计算溶液所需的质量、体积或浓度。
| 活性类型 | 活性值-log(M) | 作用机制 | 期刊 | 参考文献(PubMed IDs) |
|---|
有货
为什么选择此级别
分析标准品 级 提供 ≥98% 纯度，适用于对基线干扰要求严格的色谱和分析工作流程。
储存与运输
2-8°C储存。低温运输 。请查阅批次 COA 获取详细规格。
质量文档
SDS、COA、产品数据表及规格说明书均可下载。可通过批号查询获取批次 COA。
文献证明
在色谱分析、有机合成和交叉偶联反应领域已被 16 篇同行评审文献引用。
概述
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。
Shikonin is a major phytochemical compound extracted from the roots of Lithospermum erythrorhizon. It is a natural anthraquinone derivative.
Application：
Shikonin has been used：
to enhance the anti-tumor activity of gefitinib on tyrosine kinase receptor epidermal growth factor receptor (EGFR) in wild-type lung cancer cells；
as an inhibitor of renal aerobic glycosis and a potential；
as an anti-inflammatory agent to test its role to improve lipopolysaccharide (LPS)-induced cardiac dysfunction；
to stimulate bone marrow-derived macrophages (BMDMs) to test the effect of Interferon regulatory factor 1 on cell death
规格
别名
(±)-Alkannin | (±)-Shikalkin | (±)-Shikonin | (±)-5,8-Dihydroxy-2-(1-hydroxy-4-methyl-3-pentenyl)-1,4-naphthoquinone | 紫草宁 | (±)-5,8-二羟基-2-(1-羟基-4-甲基-3-戊烯基)-1,4-萘醌 | (±)-紫草宁 | (±)-紫草素
英文别名
5,8-Dihydroxy-2-[(1R)-1-hydroxy-4-methyl-pent-3-enyl]naphthalene-1,4-dione | Shikonin S | (+)-5,8-Dihydroxy-2-(1-hydroxy-4-methyl-3-pentenyl)-1,4-naphthoquinone | 2-(2-methoxyethoxyl)ethyl 4-methylbenzenesulfonate | shikonin | AS-13554 | BRN 2058010 | C.I
规格或纯度
分析标准品, ≥98%
英文名称
Shikonin
生化机理
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
应用
A naphthoquinone derivative with angiogenesis inhibitor properties.
储存条件
2-8°C储存
运输条件
低温运输
纯度
≥98%
名称和识别符
PubChem SID
EC号
610-730-7
分子类型
小分子
IUPAC Name
5,8-dihydroxy-2-[(1R)-1-hydroxy-4-methylpent-3-enyl]naphthalene-1,4-dione
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/t10-/m1/s1
InChi Key
NEZONWMXZKDMKF-SNVBAGLBSA-N
Smiles
CC(=CCC(C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)O)C
Isomeric SMILES
CC(=CC[C@H](C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)O)C
PubChem CID
分子量
288.30
技术文档
高级数据
系统学分类
分类树（Taxonomy Tree）
| 界（kingdom) | 有机化合物 |
|---|---|
| 超类（Superclass) | 苯类化合物 |
| 类（Class) | 萘 |
| 亚类（Subclass） | 萘醌 |
| 中间层级节点（Intermediate Tree Nodes） | 暂无 |
| 直接上位类(Direct Parent) | 萘醌 |
| 其他上位类（Alternative Parents） | 双环单萜类化合物 芳香单萜类化合物 醌类 芳基酮 1-羟基-2-未取代苯类化合物 乙烯基酸 仲醇 有机氧化物 碳氢化合物衍生物 |
| 分子骨架（Molecular Framework) | 芳香族同多环化合物 |
| 取代基（Substituents） | 1-羟基-2-未取代苯环化合物 - 羟基苯甲酸酯 - 芳香族同多环化合物 - 芳香单萜类化合物 - 芳基溴化物 - 双环单萜类化合物 - 烃衍生物 - 酮 - 单萜类化合物 - 萘醌 - 有机氧化物 - 有机氧化合物 - 有机氧化合物 - 蒽醌 - 醛基 - 乙烯基羧酸 |
| 描述（Description） | 该化合物属于萘醌类有机化合物。这类化合物含有萘羟醌结构单元，其特征为苯环与苯并-1,4-二酮（醌）呈线性共轭。 |
| 外部描述符（External Descriptors） | alpha-Naphthoquinones |
三维结构
交互式化学结构模型
关联靶点（人）
CDC25A
Tchem
M 期诱导剂磷酸酶 1(M-phase inducer phosphatase 1)
(1 活性数据)
CDC25B
Tchem
M 期诱导剂磷酸酶 2(M-phase inducer phosphatase 2)
(1 活性数据)
化学和物理性质
溶解性
溶于DMSO；Ethanol
密度
1.373
分子量
288.290 g/mol
XLogP3
3.000
氢键供体数Hydrogen Bond Donor Count
3
氢键受体数Hydrogen Bond Acceptor Count
5
可旋转键计数Rotatable Bond Count
3
精确质量Exact Mass
288.1 Da
单同位素质量Monoisotopic Mass
288.1 Da
拓扑极表面积Topological Polar Surface Area
94.800 Ų
重原子数Heavy Atom Count
21
形式电荷Formal Charge
0
复杂度Complexity
501.000
同位素原子数Isotope Atom Count
0
定义的原子立体中心计数Defined Atom Stereocenter Count
1
未定义的原子立体中心计数Undefined Atom Stereocenter Count
0
