| 货号 (SKU) | 包装规格 | 是否现货 | 价格 | 数量 |
|---|---|---|---|---|
| A196354-5mg |
5mg |
现货  |
|
| 别名 | 8-甲氧基-3,4-亚甲二氧基-10-硝基菲-1-甲酸 |
|---|---|
| 英文别名 | DTXSID0040969 | KBio2_006772 | NCGC00017334-01 | NCGC00095981-03 | ARISTOLOCHIC ACID [IARC] | C17H11NO7 | KBio2_001636 | SpecPlus_000448 | GTPL12438 | UNII-94218WFP5T | Mixture of Aristolochic Acid A and B | Birthwort | 8-methoxy-6-nitro-naphtho[2,1-g][1, |
| 规格或纯度 | Moligand™, 分析标准品 |
| 英文名称 | Aristolochic acid A |
| 生化机理 | 强有力的磷脂酶A2抑制剂，包括钙离子载体诱导的中性粒细胞中磷脂酶A2的活性。在实验动物模型中肾脏肿瘤引发剂。 |
| 储存温度 | 2-8°C储存 |
| 运输条件 | 冰袋运输 |
| 产品介绍 |
马兜铃酸也被称为马兜铃总酸、增噬力酸或木通甲素，是一类具有致癌性和肾毒性的硝基菲羧酸。这类有机化合物天然存在于诸如马兜铃属及细辛属等马兜铃科植物中，而这些植物曾广泛地被用作中草药。此外，依靠吸食这类植物生存的蝴蝶体内也有马兜铃酸。马兜铃酸I是一种强效的磷脂酶A2抑制剂。马兜铃酸I诱导大鼠肾脏肿瘤的形成和人肾近端肾小管上皮细胞凋亡。 Aristolochic Acid is an alkaloid that was originally derived from Aristolochia radix. This compound is a potent PLA2 enzyme inhibitor and also suppresses edema-inducing activity as well as direct and indirect hemolytic activity. Specifically, Aristolochic Acid displays anti-inflammatory activity against edema in mouse foot pads induced by PLA2. Other experiments have shown this agent to be associated with aristolochic acid nephropathy. Mechanistic studies have reported Aristolochic Acid to play a regulatory role towards genes in DNA repair processes and responses to DNA damage stimulus, regulation of cell cycle, and apoptosis. More detailed studies have shown this compound to up-regulate GADD 45β, NAIP genes and down-regulate TP53, PARP1, ERCC1, OGG1/2, MGMT, and ERCC2 genes. Furthermore, a down-regulation of gene expression in anti-oxidant enzymes was also observed by Aristolochic Acid treatment of human kidney tubular cells. These studies suggest that oxidative stress plays a role in the cytotoxicity of Aristolochic Acid. |
| 作用机制 | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | 参考文献 |
|---|
| EC号 | 206-238-3 |
|---|---|
| 分子类型 | 小分子 |
| IIUPAC Name | 8-methoxy-6-nitronaphtho[2,1-g][1,3]benzodioxole-5-carboxylic acid |
| INCHI | 1S/C17H11NO7/c1-23-12-4-2-3-8-9(12)5-11(18(21)22)14-10(17(19)20)6-13-16(15(8)14)25-7-24-13/h2-6H,7H2,1H3,(H,19,20) |
| InChi Key | BBFQZRXNYIEMAW-UHFFFAOYSA-N |
| Smiles | COC1=CC=CC2=C3C(=C(C=C21)[N+](=O)[O-])C(=CC4=C3OCO4)C(=O)O |
| Isomeric SMILES | COC1=CC=CC2=C3C(=C(C=C21)[N+](=O)[O-])C(=CC4=C3OCO4)C(=O)O |
| 关联CAS | 313-67-7 |
| NSC Number | 11926 |
| MeSH Entry Terms | 8-methoxy-6-nitrophenanthro(3,4-d)-1,3-dioxole-5-carboxylic acid;aristolochic acid;aristolochic acid A;aristolochic acid I;aristolochic acid I, sodium salt;sodium aristolochate;Tardolyt |
| 分子量 | 341.27 |
| Reaxy-Rn | 345159 |
| Reaxys-RN link address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=345159&ln= |
| 溶解性 | Soluble in ethanol, acetone, chloroform, ether, aniline, alkalies, acetic acid, and DMSO (25 mg/ml), slightly soluble in water.practically Insoluble in benzene, and carbon disulfide. |
|---|---|
| 分子量 | 341.270 g/mol |
| XLogP3 | 3.600 |
| 氢键供体数Hydrogen Bond Donor Count | 1 |
| 氢键受体数Hydrogen Bond Acceptor Count | 7 |
| 可旋转键计数Rotatable Bond Count | 2 |
| 精确质量Exact Mass | 341.054 Da |
| 单同位素质量Monoisotopic Mass | 341.054 Da |
| 拓扑极表面积Topological Polar Surface Area | 111.000 Ų |
| 重原子数Heavy Atom Count | 25 |
| 形式电荷Formal Charge | 0 |
| 复杂度Complexity | 550.000 |
| 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 | 0 |
| 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 |
| 象形图 | GHS06 |
|---|---|
| 信号词 | 危险 |
| 危险声明 |
H301: 吞咽会中毒 |
| 预防措施声明 |
P264: 处理后要彻底洗手。 P270: 使用本产品时，请勿进食、饮水或吸烟。 P321: 特殊处理（请参阅此标签上的...）。 P330: 漱口 P301+P310: 如误吞咽：立即呼叫急救中心/医生。 P405: 密闭存放 P501: 将内容物/容器处理到。。。 |
