计算溶液所需的质量、体积或浓度。
| 活性类型 | Relation | Activity value | Units | Action Type | 期刊 | PubMed Id | doi | Assay Aladdin ID |
|---|
有货
为什么选择此级别
Moligand™ 级 提供 ≥95% 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
室温。常规运输 。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 113 篇同行评审文献引用。
概述
黄芩苷是在黄芩根中发现的一种关键黄酮类化合物。已知其具有不同的生物活性，如抗氧化、抗炎、抗肿瘤和抗凋亡活性。
Baicalin is a key flavonoid found in the roots of Scutellaria baicalensis. It is known to have different biological activities, such as anti-oxidative, anti-inflammatory, antitumor and anti-apoptotic activities
规格
别名
贝加灵 | 黄芩甙 | 5,6-二羟基-4-氧代-2-苯基-4 H -1-苯并吡喃-7-基-β-D-吡喃葡萄糖醛酸 | 黄芩素 7- O -β- D -葡糖苷酸 | 黄岑苷
英文别名
Baicalein 7-beta-D-glucopyranosiduronate | Baicalein 7-glucuronide | Baicalin,(S) | CHEBI:2981 | MFCD00134418 | AKOS007930529 | Baicalin 1000 microg/mL in Methanol | J-013512 | 7-D-Glucuronic acid-5,6-dihydroxyflavone | Baicalein 7-O-β-D-glucuronide | 5,6
规格或纯度
Moligand™, ≥95%
英文名称
Baicalin
应用
黄芩苷已用于研究其在慢性应激大鼠中的神经保护作用
储存条件
室温
运输条件
常规运输
纯度
≥95%
名称和识别符
PubChem SID
EC号
606-866-1
分子类型
小分子
IUPAC Name
(2S,3S,4S,5R,6S)-6-(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
INCHI
1S/C21H18O11/c22-9-6-10(8-4-2-1-3-5-8)30-11-7-12(14(23)15(24)13(9)11)31-21-18(27)16(25)17(26)19(32-21)20(28)29/h1-7,16-19,21,23-27H,(H,28,29)/t16-,17-,18+,19-,21+/m0/s1
InChi Key
IKIIZLYTISPENI-ZFORQUDYSA-N
Smiles
OC1=C2C(OC(=CC2=O)C3=CC=CC=C3)=CC(O[C@@H]4O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]4O)=C1O
Isomeric SMILES
C1=CC=C(C=C1)C2=CC(=O)C3=C(C(=C(C=C3O2)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)C(=O)O)O)O)O)O)O
分子量
446.36
Reaxy-Rn
24713760
Reaxys-RN link address
https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=24713760&ln=
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)
苯丙素类和聚酮类
-
类（Class)
黄酮类化合物
-
亚类（Subclass）
黄酮苷
- 第5级 (level 5) 黄酮O-糖苷
- 第6级 (level 6) 黄酮类O-葡萄糖醛酸苷
- 第7级 (level 7) 黄酮类-7-O-葡萄糖醛酸苷
- 第6级 (level 6) 黄酮类O-葡萄糖醛酸苷
- 第5级 (level 5) 黄酮O-糖苷
-
亚类（Subclass）
黄酮苷
-
类（Class)
黄酮类化合物
-
超类（Superclass)
苯丙素类和聚酮类
| 界（kingdom) | 有机化合物 |
|---|---|
| 超类（Superclass) | 苯丙素类和聚酮类 |
| 类（Class) | 黄酮类化合物 |
| 亚类（Subclass） | 黄酮苷 |
| 中间层级节点（Intermediate Tree Nodes） | 黄酮O-糖苷 - 黄酮类O-葡萄糖醛酸苷 |
| 直接上位类(Direct Parent) | 黄酮类-7-O-葡萄糖醛酸苷 |
| 其他上位类（Alternative Parents） | 黄酮-7-O-糖苷 黄酮类 6-羟基黄酮类化合物 5-羟基黄酮类化合物 酚苷类 O-葡萄糖醛酸苷 己糖 O-糖基化合物 色酮 1-羟基-4-未取代苯类化合物 吡喃酮及其衍生物 β羟基酸及其衍生物 苯及其取代衍生物 氧烷 杂芳族化合物 乙烯基酸 仲醇 多元醇 氧环化合物 缩醛 羧酸 一元羧酸及其衍生物 碳氢化合物衍生物 羰基化合物 有机氧化物 |
| 分子骨架（Molecular Framework) | 芳香族杂多环化合物 |
