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C0869

Sigma-Aldrich

Celastrol

≥98% (HPLC), solid, antioxidant

Synonyme(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

Formule empirique (notation de Hill):
C29H38O4
Numéro CAS:
Poids moléculaire :
450.61
Numéro MDL:
Code UNSPSC :
12352200
ID de substance PubChem :
Nomenclature NACRES :
NA.77

product name

Celastrol, ≥98% (HPLC), solid

Pureté

≥98% (HPLC)

Forme

solid

Couleur

red

Solubilité

DMSO: >10 mg/mL
H2O: insoluble

Température de stockage

−20°C

Chaîne SMILES 

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

Clé InChI

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

Actions biochimiques/physiologiques

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

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


Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

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
Erin M O'Leary et al.
Molecular genetics and metabolism, 107(1-2), 173-185 (2012-08-18)
Sialidosis is an autosomal recessive disorder caused by a dysfunctional Sialidase enzyme. Categorised into two phenotypes, Sialidosis type I and II, Sialidosis is a highly heterogeneous disorder with varying ages of onset and pathologies. Currently, there is no viable therapy
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)
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

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