CAS 54952-43-1|Shikonin

Introduction:Basic information about CAS 54952-43-1|Shikonin, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameShikonin
CAS Number54952-43-1Molecular Weight288.295
Density1.4±0.1 g/cm3Boiling Point567.4±50.0 °C at 760 mmHg
Molecular FormulaC16H16O5Melting Point149 °C
MSDSChineseUSAFlash Point311.0±26.6 °C
Symbol
GHS07, GHS09
Signal WordWarning

Names

NameShikalkin
SynonymMore Synonyms

Shikonin BiologicalActivity

Description(Rac)-Shikonin (Shikonin) possesses anti-tumor activity. (Rac)-Shikonin (Shikonin) circumvents cancer drug resistance by induction of a necroptotic death[1][2].
Related CatalogResearch Areas >>CancerSignaling Pathways >>Others >>Others
In VitroShikonin 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

Density1.4±0.1 g/cm3
Boiling Point567.4±50.0 °C at 760 mmHg
Melting Point149 °C
Molecular FormulaC16H16O5
Molecular Weight288.295
Flash Point311.0±26.6 °C
Exact Mass288.099762
PSA94.83000
LogP4.35
Vapour Pressure0.0±1.6 mmHg at 25°C
Index of Refraction1.642

Safety Information

Symbol
GHS07, GHS09
Signal WordWarning
Hazard StatementsH302-H400
Precautionary StatementsP273
Hazard CodesXn
RIDADRUN 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
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