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Beta-Hydroxyisovalerylshikonin

Catalog No. TN1440 CAS 7415-78-3

Synonyms: inhibit, Inhibitor, ErbB-1, BetaHydroxyisovalerylshikonin, β-Hydroxyisovalerylshikonin, EGFR, Src, Beta Hydroxyisovalerylshikonin, Epidermal growth factor receptor, HER1

Beta-Hydroxyisovalerylshikonin is an inhibitor of protein-tyrosine kinases such as v-Src and EGFR, and has been shown to induce apoptosis in several human tumor cell lines. Beta-Hydroxyisovalerylshikonin significantly decreased viability of HCT116 cells (IC50 values = 30.9 μg/mL).

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Beta-Hydroxyisovalerylshikonin, CAS 7415-78-3

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Purity: 98%

Biological Description

Chemical Properties

Storage & Solubility Information

Description	Beta-Hydroxyisovalerylshikonin is an inhibitor of protein-tyrosine kinases such as v-Src and EGFR, and has been shown to induce apoptosis in several human tumor cell lines. Beta-Hydroxyisovalerylshikonin significantly decreased viability of HCT116 cells (IC50 values = 30.9 μg/mL).
Targets&IC50	v-Src:1 microM, viability:30.9 μg/mL, EGFR:0.7 microM
In vitro	By using different chromatographic techniques and appropriate spectroscopic methods, the seven naphthoquinones were described: deoxyshikonin ( 1 ), isobutyrylshikonin ( 2 ), α±-methylbutyrylshikonin ( 3 ), acetylshikonin ( 4 ), Beta-Hydroxyisovalerylshikonin( 5 ), 5,8-O-dimethyl isobutyrylshikonin ( 6 ) and 5,8-O-dimethyl deoxyshikonin ( 7 ). Among the tested compounds, 3 and 4 exhibited the highest antibacterial activities toward all tested bacterial species (MIC50 and MIC90 for gram positive bacteria: 6.40 μg/mL-12.79 μg/mL and 6.82 μg/mL-13.60 μg/mL, respectively; for gram negative bacteria: 4.27 μg/mL-8.53 μg/mL and 4.77 μg/mL-9.54 μg/mL, respectively). Also, naphthoquinones 3 and 4 exhibited strong cytotoxic activity against MDA-MB-231 cells (IC50 values 86.0 μg/mL and 80.2 μg/mL, respectively), while compounds 1 , 3 , 4 and 5 significantly decreased viability of HCT116 cells (IC50 values of 97.8 μg/mL, 15.2 μg/mL, 24.6 μg/mL and 30.9 μg/mL, respectively)[1]

Synonyms	inhibit, Inhibitor, ErbB-1, BetaHydroxyisovalerylshikonin, β-Hydroxyisovalerylshikonin, EGFR, Src, Beta Hydroxyisovalerylshikonin, Epidermal growth factor receptor, HER1
Molecular Weight	388.41
Formula	C21H24O7
CAS No.	7415-78-3

Storage

Powder: -20°C for 3 years

In solvent: -80°C for 2 years

Solubility Information

DMSO: 10 mg/mL (25.75 mM)

( < 1 mg/ml refers to the product slightly soluble or insoluble )

Citations

References and Literature

1. Vukic MD, et al. Antibacterial and cytotoxic activities of naphthoquinone pigments from Onosma visianii Clem. EXCLI J. 2017 Feb 16;16:73-88. 2. Hashimoto S, et al. Beta-hydroxyisovalerylshikonin is a novel and potent inhibitor of protein tyrosine kinases. Jpn J Cancer Res. 2002 Aug;93(8):944-51. 3. Chen X , et al. β-Hydroxyisovalerylshikonin inhibits IL-1β-induced chondrocyte inflammation via Nrf2 and retards osteoarthritis in mice. Food Funct. 2020 Nov 18;11(11):10219-10230.

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