| 取代基（Substituents） | 1-苯并吡喃 - 1-羟基-4-未取代苯环化合物 - 1-o-羧基萘酸 - 5-羟基黄酮 - 6-羟基黄酮 - 乙醛酸 - 羟基苯甲酸酯 - 芳香族杂多环化合物 - 苯基化合物 - 苯并吡喃 - β-羟基酸 - 羰基 - 羧酰胺基 - 羧酸衍生物 - 苯并吡喃 - 黄酮 - 黄酮-7-O-葡萄糖醛酸酯 - 黄酮-7-O-糖苷 - 葡萄糖醛酸或衍生物 - 糖基化合物 - 杂芳香族化合物 - 己糖单糖 - 烃衍生物 - 羟基酸 - 羟基黄酮 - 单羧酸或其衍生物 - 单环苯基基团 - 单糖 - O-羧基苄基 - O-羧基化合物 - 有机氧化物 - 有机氧化合物 - 有机杂环化合物 - 有机氧化合物 - 氧杂环 - 氧杂环丁烷 - 苯酚糖苷 - 多醇 - 吡喃 - 吡喃酮 - 醛基 - 乙烯基羧酸 |
| 描述（Description） | 该化合物属于黄酮-7-O-葡萄糖醛酸酯类有机化合物。这类酚类化合物含有黄酮基团，其C7位通过O-糖苷键与葡萄糖醛酸相连。 |
| 外部描述符（External Descriptors） | flavones - Flavones and Flavonols |
三维结构
交互式化学结构模型
关联靶点（人）
ESR1
Tclin
Estrogen receptor alpha
(17718 活性数据)
PLK1
Tchem
Serine/threonine-protein kinase PLK1
(28605 活性数据)
FBP1
Tchem
Fructose-1,6-bisphosphatase
(1199 活性数据)
CYP1A2
Tchem
Cytochrome P450 1A2
(26471 活性数据)
AKT1
Tchem
Serine/threonine-protein kinase AKT
(9192 活性数据)
HL-60
(67320 活性数据)
U-251
(51189 活性数据)
H9
(1832 活性数据)
HepG2
(196354 活性数据)
ABCC2
Tchem
Canalicular multispecific organic anion transporter 1
(1191 活性数据)
KDM1A
Tchem
Lysine-specific histone demethylase 1
(3916 活性数据)
SLCO1B1
Tchem
Solute carrier organic anion transporter family member 1B1
(2672 活性数据)
SLCO1B3
Tchem
Solute carrier organic anion transporter family member 1B3
(2517 活性数据)
SLCO2B1
Tchem
Solute carrier organic anion transporter family member 2B1
(580 活性数据)
CDK1
Tchem
Cyclin-dependent kinase 1/cyclin B1
(1887 活性数据)
PRKAA2
Tchem
AMP-activated protein kinase, AMPK
(12273 活性数据)
MGC-803
(6426 活性数据)
dsDNA
(365 活性数据)
quadruplex DNA
(2700 活性数据)
关联靶点（其它种属）
Htr7
Serotonin 7 (5-HT7) receptor (19 活性数据)
blaZ
Beta-lactamase (285 活性数据)
Trypsin (394 活性数据)
DPP4
Dipeptidyl peptidase IV (11 活性数据)
PREP
Prolyl endopeptidase (14 活性数据)
Streptococcus pneumoniae (31063 活性数据)
Pseudomonas aeruginosa (123386 活性数据)
Burkholderia cepacia (649 活性数据)
Staphylococcus aureus (210822 活性数据)
Escherichia coli (133304 活性数据)
Salmonella typhi (4293 活性数据)
Streptococcus pyogenes (16140 活性数据)
Cryptococcus neoformans (21258 活性数据)
Candida albicans (78123 活性数据)
Nakaseomyces glabratus (9108 活性数据)
Mus musculus (284745 活性数据)
Rattus norvegicus (775804 活性数据)
Human immunodeficiency virus 1 (70413 活性数据)
C6 (2371 活性数据)
Mast cell (119 活性数据)
rep
Replicase polyprotein 1ab (378 活性数据)
dengue virus type 2 (2400 活性数据)
lasB
Pseudolysin (353 活性数据)
rhlA
Rhamnosyltransferase 1 subunit A (60 活性数据)
Gabrp
GABA-A receptor; anion channel (5731 活性数据)
Salmonella enterica subsp. enterica serovar Paratyphi B (154 活性数据)
Chikungunya virus (1339 活性数据)
SARS-CoV-2 (38078 活性数据)
Vero C1008 (1716 活性数据)
lasA
Protease LasA (3 活性数据)
作用机制
| 作用机制 | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | 参考文献 |
|---|
化学和物理性质
密度
1.737
比旋光度
-84 ° (C=1, DMSO)
熔点
196°C
分子量
446.400 g/mol
XLogP3
1.100
氢键供体数Hydrogen Bond Donor Count
6
氢键受体数Hydrogen Bond Acceptor Count
11
可旋转键计数Rotatable Bond Count
4
精确质量Exact Mass
446.085 Da
单同位素质量Monoisotopic Mass
446.085 Da
