Shikonin

Modify Date: 2024-01-05 16:29:31

Shikonin Structure
Shikonin structure
Common Name Shikonin
CAS Number 54952-43-1 Molecular Weight 288.295
Density 1.4±0.1 g/cm3 Boiling Point 567.4±50.0 °C at 760 mmHg
Molecular Formula C16H16O5 Melting Point 149 °C
MSDS Chinese USA Flash Point 311.0±26.6 °C
Symbol GHS07 GHS09
GHS07, GHS09
Signal Word Warning

 Use of Shikonin


(Rac)-Shikonin (Shikonin) possesses anti-tumor activity. (Rac)-Shikonin (Shikonin) circumvents cancer drug resistance by induction of a necroptotic death[1][2].

 Names

Name Shikalkin
Synonym More Synonyms

 Shikonin Biological Activity

Description (Rac)-Shikonin (Shikonin) possesses anti-tumor activity. (Rac)-Shikonin (Shikonin) circumvents cancer drug resistance by induction of a necroptotic death[1][2].
Related Catalog
In Vitro Shikonin shows a similar potency toward drug-sensitive cancer cell lines (MCF-7 and HEK293) and their drug-resistant lines overexpressing P-glycoprotein, Bcl-2, or Bcl-xL, which account for most of the clinical cancer drug resistance[2].
References

[1]. U Sankawa, Antitumor activity of shikonin and its derivatives. Chem Pharm Bull (Tokyo). 1977 Sep;25(9):2392-5.

[2]. Weidong Han, et al. Shikonin circumvents cancer drug resistance by induction of a necroptotic death. Mol Cancer Ther. 2007 May;6(5):1641-9.

 Chemical & Physical Properties

Density 1.4±0.1 g/cm3
Boiling Point 567.4±50.0 °C at 760 mmHg
Melting Point 149 °C
Molecular Formula C16H16O5
Molecular Weight 288.295
Flash Point 311.0±26.6 °C
Exact Mass 288.099762
PSA 94.83000
LogP 4.35
Vapour Pressure 0.0±1.6 mmHg at 25°C
Index of Refraction 1.642

 Safety Information

Symbol GHS07 GHS09
GHS07, GHS09
Signal Word Warning
Hazard Statements H302-H400
Precautionary Statements P273
Hazard Codes Xn
RIDADR UN 3077 9 / PGIII

 Articles35

More Articles
Inhibitory effect of Shikonin on Candida albicans growth.

Biol. Pharm. Bull. 35(11) , 1956-63, (2012)

Our study showed that Shikonin (SK) could provide an action against almost all Candida albicans isolates tested. More importantly, to some Fluconazole (FCZ)-resistant Candida albicans, the action of S...

Screening for novel quorum-sensing inhibitors to interfere with the formation of Pseudomonas aeruginosa biofilm.

J. Med. Microbiol. 60(Pt 12) , 1827-34, (2011)

The objective of this study was to screen for novel quorum-sensing inhibitors (QSIs) from traditional Chinese medicines (TCMs) that inhibit bacterial biofilm formation. Six of 46 active components fou...

Optimization of shikonin homogenate extraction from Arnebia euchroma using response surface methodology.

Molecules 18(1) , 466-81, (2013)

An efficient homogenate extraction technique was employed for extracting shikonin from Arnebia euchroma. The homogenate extraction procedure was optimized and compared with other conventional extracti...

 Synonyms

5,8-Dihydroxy-2-(1-hydroxy-4-methylpent-3-en-1-yl)-1,4-naphthoquinone
1,4-Naphthalenedione, 5,8-dihydroxy-2-[(1R)-1-hydroxy-4-methyl-3-penten-1-yl]-
Arnebin-4
1,4-Naphthoquinone, 5,8-dihydroxy-2-(1-hydroxy-4-methyl-3-pentenyl)
Alkannin
5,8-Dihydroxy-2-[(1R)-1-hydroxy-4-methyl-3-penten-1-yl]-1,4-naphthoquinone
(±)-Alkannin
5,8-Dihydroxy-2-(1-hydroxy-4-methyl-3-penten-1-yl)-1,4-naphthoquinone
(+)-Alkannin
5,8-dihydroxy-2-(1-hydroxy-4-methylpent-3-en-1-yl)naphthalene-1,4-dione
5,8-Dihydroxy-2-[(1R)-1-hydroxy-4-methylpent-3-en-1-yl]-1,4-naphthoquinone
1,4-Naphthalenedione, 5,8-dihydroxy-2-[(1R)-1-hydroxy-4-methyl-3-pentenyl]-
1,4-Naphthalenedione, 5,8-dihydroxy-2-(1-hydroxy-4-methyl-3-penten-1-yl)-
Shikonin
5,8-Dihydroxy-2-(1-hydroxy-4-methylpent-3-enyl)naphthalene-1,4-dione