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54952-43-1

54952-43-1 structure
54952-43-1 structure
  • Name: Shikonin
  • Chemical Name: Shikalkin
  • CAS Number: 54952-43-1
  • Molecular Formula: C16H16O5
  • Molecular Weight: 288.295
  • Catalog: Research Areas Cancer
  • Create Date: 2018-02-12 08:00:00
  • Modify Date: 2024-01-05 16:29:31
  • (Rac)-Shikonin (Shikonin) possesses anti-tumor activity. (Rac)-Shikonin (Shikonin) circumvents cancer drug resistance by induction of a necroptotic death[1][2].

Name Shikalkin
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
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.

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