拓扑极表面积Topological Polar Surface Area
183.000 Ų
重原子数Heavy Atom Count
32
形式电荷Formal Charge
0
复杂度Complexity
748.000
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
5
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）
象形图
信号词
警告
危险声明
H315: 引起皮肤刺激
H319: 引起严重眼睛刺激
H335: 可能引起呼吸道刺激
预防措施声明
P261: 避免吸入灰尘/烟雾/气体/雾/蒸汽/喷雾
P264: 处理后要彻底洗手。
P271: 仅在室外或通风良好的地方使用。
P280: 戴防护手套/穿防护服/戴防护眼罩/戴防护面具。
P321: 特殊处理（请参阅此标签上的...）。
P302+P352: 如皮肤沾染：用水充分清洗。
P304+P340: 如误吸入：将人转移到空气新鲜处，保持呼吸舒适体位。
P305+P351+P338: 如进入眼睛：用水小心冲洗几分钟。如戴隐形眼镜并可方便地取出，取出隐形眼镜。继续冲洗。
P362+P364: 脱掉沾污的衣服，清洗后方可重新使用。
P405: 密闭存放
P403+P233: 存放在通风良好的地方。保持容器密闭。
P501: 将内容物/容器处理到。。。
P264+P265: 处理后彻底洗手[和…]。不要触摸眼睛。
P337+P317: 如果眼睛刺激持续：寻求医疗帮助。
P332+P317: 如果出现皮肤刺激：请寻求医疗帮助。
P319: 如果你感到不适，请寻求医疗帮助。
WGK Germany
3
个人防护装备
dust mask type N95 (US),Eyeshields,Gloves
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技术文档和文章
Mechanisms of Gut Microbial Enzyme-Mediated Metabolism of Glucuronide Conjugates and Drug Biotransformation
目录： 技术文章
Mechanisms by Which Flavonoid Natural Products Regulate the Oxidative Stress-Inflammation Axis
目录： 技术文章
Molecular Targets, Mechanisms of Action, and Research Applications of Natural Products in the Regulation of Metabolic Disorders
目录： 技术文章
此产品的引用文献
引用文献
| 1. Tianyuan Ci, Yaoxuan Xiong, Jinniu Zhang, Jing Zang, Nianping Feng. (2023) Immunosuppressive dead cell as lung-targeting vehicle and cytokine absorption material for cytokine storm attenuation of pneumonia. Materials Today Bio, [PMID:37304577] [10.1016/j.mtbio.2023.100684] |
| 2. Yajuan Bi, Yanchao Xing, Chunshan Gui, Yiqing Tian, Mingzhe Zhang, Yao Yao, Ge Hu, Lifeng Han, Feng He, Youcai Zhang. (2023) Potential Involvement of Organic Anion Transporters in Drug Interactions with Shuganning Injection, a Traditional Chinese Patent Medicine. PLANTA MEDICA, [PMID:37236232] [10.1055/a-2085-2367] |
| 3. Yi Cai, Shisheng Jiang, Chaoming Huang, Ao Shen, Xuan Zhang, Wanling Yang, Yichuan Xiao, Shuhan Gao, Rong Du, Guodong Zheng, Tingdong Yan, Chunpeng (Craig) Wan. (2023) Baicalin inhibits pressure overload-induced cardiac hypertrophy by regulating the SIRT3-dependent signaling pathway. PHYTOMEDICINE, [PMID:36931095] [10.1016/j.phymed.2023.154747] |
| 4. Shue Jin, Renli Yang, Chen Hu, Shiqi Xiao, Yi Zuo, Yi Man, Yubao Li, Jidong Li. (2023) Plant-Derived Polyphenol and LL-37 Peptide-Modified Nanofibrous Scaffolds for Promotion of Antibacterial Activity, Anti-Inflammation, and Type-H Vascularized Bone Regeneration. ACS Applied Materials & Interfaces, [PMID:36725088] [10.1021/acsami.2c20776] |
