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) |
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货号 (SKU) | 包装规格 | 是否现货 | 价格 | 数量 |
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A109807-50mg |
50mg |
期货 ![]() |
| |
A109807-250mg |
250mg |
现货 ![]() |
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A109807-1g |
1g |
期货 ![]() |
|
英文别名 | 2(3H)-Furanone, 4-((3,4-dimethoxyphenyl)methyl)dihydro-3-((4-hydroxy-3-methoxyphenyl)methyl)-, (3R-trans)- | SCHEMBL381820 | (3R,4R)-4-[(3,4-dimethoxyphenyl)methyl]-3-[(3-methoxy-4-oxidanyl-phenyl)methyl]oxolan-2-one | (3R,4R)-4-[(3,4-dimethoxyphenyl)meth |
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规格或纯度 | ≥98%(HPLC) |
英文名称 | (-)-Arctigenin |
生化机理 | 抗氧化剂,消炎药,抗增殖药和抗病毒药。通过抑制IκBα磷酸化和p65核易位(IC50 = 10 nM)来抑制LPS诱导的iNOS表达。在体外抑制HIV-1复制。还有效抑制MKK1(MEK1)(IC50 = 0.5 nM),并通过与海藻酸酯受体结合提供神经保护作用。 |
储存温度 | -20°C储存 |
运输条件 | 超低温冰袋运输 |
产品介绍 |
Arctigenin is a lignan found in the root of Arctium lappa L. It has been used in pharmacologic, as well as cosmetic, research and has demonstrated several antiviral and anticancer effects. Arctigenin is a lignan found in the root of Arctium lappa L. It has been used in pharmacologic, as well as cosmetic, research and has demonstrated several antiviral and anticancer effects. |
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作用机制 | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | 参考文献 |
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PubChem SID | 488183650 |
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分子类型 | 小分子 |
IUPAC Name | (3R,4R)-4-[(3,4-dimethoxyphenyl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one |
INCHI | InChI=1S/C21H24O6/c1-24-18-7-5-13(11-20(18)26-3)8-15-12-27-21(23)16(15)9-14-4-6-17(22)19(10-14)25-2/h4-7,10-11,15-16,22H,8-9,12H2,1-3H3/t15-,16+/m0/s1 |
InChi Key | NQWVSMVXKMHKTF-JKSUJKDBSA-N |
Canonical SMILES | COC1=C(C=C(C=C1)CC2COC(=O)C2CC3=CC(=C(C=C3)O)OC)OC |
Isomeric SMILES | COC1=C(C=C(C=C1)C[C@H]2COC(=O)[C@@H]2CC3=CC(=C(C=C3)O)OC)OC |
WGK Germany | 3 |
PubChem CID | 64981 |
分子量 | 372.41 |
溶解性 | 溶于ethanol, 最高浓度 (mg/mL): 9.31, 最高浓度(mM): 25 温和加热;溶于DMSO, 最高浓度 (mg/mL): 37.24, 最高浓度(mM): 100 |
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密度 | 1.227 |
比旋光度 | -42° (C=1,MeOH) |
熔点 | 100 °C |
分子量 | 372.400 g/mol |
XLogP3 | 3.600 |
氢键供体数Hydrogen Bond Donor Count | 1 |
氢键受体数Hydrogen Bond Acceptor Count | 6 |
可旋转键计数Rotatable Bond Count | 7 |
精确质量Exact Mass | 372.157 Da |
单同位素质量Monoisotopic Mass | 372.157 Da |
拓扑极表面积Topological Polar Surface Area | 74.200 Ų |
重原子数Heavy Atom Count | 27 |
形式电荷Formal Charge | 0 |
复杂度Complexity | 483.000 |
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 | 2 |
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 |
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Purity(HPLC) | 98-100(%) |
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Infrared spectrum | Conforms to Structure |
Appearance(A109807) | White to off-white powder |
Proton NMR spectrum | Conforms to Structure |
1. Yang Hu, Huan Wang, Lei Liu, Jia-yun Yao, Jiong Chen. (2022) Evaluation on the antiviral effect of natural product arctigenin against Micropterus salmoides rhabdovirus (MSRV) in vitro and in vivo. AQUACULTURE, 560 (738495). [10.1016/j.aquaculture.2022.738495] |
2. Jingyi Zhao, Ying Chen, Lijun Dong, Xin Li, Ruijie Dong, Dongmei Zhou, Chengzhi Wang, Xiangdong Guo, Jieyou Zhang, Zhenyi Xue, Qing Xi, Lijuan Zhang, Guangze Yang, Yan Li, Rongxin Zhang. (2020) Arctigenin protects mice from thioglycollate-induced acute peritonitis. Pharmacology Research & Perspectives, 8 (5): (e00660). [PMID:32960513] [10.1002/prp2.660] |
3. Yu-Feng Shen, Yi-Hang Liu, Bo-Yang Li, Tian-Qiang Liu, Gao-Xue Wang. (2020) Evaluation on antiviral activity of a novel arctigenin derivative against multiple rhabdoviruses in aquaculture. VIRUS RESEARCH, 285 (198019). [PMID:32417180] [10.1016/j.virusres.2020.198019] |
4. Wenjing Wang, