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Acetylshikonin

Names

[ CAS No. ]:
54984-93-9

[ Name ]:
Acetylshikonin

[Synonym ]:
shikonin acetate
1'O-acetylshikonin
2-[1-(acetyloxy)-4-methyl-3-pentenyl]naphthazarin
acetyl shikonin
1,4-Naphthalenedione,2-(1-(acetyloxy)-4-methyl-3-pentenyl)-5,8-dihydroxy

Biological Activity

[Description]:

DL-Acetylshikonin is a non-selective, reversible Cytochrome P450 inhibitor with IC50 values of 1.4-4.0 μM. DL-Acetylshikonin has anti-cancer and anti-inflammatory activities[1].

[Related Catalog]:

Research Areas >> Cancer
Signaling Pathways >> Metabolic Enzyme/Protease >> Cytochrome P450
Research Areas >> Inflammation/Immunology

[Target]

CYP2C8:1.4 μM (IC50)

CYP2B6:2.0 μM (IC50)

CYP3A:2.3 μM (IC50)

CYP2C19:2.5 μM (IC50)

CYP2D6:2.5 μM (IC50)

CYP2E1:2.7 μM (IC50)

CYP2C9:3.3 μM (IC50)

CYP2J2:3.3 μM (IC50)

CYP2A6:3.8 μM (IC50)

CYP1A2:4.0 μM (IC50)


[In Vitro]

DL-Acetylshikonin 抑制 CYP3A 介导的睾酮 (testosterone) 和 Nifedipine (HY-B0284) 代谢，IC50 值分别为 5.2 μM 和 3.0 μM，表明其以不依赖底物的方式抑制 CYP3A 活性[1]。 DL-Acetylshikonin 不是一种时间依赖性抑制剂[1]。

[References]

[1]. Shon JC, et al. Acetylshikonin is a novel non-selective cytochrome P450 inhibitor. Biopharm Drug Dispos. 2017 Dec;38(9):553-556.  

Chemical & Physical Properties

[ Molecular Formula ]:
C18H18O6

[ Molecular Weight ]:
330.33200

[ Exact Mass ]:
330.11000

[ PSA ]:
100.90000

[ LogP ]:
2.69120

Related Compounds