| Identification | Back Directory | [Name]
Shikalkin | [CAS]
54952-43-1 | [Synonyms]
shiconin
SHIKALKIN
Arnebin-4
Nsc 291845
(+-)-Shikonin
Shikonin >=98% (HPLC)
Shikonin (mixture of optical isomers, about 1:1)
5,8-Dihydroxy-2-(1-hydroxy-4-methylpent-3-enyl)naphthalene-1,4-dione
1,4-Naphthalenedione, 5,8-dihydroxy-2-(1-hydroxy-4-methyl-3-penten-1-yl)-
1,4-Naphthalenedione, 5,8-dihydroxy-2-(1-hydroxy-4-methyl-3-pentenyl)- (9ci) | [Molecular Formula]
C16H16O5 | [MDL Number]
MFCD00016668 | [MOL File]
54952-43-1.mol | [Molecular Weight]
288.3 |
| Chemical Properties | Back Directory | [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 | [LogP]
4.350 (est) |
| Hazard Information | Back Directory | [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. |
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| Company Name: |
Sigma-Aldrich
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021-61415566 800-8193336 |
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https://www.sigmaaldrich.cn |
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