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Merck
CN

S7576

紫草宁

≥98% (HPLC)

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

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关于此项目

经验公式(希尔记法):
C16H16O5
化学文摘社编号:
分子量:
288.30
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
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InChI key

NEZONWMXZKDMKF-UHFFFAOYSA-N

SMILES string

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

assay

≥98% (HPLC)

form

powder or solid

color

red to brown

solubility

methanol: 1 mg/mL

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

2-8°C

Quality Level

General description

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。

Application

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

Biochem/physiol Actions

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。
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。

pictograms

Exclamation markEnvironment

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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
Heyong Wang et al.
Toxicology, 308, 104-112 (2013-04-09)
Integrin β1 facilitates cancer cell adhesion, migration and metastasis by activating intracellular signaling pathways including the ERK and PI3K signaling pathways. In previous studies, shikonin, an active naphthoquinone isolated from the Chinese medicine Zi Cao (gromwell), showed effective anticancer activity
Seetharaman Rajasekar et al.
Journal of ethnopharmacology, 144(2), 335-345 (2012-09-22)
Lithospermum erythrorhizon has long been used in traditional Asian medicine for the treatment of diseases including skin cancer. In this study, hexane extract from the roots of Lithospermum erythrorhizon (LEH) was chemically characterized and its anticancer activity was tested against
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
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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