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Pristimerin

SIGMA/P0020

Synonym: (9b,13a,14b,20a)-3-Hydroxy-9,13-dimethyl-2-oxo-24,25,26 -trinoroleana-1(10),3,5,7-tertraen-29-oic acid methyl ester; Celastrol methyl ester

CAS Number: 1258-84-0
Empirical Formula (Hill Notation): C30H40O4
Molecular Weight: 464.64
MDL Number: MFCD01711331
Linear Formula: C30H40O4
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-P0020-5MG 5 mg
$265.00
1/EA
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45-P0020-25MG 25 mg
$1040.00
1/EA
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assay ≥98% (HPLC)
color orange
form powder
InChI 1S/C30H40O4/c1-18-19-8-9-22-28(4,20(19)16-21(31)24(18)32)13-15-30(6)23-17-27(3,25(33)34-7)11-10-26(23,2)12-14-29(22,30)5/h8-9,16,23,32H,10-15,17H2,1-7H3/t23-,26-,27-,28+,29-,30+/m1/s1
InChI key JFACETXYABVHFD-WXPPGMDDSA-N
Quality Level 100 
SMILES string COC(=O)[C@]1(C)CC[C@]2(C)CC[C@]3(C)C4=CC=C5C(C)=C(O)C(=O)C=C5[C@]4(C)CC[C@@]3(C)C2C1
solubility DMSO: ≥5 mg/mL
storage condition protect from light
storage temp. −20°C
Application: Pristimerin has been used as an anti-tumor agent to study its effects on conditionally reprogrammed patient-derived lung adenocarcinoma cells (CRLCs). It has also been used as an anti-tumor agent to study its effects on conditionally reprogrammed patient derived-primary hepatocellular carcinoma cells (CRHCs).
Biochem/physiol Actions: More active than euphol against MGL, better activity with rat neurons, but less selective relative to similar enzymes.
Biochem/physiol Actions: More active than euphol against MGL, better activity with rat neurons, but less selective relative to similar enzymes. First MGL inhibitor to act reversibly, several others covalently bind to cysteine residues. Other studies involve multiply mylome, pristimerin inhibits NF-κB activation via inhibition of IKK-α or IKK-β. It is the methyl ester of celastrol (C0869).
Biochem/physiol Actions: Pristimerin is a quinone methide triterpenoid found abundantly in Celastraceae and Hippocrateaceae families. It shows anti-inflammatory, anti-malarial, anti-bacterial, and insecticidal properties. Pristimerin exhibits anti-cancer and anti-proliferative activity by affecting vasculogenesis, apoptosis, autophagy, migration, and invasion of tumor cells. It has been studied to exhibit therapeutic effects against leukemia, glioma, breast cancer, prostate cancer, oral cancer, and lung cancer.
Features and Benefits: This compound is featured on the Cannabinoid Receptors  page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here .
Packaging: 5, 25 mg in glass bottle
RIDADR NONH for all modes of transport
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98% (HPLC)
Storage Temp. −20°C
UNSPSC 12352200

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