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C0869

Sigma-Aldrich

Celastrol

≥98% (HPLC), solid, antioxidant

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, Tripterin

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About This Item

Empirical Formula (Hill Notation):
C29H38O4
CAS Number:
34157-83-0
Molecular Weight:
450.61
MDL number:
MFCD03424073
UNSPSC Code:
12352200
PubChem Substance ID:
329774823
NACRES:
NA.77

product name

Celastrol, ≥98% (HPLC), solid

assay

≥98% (HPLC)

form

solid

color

red

solubility

DMSO: >10 mg/mL
H2O: insoluble

storage temp.

−20°C

SMILES string

CC1=C(O)C(=O)C=C2C1=CC=C3[C@@]2(C)CC[C@@]4(C)[C@@H]5C[C@@](C)(CC[C@]5(C)CC[C@]34C)C(O)=O

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

InChI key

KQJSQWZMSAGSHN-JJWQIEBTSA-N

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Application

Celastrol has been:
  • used intraperitoneally to inject into experimental mice to study its role in nonalcoholic fatty liver disease (NAFLD)
  • used in culture medium to study its effect on lipopolysaccharide-induced inflammatory injury in human keratinocyte cell culture
  • used to study its effect in vitro and in vivo in VCaP cells

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).
Celastrol is a quinone methide triterpene naturally present in Tripterygium wilfordii. It is useful in treating rheumatoid arthritis. Celastrol prevents the action of proteasome and nuclear factor Κb.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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A C Allison et al.
Progress in neuro-psychopharmacology & biological psychiatry, 25(7), 1341-1357 (2001-08-22)
In the brains of patients with Alzheimer's disease (AD) signs of neuronal degeneration are accompanied by markers of microglial activation, inflammation, and oxidant damage. The presence of nitrotyrosine in the cell bodies of neurons in AD suggests that peroxynitrite contributes
Radhamani Kannaiyan et al.
Cancer letters, 303(1), 9-20 (2010-12-21)
Identification of active constituents and their molecular targets from traditional medicine is an enormous opportunity for modern pharmacology. Celastrol is one such compound that was originally identified from traditional Chinese medicine (Thunder of God Vine) almost three decades ago and
A Mariño-Enríquez et al.
Oncogene, 33(14), 1872-1876 (2013-04-16)
Most gastrointestinal stromal tumors (GISTs) contain KIT or PDGFRA kinase gain-of-function mutations, and therefore respond clinically to imatinib and other tyrosine kinase inhibitor (TKI) therapies. However, clinical progression subsequently results from selection of TKI-resistant clones, typically containing secondary mutations in
Mengfei Liu et al.
Nature communications, 12(1), 4560-4560 (2021-07-29)
Alcoholic hepatitis (AH) is associated with liver neutrophil infiltration through activated cytokine pathways leading to elevated chemokine expression. Super-enhancers are expansive regulatory elements driving augmented gene expression. Here, we explore the mechanistic role of super-enhancers linking cytokine TNFα with chemokine
Tripterine alleviates LPS-induced inflammatory injury by up-regulation of miR-146a in HaCaT cells
Xiong Y, et al.
Biomedicine and Pharmacotherapy, 105, 798-804 (2018)
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