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Merck
CN

S7576

Sigma-Aldrich

紫草宁

≥98% (HPLC)

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别名:
(±)-5,8-二羟基-2-(1-羟基-4-甲基-3-戊烯基)-1,4-萘醌, (±)-Shikalkin, (±)-紫草宁, (±)-紫草素
经验公式(希尔记法):
C16H16O5
CAS号:
分子量:
288.30
MDL编号:
UNSPSC代码:
12352200
PubChem化学物质编号:
NACRES:
NA.25

质量水平

检测方案

≥98% (HPLC)

形式

powder or solid

颜色

red to brown

溶解性

methanol: 1 mg/mL

应用

metabolomics
vitamins, nutraceuticals, and natural products

储存温度

2-8°C

SMILES字符串

C\C(C)=C\CC(O)C1=CC(=O)c2c(O)ccc(O)c2C1=O

InChI

1S/C16H16O5/c1-8(2)3-4-10(17)9-7-13(20)14-11(18)5-6-12(19)15(14)16(9)21/h3,5-7,10,17-19H,4H2,1-2H3

InChI key

NEZONWMXZKDMKF-UHFFFAOYSA-N

一般描述

紫草素是从紫草根中提取的一种主要的植物化学成分。它是一种天然蒽醌衍生物。

应用

紫草素已被用于:
  • 增强吉非替尼对野生型肺癌细胞酪氨酸激酶受体表皮生长因子受体(EGFR)的抗肿瘤活性
  • 用作肾脏需氧糖病的抑制剂
  • 作为抗炎剂,以测试其改善脂多糖(LPS)诱导的心功能障碍的作用
  • 刺激骨髓源性巨噬细胞(BMDM),检测干扰素调节因子1对细胞死亡的影响

生化/生理作用

紫草属分离的萘醌。中医(TCM)用于抗炎。抑制趋化因子受体功能并抑制HIV-1。†通过坏死途径诱导细胞死亡,从而避免产生癌症耐药性。† 用紫草素处理癌细胞,通过抑制丙酮酸激酶M2 (PKM2)抑制糖酵解。
紫草素是一种对白色念珠菌生物膜有效的抗真菌剂。它对人胶质瘤细胞具有抗氧化和化疗作用。

象形图

Exclamation markEnvironment

警示用语:

Warning

危险声明

预防措施声明

危险分类

Acute Tox. 4 Oral - Aquatic Acute 1

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


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Hui-Ming Chen et al.
Cancer immunology, immunotherapy : CII, 61(11), 1989-2002 (2012-04-25)
Immunogenic cell death is characterized by damage-associated molecular patterns, which can enhance the maturation and antigen uptake of dendritic cells. Shikonin, an anti-inflammatory and antitumor phytochemical, was exploited here as an adjuvant for dendritic cell-based cancer vaccines via induction of
Jen-Tsung Yang et al.
PloS one, 9(4), e94180-e94180 (2014-04-10)
Shikonin is a quinone-containing natural product that induces the apoptotic death of some cancer cell lines in culture through increasing intracellular reactive oxygen species (ROS). Quinone-based drugs have shown potential in the clinic, making shikonin an interesting compound to study.
Jian-Cai Tang et al.
Life sciences, 204, 71-77 (2018-05-09)
Mutant EGFR Non-small cell lung cancer has benefit from gefitinib, but it has limited effect for wild-type EGFR tumors. Shikonin, a natural naphthoquinone isolated from a traditional Chinese medicine, the plant Lithospermum erythrorhizon (zicao), not only can inhibit the tumor
Ching-Hsein Chen et al.
Annals of surgical oncology, 19(9), 3097-3106 (2012-03-27)
Shikonin is the main naphthoquinone compound of the root of Lithospermum erythrorhizon. Our previous study demonstrated that shikonin possesses anticancer activity in human hepatoma cells. However, the anticancer mechanism of shikonin in human glioma cells is unclear at present. In
Chuanjie Guo et al.
Pharmacological research, 149, 104463-104463 (2019-09-26)
Shikonin is the major bioactive component extracted from the roots of Lithospermum erythrorhizon which is also known as "Zicao" in Traditional Chinese Medicine (TCM). Recent studies have shown that shikonin demonstrates various bioactivities related to the treatment of cancer, inflammation

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