定义的键立体中心计数Defined Bond Stereocenter Count
0
未定义的键立体中心计数Undefined Bond Stereocenter Count
0
所有立体化学键的总数The total count of all stereochemical bonds
0
共价键合单元计数Covalently-Bonded Unit Count
1
安全和危险性（GHS）
危险声明
H412: 对水生生物有害并具有长期持续影响
预防措施声明
P273: 避免释放到环境中。
P501: 将内容物/容器处理到。。。
质检证书（CoA,COO,BSE/TSE 和分析图谱)
C of A & Other Certificates(BSE/TSE, COO):
输入批号以搜索分析图谱:
通过匹配包装上的批号来查找并下载产品的 COA，每批产品都进行了严格的验证，您可放心使用！
| 批号(Lot Number) | 证书类型 | 货号 |
|---|---|---|
 F2405589 |
分析证书 | S115193 |
| F2405588 |
分析证书 | S115193 |
| F2405499 |
分析证书 | S115193 |
| B2626563 |
分析证书 | S115193 |
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| B2626565 |
分析证书 | S115193 |
| B2626566 |
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| G2607118 |
分析证书 | S115193 |
| I2301124 |
分析证书 | S115193 |
| K2507100 |
分析证书 | S115193 |
| E2522417 |
分析证书 | S115193 |
| E2522416 |
分析证书 | S115193 |
| E2522415 |
分析证书 | S115193 |
| K2408636 |
分析证书 | S115193 |
| K2408637 |
分析证书 | S115193 |
| K2408638 |
分析证书 | S115193 |
| H2429558 |
分析证书 | S115193 |
| H2429559 |
分析证书 | S115193 |
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分析证书 | S115193 |
| F2405587 |
分析证书 | S115193 |
| F2405590 |
分析证书 | S115193 |
| F2222476 |
分析证书 | S115193 |
| I2301125 |
分析证书 | S115193 |
| F2222477 |
分析证书 | S115193 |
| E2306022 |
分析证书 | S115193 |
| B2211023 |
分析证书 | S115193 |
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技术文档和文章
此产品的引用文献
引用文献
| 1. Chen Xiaohui, Lin Shengrong, Liang Yunbang, Xue Xiaomin, Yasen Miersalijiang. (2023) Experimental evidence of shikonin as a novel intervention for anti-inflammatory effects. NAUNYN-SCHMIEDEBERGS ARCHIVES OF PHARMACOLOGY, [PMID:37249613] [10.1007/s00210-023-02542-1] |
| 2. Wenjie Feng, Wanrui Shi, Ze Wang, Yanqi Cui, Xinxin Shao, Shuwei Liu, Li Rong, Yi Liu, Hao Zhang. (2022) Enhancing Tumor Therapy of Fe(III)-Shikonin Supramolecular Nanomedicine via Triple Ferroptosis Amplification. ACS Applied Materials & Interfaces, [PMID:35944147] [10.1021/acsami.2c11130] |
| 3. Yang Chen, Leting Si, Jinghui Zhang, Hengyuan Yu, Xuesong Liu, Yong Chen, Yongjiang Wu. (2021) Uncovering the antitumor effects and mechanisms of Shikonin against colon cancer on comprehensive analysis. PHYTOMEDICINE, [PMID:33476976] [10.1016/j.phymed.2021.153460] |
| 4. Yang Chen, Juan Ni, Yun Gao, Jinghui Zhang, Xuesong Liu, Yong Chen, Zhongjian Chen, Yongjiang Wu. (2020) Integrated proteomics and metabolomics reveals the comprehensive characterization of antitumor mechanism underlying Shikonin on colon cancer patient-derived xenograft model.. Scientific Reports, 10 (1): (14092-14092). [PMID:32839531] [10.1038/s41598-020-71116-5] |
| 5. Hongli Guo, Jieyu Sun, Deyi Li, Yahui Hu, Xiaowen Yu, Hu Hua, Xia Jing, Feng Chen, Zhanjun Jia, Jing Xu. (2019) Shikonin attenuates acetaminophen-induced acute liver injury via inhibition of oxidative stress and inflammation. BIOMEDICINE & PHARMACOTHERAPY, [PMID:30818140] [10.1016/j.biopha.2019.108704] |
| 6. Yali Zhang, Tingting Xu, Zheer Pan, Xiangting Ge, Chuchu Sun, Chun Lu, Hongjin Chen, Zhongxiang Xiao, Bing Zhang, Yuanrong Dai, Guang Liang. (2017) Shikonin inhibits myeloid differentiation protein 2 to prevent LPS-induced acute lung injury. BRITISH JOURNAL OF PHARMACOLOGY, 175 (5): (840-854). [PMID:29243243] [10.1111/bph.14129] |
