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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:
Molecular Weight:
450.61
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

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

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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 Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Encyclopedia of Cancer, 568-568 (2008)
Celastrol suppresses tumor cell growth through targeting an AR-ERG-NF-kappaB pathway in TMPRSS2/ERG fusion gene expressing prostate cancer
Shao L, et al.
PLoS ONE, 8(3), e58391-e58391 (2013)
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
Morgane De Tollenaere et al.
Journal of cosmetic dermatology, 19(2), 444-455 (2019-06-25)
Several studies evidenced significant increase of cortisol is the consequence of UV or emotional stress and leads to various deleterious effects in the skin. The well-aging, a new concept of lifestyle, procures an alternative to the anti-aging strategy. We demonstrated

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