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) |
|---|
| 货号 (SKU) | 包装规格 | 是否现货 | 价格 | 数量 |
|---|---|---|---|---|
| B106472-250mg |
250mg |
现货 ![]() |
| |
| B106472-1g |
1g |
现货 ![]() |
| |
| B106472-5g |
5g |
现货 ![]() |
|
| 别名 | 鹰嘴豆素A | 5,7-二羟基-4'-甲氧基异黄酮 |
|---|---|
| 英文别名 | 5,7-Dihydrox -4'-methoxyisoflavone | B4098 | IDI1_001027 | KBio1_001027 | NCGC00017369-01 | Opera_ID_621 | Tox21_302901 | NCGC00022428-04 | NSC 123538 | Q-100552 | Spectrum3_001098 | KBio2_000675 | SPBio_000173 | Tox21_202097 | KBioSS_000675 | NCGC0001736 |
| 规格或纯度 | Moligand™, ≥98% |
| 英文名称 | Biochanin A |
| 生化机理 | 异黄酮和植物雌激素。在体外可防止L-谷氨酸诱导的细胞毒性和细胞凋亡。抑制iNOS在体外的表达。脂肪酸酰胺水解酶抑制剂(IC 50 = 1.8μM)。 |
| 运输条件 | 常规运输 |
| 备注 | 如果有可能,您尽量在使用的当天配置溶液,并在当天使用完它。但是,如果您需要预先配制储备溶液,我们建议您将溶液等份保存在-20°C的密封小瓶中。通常,它们最多可以使用一个月。在使用前和打开样品瓶之前,我们建议您让您的产品在室温下平衡至少1小时。需要更多关于溶解度,用法和处理的建议吗?请访问我们的常见问题(FAQ)页面以获取更多详细信息。 |
| 产品介绍 |
植物来源有豆科植物鹰嘴豆(Cicer arietinum L.)种子的胚芽部分,红车轴草(Trifolium pretense L.)全草等。 鹰嘴豆芽素A(Biochanin A)是一种异黄酮类植物雌激素,发现于红三叶草(红三叶)中,是ER -β选择性雌激素受体激动剂,可能具有预防乳腺癌的化学预防功效。鹰嘴豆芽素A也是芳香烃受体(AhR)的配体。它可以减少阻力,通过对钾和/或钙离子通道的影响微提高循环功能。具有雌激素样作用,能抑制胆固醇的升高,还具有抗真菌和抗肿瘤作用。对人体内的激素水平具有双向调节作用。还有抗癌解痉降血脂作用。 Biochanin A, an isoflavone, is a natural plant phytoestrogen which has been reported to be an antiproliferative and anti-inflammatory agent. Studies show that this compound inhibits iNOS expression and lipopolysacharide (LPS)-induced nitric oxide production in macrophages. Additionally, Biochanin A displays the ability to block phosphorylation of IκBα and p38 MAPK, which prevents NF-κB activation. Furthermore, Biochanin A has been observed to suppress IL-6, IL-1β, and TNF-α production. |
| 纯度 | ≥98% |
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) | 异黄酮类化合物 |
| 亚类(Subclass) | O-甲基化异黄酮 |
| 中间层级节点(Intermediate Tree Nodes) | 4'-O-甲基化异黄酮 |
| 直接上位类(Direct Parent) | 4'-O-甲基异黄酮 |
| 其他上位类(Alternative Parents) | 异黄酮 羟基异黄酮 色酮 苯氧基化合物 甲氧基苯 茴香醚 吡喃酮及其衍生物 烷基芳基醚 1-羟基-4-未取代苯类化合物 1-羟基-2-未取代苯类化合物 乙烯基酸 杂芳族化合物 氧环化合物 有机氧化物 碳氢化合物衍生物 |
| 分子骨架(Molecular Framework) | Aromatic heteropolycyclic compounds |
| 取代基(Substituents) | 4p-o-methylisoflavone - Isoflavone - Hydroxyisoflavonoid - Chromone - Benzopyran - 1-benzopyran - Anisole - Phenoxy compound - Phenol ether - Methoxybenzene - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Pyranone - Alkyl aryl ether - Monocyclic benzene moiety - Benzenoid - Pyran - Vinylogous acid - Heteroaromatic compound - Ether - Organoheterocyclic compound - Oxacycle - Organooxygen compound - Organic oxygen compound - Hydrocarbon derivative - Organic oxide - Aromatic heteropolycyclic compound |
| 描述(Description) | 该化合物属于有机化合物中的4'-O-甲基异黄酮类。这类化合物是在异黄酮主链C4'位引入甲氧基的异黄酮衍生物。 |
| 外部描述符(External Descriptors) | Isoflavonoids |
| 作用机制 | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | 参考文献 |