| 7. Wang Rong, Zhu Liangqin, Wang Jianfei, Zeng Chenglong, Chen Ying, Wei Yan. (2025) Electrochemical sensing interface of copper-coordinated polyhistidine/functionalized multi-walled carbon nanotubes for shikonin determination. JOURNAL OF SOLID STATE ELECTROCHEMISTRY, [10.1007/s10008-025-06244-x] |
| 8. Zhiyuan Liu, Yaxuan Huang, Rui Sun, Nan Li, Fengyun Xu, Wei Zhang, Wenke Zhang. (2025) Polyethylene Glycolated Shikonin-Functionalized Carbon Nanotubes as an Effective Anticancer System Combining Chemotherapy and Photothermal Therapy. LANGMUIR, [PMID:40015981] [10.1021/acs.langmuir.4c05257] |
| 9. Shaoyi Cao, Huaqiu Li, Xiaoyan Ye, Xinxing Xing, Yonghuan Xie, Xiangfeng Zeng, Hongjiao Liu, Xing Zhong, Xinyi Yang, Wenxiu Xing, Cairong Zhu, Xiaoping Wu. (2024) Shikonin induces the apoptosis and pyroptosis of EGFR-T790M-mutant drug-resistant non-small cell lung cancer cells via the degradation of cyclooxygenase-2. EUROPEAN JOURNAL OF MEDICAL RESEARCH, [PMID:39702296] [10.1186/s40001-024-02187-7] |
| 10. Wenjie Feng, Wanrui Shi, Shuwei Liu, Huiwen Liu, Yi Liu, Pengfei Ge, Hao Zhang. (2021) Fe(III)-Shikonin Supramolecular Nanomedicine for Combined Therapy of Tumor via Ferroptosis and Necroptosis. Advanced Healthcare Materials, 11 (2): (2101926). [PMID:34738742] [10.1002/adhm.202101926] |
| 11. Hang Liu, Jie Liu, Saidi ji, Shengfeng Peng, Lei Zhou, Wei Liu. (2025) Effects of orange variety on the physiochemical properties of self-secretory extracellular vesicle and its application potential as nutrient-rich beverage. FOOD RESEARCH INTERNATIONAL, [PMID:40922200] [10.1016/j.foodres.2025.116972] |
| 12. Hang Liu, Chen Yang, Xiaolin Wu, Shengfeng Peng, Lei Zhou, David Julian McClements, Wei Liu. (2025) Influence of the maturity on the characteristics of orange-derived extracellular vesicles and their delivery performance for curcumin. FOOD CHEMISTRY, [PMID:40311575] [10.1016/j.foodchem.2025.144518] |
| 13. Deng Yuchen, Wen Chao, Wang Fang. (2025) Citric acid-modified chitosan hydrogel loaded with shikonin promotes skin wound healing. Journal of Burn Care & Research, [PMID:40928158] [10.1093/jbcr/iraf175] |
| 14. Jiang Yourang, Tang Xueyong, Wang Ailin, Yang Hua, Jiang Xue, Zhang Yinxin, Lou Fanglu. (2025) Shikonin-copper coordination nanoparticles for enhanced antibacterial and antibiofilm activity against Staphylococcus aureus. Scientific Reports, 15 (1): (39617). [PMID:41224798] [10.1038/s41598-025-23269-4] |
| 15. Yanhui Cui, Xueqin Wang, Caiyang Lu, Liling Ran, Zirui Guo, Jiayu Yao, Tian Yu, Xuanxi Liu, Fang Li, Changqi Li, Yingcai Meng, Wenhu Zhou. (2025) Treating Acute Respiratory Distress Syndrome with a Multifaceted Nanomedicine: Inhibition of PANoptosis and Enhancement of Lung Barrier Integrity. Materials Today Bio, [PMID:41560832] [10.1016/j.mtbio.2025.102748] |
| 16. Mei Yang, Guo-ping Wu, Shi-wei Bao, Yang Zhou, Jie-ting Geng, Chan Zhong. (2026) Shikonin-loaded bioactive gelatin films with antibacterial activity against Listeria species and antioxidant properties to extend the shelf-life of raw refrigerated beef. INTERNATIONAL JOURNAL OF FOOD MICROBIOLOGY, [PMID:41538910] [10.1016/j.ijfoodmicro.2026.111625] |
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