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Documenti fondamentali

P0020

Sigma-Aldrich

Pristimerin

Sinonimo/i:

(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

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5 MG
CHF 229.00
25 MG
CHF 908.00

CHF 229.00


Spedizione prevista il30 maggio 2025


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Cambia visualizzazione
5 MG
CHF 229.00
25 MG
CHF 908.00

About This Item

Formula empirica (notazione di Hill):
C30H40O4
Numero CAS:
Peso molecolare:
464.64
Numero MDL:
Codice UNSPSC:
12352200
ID PubChem:
NACRES:
NA.77

CHF 229.00


Spedizione prevista il30 maggio 2025


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Saggio

≥98% (HPLC)

Stato

powder

Condizioni di stoccaggio

protect from light

Colore

orange

Solubilità

DMSO: ≥5 mg/mL

Temperatura di conservazione

−20°C

Stringa SMILE

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
JFACETXYABVHFD-WXPPGMDDSA-N

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Applicazioni

Pristimerin has been used as an anti-tumor agent to study its effects on conditionally reprogrammed patient-derived lung adenocarcinoma cells (CRLCs).[1] It has also been used as an anti-tumor agent to study its effects on conditionally reprogrammed patient derived-primary hepatocellular carcinoma cells (CRHCs).[2]

Azioni biochim/fisiol

More active than euphol against MGL, better activity with rat neurons, but less selective relative to similar enzymes.
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.[3]

Caratteristiche e vantaggi

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.

Codice della classe di stoccaggio

11 - Combustible Solids

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable


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Tsugiya Murayama et al.
Antiviral chemistry & chemotherapy, 18(3), 133-139 (2007-07-14)
We examined the anticytomegalovirus properties of four compounds: pristimerin, the pristimerin analogue, lupeol and 2-acetylphenol-1-beta-D-glucopyranosyl (1 --> 6)-beta-D-xylpyranoside (acetophenol glycoside), isolated from Maytenus heterophylla, a Kenyan medicinal plant. The effects were studied on human cytomegalovirus (HCMV) replication in the human
Jia-Jun Li et al.
Frontiers in pharmacology, 10, 746-746 (2019-07-30)
As a quinonemethide triterpenoid extracted from species of the Celastraceae and Hippocrateaceae, pristimerin has been shown potent anti-cancer effects. Specifically, it was found that pristimerin can affect many tumor-related processes, such as apoptosis, autophagy, migration and invasion, vasculogenesis, and drug
Yongwei Wang et al.
PloS one, 7(8), e43826-e43826 (2012-09-07)
Despite rapid advances in chemotherapy and surgical resection strategies, pancreatic cancer remains the fourth leading cause of cancer related deaths in the United States with a 5-year survival rate of less than 5%. Therefore, novel therapeutic agents for the prevention
Jin Sun Lee et al.
Biological & pharmaceutical bulletin, 36(2), 316-325 (2013-02-02)
Pristimerin is a naturally occurring triterpenoid that causes cytotoxicity in several cancer cell lines. However, the mechanism of action for the cytotoxic effect of pristimerin has not been unexplored. The purpose of this study was to investigate the effect of
Patricia Marçal da Costa et al.
Toxicology in vitro : an international journal published in association with BIBRA, 22(4), 854-863 (2008-02-26)
Pristimerin has been shown to be cytotoxic to several cancer cell lines. In the present work, the cytotoxicity of pristimerin was evaluated in human tumor cell lines and in human peripheral blood mononuclear cells (PBMC). This work also examined the

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