Shikonin | 10-045

Shikonin | 10-045 | Gentaur UK, US & Europe Distribution

BNR: Chemical

Predicted Molecular Weight: 288, 3

Physical State: Lyophilized

Storage Condition: Short Term Storage: +4C. Long Term Storage: -20C. Handling Advice: Keep cool and dry. Protect from light. Stable for at least 2 years after receipt when stored at -20C.

Alternate Name: (+) -Shikonin; (R) -Shikonin; Tokyo Violet; NSC 252844; Isoarnebin 4; C.I. 75535; (R) -5, 8-Dihydroxy-2- (1-hydroxy-4-methylpent-3-en-1-yl) naphthalene-1, 4-dione

Background: Anticancer compound. Inhibits TNF-α-induced and B-16 melanoma-induced angiogenesis. Induces apoptosis and RIP1- and RIP3-dependent necroptosis in several cancer cells. Circumvents cancer antidrug resistance through the necroptosis pathway. Proteasome inhibitor. Autophagy inducer. Topoisomerase I inhibitor. Inhibits glycolysis in cancer cells by inhibiting tumor-specific pyruvate kinase M2 (PKM2) . Anti-inflammatory compound. Inhibits leukocyte migration, downregulates chemokine receptor expression, and inhibits HIV-1 replication. Inhibits the activation of NLRP3 and AIM2 inflammasome. Shown to directly target caspase-1 and as a inhibitor of PKM2 to block PKM2-mediated glycolysis that promotes inflammasome activation by modulating EIF2AK2 phosphorylation in macrophages. Antioxidant. Free radical scavenger. Directly inhibits nitric oxide synthase (NOS) . Regulator of systemic glucose tolerance, energy balance and adiposity/obesity. Adipogenesis inhibitor. Shown to inhibit fat accumulation in adipocytes. Antibacterial and antifungal agent. Shown to potentially inhibit the 33.8-kDa Main Protease (Mpro) /3C-like Protease of SARS-CoV-2, consequently inhibiting viral transcription and replication and possibly inhibiting spread of COVID-19.

Disclaimer: This product is for research use only.

Purity: greater than or equal to 98% (HPLC)

Formula: C16H16O5

Source: Isolated from Alkanna sp.

Solubility: Soluble in DMSO or ethanol.

InChi Key: NEZONWMXZKDMKF-SNVBAGLBSA-N

Smiles: OC1=C2C (C (C=C ([C@H] (O) C/C=C (C) /C) C2=O) =O) =C (O) C=C1

RTECS: N/A

Identity: Determined by 1H-NMR.

Merck Index: N/A