|---|
| PubChem SID | 504763297 |
|---|---|
| EC号 | 207-744-7 |
| 分子类型 | 小分子 |
| IIUPAC Name | 5,7-dihydroxy-3-(4-methoxyphenyl)chromen-4-one |
| INCHI | 1S/C16H12O5/c1-20-11-4-2-9(3-5-11)12-8-21-14-7-10(17)6-13(18)15(14)16(12)19/h2-8,17-18H,1H3 |
| InChi Key | WUADCCWRTIWANL-UHFFFAOYSA-N |
| Smiles | COC1=CC=C(C=C1)C2=COC3=CC(=CC(=C3C2=O)O)O |
| Isomeric SMILES | COC1=CC=C(C=C1)C2=COC3=CC(=CC(=C3C2=O)O)O |
| 分子量 | 284.26 |
| Beilstein号 | 278107 |
| Reaxy-Rn | 278107 |
| Reaxys-RN link address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=278107&ln= |
| 溶解性 | Soluble in water (<1 mg/ml at 25°C), chloroform, methanol, DMSO (57 mg/ml at 25°C), and ethanol (9 mg/ml at 25°C). |
|---|---|
| 密度 | 1.42 |
| 熔点 | 212-216°C |
| 分子量 | 284.260 g/mol |
| XLogP3 | 3.000 |
| 氢键供体数Hydrogen Bond Donor Count | 2 |
| 氢键受体数Hydrogen Bond Acceptor Count | 5 |
| 可旋转键计数Rotatable Bond Count | 2 |
| 精确质量Exact Mass | 284.068 Da |
| 单同位素质量Monoisotopic Mass | 284.068 Da |
| 拓扑极表面积Topological Polar Surface Area | 76.000 Ų |
| 重原子数Heavy Atom Count | 21 |
| 形式电荷Formal Charge | 0 |
| 复杂度Complexity | 424.000 |
| 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 |
| WGK Germany | 3 |
|---|---|
| 个人防护装备 | Eyeshields,Gloves,type N95 (US),type P1 (EN143) respirator filter |
| 1. Li Xigong, Fu Jing, Guan Ming, Shi Haifei, Pan Wenming, Lou Xianfeng. (2023) Biochanin A attenuates spinal cord injury in rats during early stages by inhibiting oxidative stress and inflammasome activation. Neural Regeneration Research, 19 (9): (2050). [PMID:38227535] [10.4103/1673-5374.390953] |
| 2. Yufeng Chen, Guobin Xia, Chunfeng Wang, Huawei Wu, Xiaogang Xu, Genxiang Mao, Jiong Wu, Zhenlei Zhao. (2023) Impact of dietary plant flavonoids on 7,8-dihydroxyflavone transepithelial transport in human intestinal Caco-2 cells. Food Science & Nutrition, [PMID:37970375] [10.1002/fsn3.3581] |
| 3. Lei He, Qian Hu, Liyang Wei, Xuliyang Ge, Ning Yu, Ying Chen. (2023) Unravelling dynamic changes in non-volatile and volatile metabolites of pulses during soaking: An integrated metabolomics approach. FOOD CHEMISTRY, 422 (136231). [PMID:37141754] [10.1016/j.foodchem.2023.136231] |
| 4. Zili Guo, Yilin Liu, Jiani Xiang, Xianrui Liang. (2023) Mechanochemical preparation of red clover extract/β-cyclodextrin dispersion: Enhanced water solubility and activities in alleviating high-fat diet-induced lipid accumulation and gut microbiota dysbiosis in mice. FOOD CHEMISTRY, 420 (136084). [PMID:37060670] [10.1016/j.foodchem.2023.136084] |
| 5. Wenjie Yu, Fengjie Sun, Ruixin Xu, Meng Cui, Yongquan Liu, Quanyuan Xie, Limin Guo, Chenxian Kong, Xin Li, Xiali Guo, Liping Luo. (2023) Chemical composition and anti-inflammatory activities of Castanopsis honey. Food & Function, 14 (1): (250-261). [PMID:36484340] [10.1039/D2FO02233H] |
