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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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产品名称

紫草宁, ≥98% (HPLC)

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

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。

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。

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


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分析证书(COA)

Lot/Batch Number

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Ke Gong et al.
Free radical biology & medicine, 51(12), 2259-2271 (2011-10-21)
Although shikonin, a naphthoquinone derivative, has showed anti-cancer activity, its precise molecular anti-tumor mechanism remains to be elucidated. In this study, we investigated the effects of shikonin on human hepatocellular carcinoma (HCC) in vitro and in vivo. Our results showed
Konstantinos N Kontogiannopoulos et al.
International journal of pharmaceutics, 422(1-2), 381-389 (2011-10-08)
The interest of drug delivery has focused on the creation of new formulations with improved properties, taking much attention to the drug release from the carrier. Liposomes have already been commercialized, while dendrimers and hyperbranched polymers are emerging as potentially
Yongwei Wang et al.
Biochemical pharmacology, 88(3), 322-333 (2014-02-14)
Although gemcitabine is currently the best chemotherapeutic agent available for the treatment of advanced pancreatic cancer, eventual failure of response is a significant clinical problem. Therefore, novel therapeutic approaches against this disease are highly needed. The aim of this study
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.
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

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