| 5. Shue Jin, Xiaoxue Fu, Weinan Zeng, Anjing Chen, Zhenyu Luo, Yubao Li, Zongke Zhou, Jidong Li. (2023) Chopped fibers and nano-hydroxyapatite enhanced silk fibroin porous hybrid scaffolds for bone augmentation. Journal of Materials Chemistry B, 11 (7): (1557-1567). [PMID:36692356] [10.1039/D2TB02510H] |
| 6. Yue Huang, Xiaojing Si, Mei Han, Chen Bai. (2022) Rapid and Sensitive Detection of Rutin in Food Based on Nitrogen-Doped Carbon Quantum Dots as Fluorescent Probe. MOLECULES, 27 (24): (8834). [PMID:36557970] [10.3390/molecules27248834] |
| 7. Huang Xuemei, Liu Xiaojing, Lin Xiaoyu, Yuan Zhihua, Zhang Yaozhi, Wang Zhijia, Pi Wenmin, Zhao Haoqiang, Lei Haimin, Wang Penglong. (2022) Thermodynamics driving phytochemical self-assembly morphological change and efficacy enhancement originated from single and co-decoction of traditional chinese medicine. JOURNAL OF NANOBIOTECHNOLOGY, 20 (1): (1-15). [PMID:36510210] [10.1186/s12951-022-01734-w] |
| 8. Xiaohui Jin, Leilei Zhu, Shuaifei Lu, Caiyin Li, Ming Bai, Erping Xu, Jiduo Shen, Yucheng Li. (2022) Baicalin ameliorates CUMS-induced depression-like behaviors through activating AMPK/PGC-1α pathway and enhancing NIX-mediated mitophagy in mice. EUROPEAN JOURNAL OF PHARMACOLOGY, [PMID:36463946] [10.1016/j.ejphar.2022.175435] |
| 9. Ying Ju, Chunling Yin, Yan Zhang, Xiangru Meng, Liuchuang Zhao, Leqian Hu. (2022) Rapid detection and quality evaluation of Shuang-Huang-Lian injection by ATR-IR and NIR spectroscopy combined with chemometrics. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, [PMID:36283204] [10.1016/j.saa.2022.122008] |
| 10. Jingyi Hu, Yiheng Tong, Zhaofeng Shen, Yanan Li, Cheng Cheng, Ryan Au, Feng Xu, Yajun Liu, Lei Zhu, Hong Shen. (2022) Gegen Qinlian decoction ameliorates murine colitis by inhibiting the expansion of Enterobacteriaceae through activating PPAR-γ signaling. BIOMEDICINE & PHARMACOTHERAPY, [PMID:36007273] [10.1016/j.biopha.2022.113571] |
| 11. Zhi-Ang Liu, Ya-Nan Zuo, Yinghui Xia, Jing Sun, Shuyun Zhu. (2022) Enhanced detection of ascorbic acid with cascaded fluorescence recovery of a dual-nanoquencher system. Analytical Methods, 14 (37): (3632-3637). [PMID:36052693] [10.1039/D2AY01019D] |
| 12. Wanjun Jiang, Shiyu Wu, Guorong Fan, Zongde Wang, Shangxing Chen, Yangping Wen, Peng Wang. (2022) Nitrogen, phosphorus co-doped hollow porous carbon microspheres as an oxidase-like electrochemical sensor for baicalin. NEW JOURNAL OF CHEMISTRY, 46 (34): (16341-16351). [10.1039/D2NJ02721F] |
| 13. Yi Chen, Shasha Song, Yongfang Wang, Jia Zhu, Xinyu Li. (2022) Potential mechanism of oral baicalin treating psoriasis via suppressing Wnt signaling pathway and inhibiting Th17/IL-17 axis by activating PPARγ. PHYTOTHERAPY RESEARCH, 36 (10): (3969-3987). [PMID:35778948] [10.1002/ptr.7546] |