| WGK Germany | 3 |
| RTECS | CF3325000 |
| 个人防护装备 | Eyeshields,Faceshields,Gloves,type P2 (EN 143) respirator cartridges |
| 1. Danxia Wu, Li Wang, Wei Li, Xiangyang Li. (2023) Identifying a New Target for BtOBP8: Discovery of a Small Amino Ketone Molecule Containing Benzothiazole Fragments. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 71 (46): (17635–17645). [PMID:37651643] [10.1021/acs.jafc.3c02594] |
| 2. Li Wang, Maoxi Huang, Zilin Wu, Min Huang, Yunlong Yan, Baoan Song, Xiangyang Li, Qing X. Li. (2022) Methyl Eugenol Binds Recombinant Gamma-Aminobutyric Acid Receptor-Associated Protein from the Western Flower Thrips Frankliniella occidentalis. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 70 (16): (4871–4880). [PMID:35385288] [10.1021/acs.jafc.1c07431] |
| 3. Xuan Yu, Yuan Gao, Ying Xu, Xian Guo, Lan Guo, Ting Tan, Fan Liu, Yiqun Wan. (2022) Study of the Contents of Analogues of Aristolochic Acid in Houttuynia cordata by Ultra-High Performance Liquid Chromatography Tandem Mass Spectrometry. Foods, 11 (3): (302). [PMID:35159454] [10.3390/foods11030302] |
| 4. Jiangfei Chen, Aijun Kong, Delia Shelton, Haojia Dong, Jiani Li, Fan Zhao, Chenglian Bai, Kaiyu Huang, Wen Mo, Shan Chen, Hui Xu, Robyn L Tanguay, Qiaoxiang Dong. (2021) Early life stage transient aristolochic acid exposure induces behavioral hyperactivity but not nephrotoxicity in larval zebrafish. AQUATIC TOXICOLOGY, 238 (105916). [PMID:34303159] [10.1016/j.aquatox.2021.105916] |
| 5. Pei Chen, Xiaoman Li, Xuemin Yan, Minglei Tian. (2021) Solid-Phase Extraction of Aristolochic Acid I from Natural Plant Using Dual Ionic Liquid-Immobilized ZIF-67 as Sorbent. Separations, 8 (2): (22). [10.3390/separations8020022] |
| 6. Fenqi Ji, Rongrong Jin, Chen Luo, Chunhui Deng, Yaoming Hu, Li Wang, Rongchang Wang, Jiabin Zhang, Guoxin Song. (2020) Fast determination of aristolochic acid I (AAI) in traditional Chinese medicine soup with magnetic solid-phase extraction by high performance liquid chromatography. JOURNAL OF CHROMATOGRAPHY A, 1609 (460455). [PMID:31443967] [10.1016/j.chroma.2019.460455] |
| 7. Yibo Yan, Chuixiu Huang, Xiantao Shen. (2019) Electromembrane extraction of aristolochic acids: New insights in separation of bioactive ingredients of traditional Chinese medicines. JOURNAL OF CHROMATOGRAPHY A, 1608 (460424). [PMID:31416626] [10.1016/j.chroma.2019.460424] |
| 8. Xiaoyan Liu, Yanqiu Liu, Mengchun Cheng, Hongbin Xiao. (2015) Metabolomic Responses of Human Hepatocytes to Emodin, Aristolochic Acid, and Triptolide: Chemicals Purified from Traditional Chinese Medicines. JOURNAL OF BIOCHEMICAL AND MOLECULAR TOXICOLOGY, 29 (11): (533-543). [PMID:26149242] [10.1002/jbt.21724] |
| 9. Xuemeng Tian, Yue Wang, Sameer Hussain, Ruquan Shen, Ying Sheng, Ruiqi Yang, Lisa D. Pfefferle, Ruixia Gao. (2024) A versatile one-stone-two-birds strategy for facile fabrication of molecularly imprinted BiOBr composites: An efficient approach for selective removal of target contaminants from water. Journal of Cleaner Production, 463 (142767). [10.1016/j.jclepro.2024.142767] |
| 10. Haiman Xu, Lianxia Guo, Tingying Hao, Xiaocao Guo, Meiping Huang, Haobin Cen, Min Chen, Jiaxian Weng, Meixia Huang, Zicong Wu, Zifei Qin, Jing Yang, Baojian Wu. (2024) Nasal solitary chemosensory cells govern daily rhythm in mouse model of allergic rhinitis. JOURNAL OF ALLERGY AND CLINICAL IMMUNOLOGY, [PMID:38734385] [10.1016/j.jaci.2024.04.024] |
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