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S7576

Sigma-Aldrich

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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About This Item

经验公式（希尔记法）:
C16H16O5
CAS号:
54952-43-1
分子量:
288.30
MDL號碼:
MFCD00016668
分類程式碼代碼:
12352200
PubChem物質ID:
329824586
NACRES:
NA.25

化驗

≥98% (HPLC)

形狀

powder or solid

顏色

red to brown

溶解度

methanol: 1 mg/mL

應用

metabolomics
vitamins, nutraceuticals, and natural products

儲存溫度

2-8°C

SMILES 字串

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 密鑰

NEZONWMXZKDMKF-UHFFFAOYSA-N

相关类别

一般說明

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。

應用

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

从紫草属分离的萘醌。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。

象形圖

Exclamation markEnvironment
GHS07,GHS09

訊號詞

Warning

危險聲明

H302,H400

危險分類

Acute Tox. 4 Oral - Aquatic Acute 1

儲存類別代碼

11 - Combustible Solids

水污染物質分類（WGK）

WGK 3

閃點（°F）

Not applicable

閃點（°C）

Not applicable

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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
Xin Chen et al.
Phytotherapy research : PTR, 16(3), 199-209 (2002-08-08)
The naphthoquinone pigment, shikonin, isolated from Lithospermum erythrorhizon Sieb. et Zucc.(Boraginaceae) and its derivatives are the active components isolated from the Chinese herbal therapeutic, Zicao. Historically, Zicao root extracts have been used to treat macular eruption, measles, sore-throat, carbuncles and
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
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
Rubing Wang et al.
Expert opinion on therapeutic patents, 22(9), 977-997 (2012-07-28)
Shikonin and its derivatives are the main components of red pigment extracts from Lithospermum erythrorhizon, whose medicinal properties have been confirmed for a long history, and have aroused great interest as the hallmark molecules responsible for their significant biological activities
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