Shikalkin Chemical Properties

Melting point:

144-145 °C

Boiling point:

567.4±50.0 °C(Predicted)

Density 

1.373±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

solubility 

methanol: soluble1mg/mL

form 

powder or solid

pka

7.34±0.20(Predicted)

color 

red to brown

InChI

InChI=1S/C16H16O5/c1-8(2)3-4-10(17)9-7-13(20)14-11(18)5-6-12(19)15(14)16(9)21/h3,5-7,10,17-19H,4H2,1-2H3

InChIKey

NEZONWMXZKDMKF-UHFFFAOYSA-N

SMILES

C1(=O)C2=C(C(O)=CC=C2O)C(=O)C=C1C(O)C/C=C(\C)/C

LogP

4.350 (est)

Safety Information

Hazard Codes 

Xn,N

Risk Statements 

22-50/53

Safety Statements 

61

RIDADR 

UN 3077 9 / PGIII

WGK Germany 

3

Shikalkin Usage And Synthesis

Uses

Shikonin has been used:

• to enhance the anti-tumor activity of gefitinib on tyrosine kinase receptor epidermal growth factor receptor (EGFR) in wild-type lung cancer cells
• as an inhibitor of renal aerobic glycosis and a potential
• as an anti-inflammatory agent to test its role to improve lipopolysaccharide (LPS)-induced cardiac dysfunction
• to stimulate bone marrow-derived macrophages (BMDMs) to test the effect of Interferon regulatory factor 1 on cell death

Definition

ChEBI: C.I. Natural Red 20 is a naphthoquinone.

General Description

Shikonin is a major phytochemical compound extracted from the roots of Lithospermum erythrorhizon. It is a natural anthraquinone derivative.

Biochem/physiol Actions

Shikonin is a potent anti-fungal agent against C. albicans biofilms. It displays anti-oxidant and chemotherapeutic properties on human glioma cells.

Shikalkin(54952-43-1)Related Product Information

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