P0020

Pristimerin

• Sinônimo(s): (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
• Fórmula empírica (Notação de Hill): C₃₀H₄₀O₄
• Número CAS: 1258-84-0
• Peso molecular: 464.64
• Número MDL: MFCD01711331
• Código UNSPSC: 12352200
• ID de substância PubChem: 329819975
• NACRES: NA.77

Propriedades

• Ensaio: ≥98% (HPLC)
• forma: powder
• condição de armazenamento: protect from light
• cor: orange
• solubilidade: DMSO: ≥5 mg/mL
• temperatura de armazenamento: −20°C
• cadeia de caracteres SMILES: 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
• 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
• chave InChI: JFACETXYABVHFD-WXPPGMDDSA-N

Descrição

Aplicação

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).

Ações bioquímicas/fisiológicas

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).

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.

Características e benefícios

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.

Informações de segurança

• Código de classe de armazenamento: 11 - Combustible Solids
• Ponto de fulgor (°F): Not applicable
• Ponto de fulgor (°C): Not applicable