: | 645.7±55.0 °C(Predicted) |
Density | 1.2 |
storage temp. | -20°C |
solubility | DMSO: >10mg/mL |
form | solid |
pka | 4.78±0.70(Predicted) |
color | red |
λmax | 424nm(MeOH)(lit.) |
Stability: | Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 1 month. |
CAS DataBase Reference | 34157-83-0(CAS DataBase Reference) |
Safety information for Celastrol
Signal word | Danger |
Pictogram(s) |
Skull and Crossbones Acute Toxicity GHS06 |
GHS Hazard Statements |
H301:Acute toxicity,oral |
Precautionary Statement Codes |
P301+P310:IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. |
Computed Descriptors for Celastrol
InChIKey | KQJSQWZMSAGSHN-JJWQIEBTSA-N |
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