Euphol

Euphadienol; α-Euphol; NSC 36571; Eupha-8,24-dienol; 5α-Eupha-8,24-dien-3β-ol; (+)-Eupha-8,24-dien-3β-ol; (+)-Euphol

Euphol is a euphane-type triterpene alcohol that is structurally similar to cholesterol and has a wide range of pharmacological properties, including anticancer, anti-inflammatory, analgesic, antiviral and immunomodulatory effects. Euphol produces anti-inflammatory effects by mediating NF-κB, down-regulation of tumor necrosis factor-α and cyclooxygenase-2 and reduced activation of protein kinase C. Euphol inhibits the monoacylglycerol lipase (MAGL) activity via a reversible mechanism (IC50=315nM). MAGL inhibition in the periphery modulates the endocannabinoid system to block the development of inflammatory pain. Euphol exerted in vitro and in vivo cytotoxicity against several cancer cell lines and glioma cells, through several cancer pathways, including inhibition of proliferation, motility and colony formation, arresting the cell cycle, induction of apoptosis by modulation of ERK signaling and the activation of autophagy-associated cell death. Euphol, either as a single agent or in combination with conventional chemotherapy, is a potential anticancer drug. Euphol suppressed TGF-β signaling by inducing TGF-β receptor movement into lipid-raft microdomains and degrading TGF-β receptors. Euphol has also shown to consistently reduce and limit the severity and development of experimental autoimmune encephalomyelitis (EAE) which is an established model of Multiple sclerosis (MS). Euphol exerts antiviral effects by inhibiting reverse transcriptase in purified human immunodeficiency virus type 1. Euphol was applied in silico as an inhibitor the of SARS-CoV-2 main protease (MPro monomer, 6m03). Euphol interacts with Phe8, Val297, Arg298 and Val303 residues of the main protease. Virulence of SARS-CoV-2 is dependend on the main protease responsible for virus replication along with many major functions. Therefore, Euphol might have potential as a COVID-19 drug

514-47-6

C30H50O

Determined by 1H-NMR.

CAHGCLMLTWQZNJ-WZLOIPHISA-N

Lyophilized

426.7

greater than or equal to 98% (HPLC)

C[C@H](CC/C=C(C)/C)[C@]1([H])CC[C@]([C@@]1(C)CC2)(C)C3=C2[C@]4(C)[C@](CC3)([H])C(C)(C)[C@@H](O)CC4

Soluble in DMSO, methanol or ethanol (all 5-10mg/ml). Insoluble in water.