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517-88-4

517-88-4 structure
517-88-4 structure
  • Name: Shikonin
  • Chemical Name: 5,8-dihydroxy-2-[(1S)-1-hydroxy-4-methylpent-3-enyl]naphthalene-1,4-dione
  • CAS Number: 517-88-4
  • Molecular Formula: C16H16O5
  • Molecular Weight: 288.295
  • Catalog: API Digestive system medication Liver disease medication
  • Create Date: 2018-09-05 11:43:04
  • Modify Date: 2024-01-01 22:45:44
  • Alkannin, found in Alkanna tinctoria, is used as a food coloring. Alkannin shows anticancer activity, arrests cell cycle, and induces apoptosis. Alkannin improves hepatic inflammation in a Rho-kinase pathway[1][2][3].

Name 5,8-dihydroxy-2-[(1S)-1-hydroxy-4-methylpent-3-enyl]naphthalene-1,4-dione
Synonyms Alkannin (VAN)
5,8-dihydroxy-2-[(1S)-1-hydroxy-4-methylpent-3-en-1-yl]naphthalene-1,4-dione
5,8-Dihydroxy-2-[(1S)-1-hydroxy-4-methylpent-3-en-1-yl]-1,4-naphthoquinone
Anchusa acid (VAN)
Anchusin (VAN)
C.I. Natural Red 20
(S)-5,8-Dihydroxy-2-(1-hydroxy-4-methyl-3-pentenyl)-1,4-naphthalenedione
1,4-Naphthalenedione, 5,8-dihydroxy-2-[(1S)-1-hydroxy-4-methyl-3-penten-1-yl]-
Alkanna red (VAN)
Alkannin
Anchusa acid
Anchusin
(-)-5,8-Dihydroxy-2-(1-hydroxy-4-methyl-3-pentenyl)-1,4-naphthoquinone
Alkanna Red
5,8-Dihydroxy-2-[(1S)-1-hydroxy-4-methyl-3-penten-1-yl]-1,4-naphthoquinone
C.I. Natural Red 20 (VAN)
EINECS 208-245-7
(1-Hydroxy-3-isohexenyl)naphthazarine
Description Alkannin, found in Alkanna tinctoria, is used as a food coloring. Alkannin shows anticancer activity, arrests cell cycle, and induces apoptosis. Alkannin improves hepatic inflammation in a Rho-kinase pathway[1][2][3].
Related Catalog
In Vitro Alkannin inhibits HCT-116 and SW-480 cells growth with IC50s of 2.38 and 4.53 µM, respectively[1].
References

[1]. Hosokawa Y, et al. Alkannin inhibits CCL3 and CCL5 production in human periodontal ligament cells. Cell Biol Int. 2016 Dec;40(12):1380-1385.

[2]. Huu Tung N, et al. Naphthoquinone components from Alkanna tinctoria (L.) Tausch show significant antiproliferative effects on human colorectal cancer cells. Phytother Res. 2013 Jan;27(1):66-70.

[3]. Xue W, et al. Alkannin Inhibited Hepatic Inflammation in Diabetic Db/Db Mice. Cell Physiol Biochem. 2018;45(6):2461-2470.

Density 1.4±0.1 g/cm3
Boiling Point 567.4±50.0 °C at 760 mmHg
Melting Point 149°
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
RIDADR NONH for all modes of transport