| 14. Qin Sheng, Huang Xianzhang, Qu Shaogang. (2022) Baicalin Induces a Potent Innate Immune Response to Inhibit Respiratory Syncytial Virus Replication via Regulating Viral Non-Structural 1 and Matrix RNA. Frontiers in Immunology, [PMID:35812414] [10.3389/fimmu.2022.907047] |
| 15. Jiaodi Li, Chenxi Wang, Xiaoling Chen, Minghui Huang, Qian Fu, Rongjie Li, Yilin Wang, Chunyan Li, Pengcheng Zhao, Yixi Xie, Junjie Fei. (2022) A non-enzymatic photoelectrochemical sensor based on g-C3N4@CNT heterojunction for sensitive detection of antioxidant gallic acid in food. FOOD CHEMISTRY, [PMID:35526285] [10.1016/j.foodchem.2022.133086] |
| 16. Jie Zhao, Lin Huang, Renjie Li, Zhuangwei Zhang, Jin Chen, Hongjin Tang. (2022) Insights from multi-spectroscopic analysis and molecular modeling to understand the structure–affinity relationship and the interaction mechanism of flavonoids with gliadin. Food & Function, 13 (9): (5061-5074). [PMID:35404372] [10.1039/D1FO03816H] |
| 17. Jie Zhao, Lin Huang, Renjie Li, Zhuangwei Zhang, Jin Chen, Hongjin Tang. (2022) Multispectroscopic and computational evaluation of the binding of flavonoids with bovine serum albumin in the presence of Cu2+. FOOD CHEMISTRY, [PMID:35279499] [10.1016/j.foodchem.2022.132656] |
| 18. Yue Luo, Luying Liu, Yuzhen Liao, Ping Yang, Xiaoqi Liu, Lei Lu, Jiang Chen, Chao Qu. (2022) Multifunctional Baicalin-Modified Contact Lens for Preventing Infection, Regulating the Ocular Surface Microenvironment and Promoting Corneal Repair. Frontiers in Bioengineering and Biotechnology, [PMID:35309981] [10.3389/fbioe.2022.855022] |
| 19. Qianqian He, Xiaoqi Sun, Muqing Zhang, Li Chu, Yang Zhao, Yongchao Wu, Jianping Zhang, Xue Han, Shengjiang Guan, Chao Ding. (2022) Protective effect of baicalin against arsenic trioxide-induced acute hepatic injury in mice through JAK2/STAT3 signaling pathway. INTERNATIONAL JOURNAL OF IMMUNOPATHOLOGY AND PHARMACOLOGY, [PMID:35088608] [10.1177/20587384211073397] |
| 20. Xiaodan Tang, Huiyong Wang, Hongmei Yu, Brian Bui, Wei Zhang, Shaoyan Wang, Mingli Chen, Liqin Yuan, Zhizhi Hu, Wei Chen. (2021) Exploration of nitrogen-doped grape peels carbon dots for baicalin detection. Materials Today Physics, [10.1016/j.mtphys.2021.100576] |
| 21. Shaobing Lu, Junyu Tao, Xinfei Liu, Zhen Wen. (2021) Baicalin-liposomes loaded polyvinyl alcohol-chitosan electrospinning nanofibrous films: Characterization, antibacterial properties and preservation effects on mushrooms. FOOD CHEMISTRY, [PMID:34808772] [10.1016/j.foodchem.2021.131372] |
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