| 6. 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] |
| 7. Junying Xu, Xuejing Yang, Jiadong Pan, Honghong Fan, Jie Mei, Dong Hua. (2022) Biochanin A Suppresses Tumor Progression and PD-L1 Expression via Inhibiting ZEB1 Expression in Colorectal Cancer. Journal of Oncology, 2022 (3224373). [PMID:35242187] [10.1155/2022/3224373] |
| 8. Liuying Zhu, Wenting Li, Zeyuan Deng, Hongyan Li, Bing Zhang. (2020) The Composition and Antioxidant Activity of Bound Phenolics in Three Legumes, and Their Metabolism and Bioaccessibility of Gastrointestinal Tract. Foods, 9 (12): (1816). [PMID:33297502] [10.3390/foods9121816] |
| 9. Hongjin Tang, Lin Huang, Dongsheng Zhao, Chunyong Sun, Ping Song. (2020) Interaction mechanism of flavonoids on bovine serum albumin: Insights from molecular property-binding affinity relationship. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 239 (118519). [PMID:32480277] [10.1016/j.saa.2020.118519] |
| 10. Jie Zhao, Lin Huang, Chunyong Sun, Dongsheng Zhao, Hongjin Tang. (2020) Studies on the structure-activity relationship and interaction mechanism of flavonoids and xanthine oxidase through enzyme kinetics, spectroscopy methods and molecular simulations. FOOD CHEMISTRY, 323 (126807). [PMID:32330646] [10.1016/j.foodchem.2020.126807] |
| 11. Xiafen Xu, Xinhui Li, Xianrui Liang. (2018) Application of ultra-performance liquid chromatography coupled with quadrupole time-of-flight mass spectrometry in identification of three isoflavone glycosides and their corresponding metabolites. RAPID COMMUNICATIONS IN MASS SPECTROMETRY, 32 (3): (262-268). [PMID:29222826] [10.1002/rcm.8038] |
| 12. Shuzhen Yang, Jie Zhou, Dongmei Li, Chunyu Shang, Litao Peng, Siyi Pan. (2017) The structure-antifungal activity relationship of 5,7-dihydroxyflavonoids against Penicillium italicum. FOOD CHEMISTRY, 224 (26). [PMID:28159264] [10.1016/j.foodchem.2016.12.001] |
| 13. Mengying He, Ting Wu, Siyi Pan, Xiaoyun Xu. (2014) Antimicrobial mechanism of flavonoids against Escherichia coli ATCC 25922 by model membrane study. APPLIED SURFACE SCIENCE, 305 (515). [10.1016/j.apsusc.2014.03.125] |
| 14. Hui Cao, Xiaohui Jing, Donghui Wu, Yujun Shi. (2013) Methylation of genistein and kaempferol improves their affinities for proteins. INTERNATIONAL JOURNAL OF FOOD SCIENCES AND NUTRITION, [PMID:23311465] [10.3109/09637486.2012.759186] |
| 15. Yu-Qing Li, Xin-Ming Yu, Xue-Mei Shang, Jing-Yi Lin, Rui-Zhi Tan, Jian-Chun Li, Hong-Wei Su, Hong-Ping Shen, Hong-Lian Wang, Li Wang. (2024) Biochanin A Suppresses Klf6-mediated Smad3 Transcription to Attenuate Renal Fibrosis in UUO mice. PHYTOMEDICINE, (156067). [PMID:39326137] [10.1016/j.phymed.2024.156067] |