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Merck
CN

C0869

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:
Molecular Weight:
450.61
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Assay:
≥98% (HPLC)
Form:
solid
Quality level:
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Product Name

Celastrol, ≥98% (HPLC), solid

Quality Level

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

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 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.
Celastrol is a potent antioxidant, and anti-inflammatory agent.
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).


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Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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



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Articles

DISCOVER Bioactive Small Molecules for Nitric Oxide & Cell Stress Research


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)
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



Global Trade Item Number

SKUGTIN
C0869-10MG04061833452356
C0869-50MG04061833217894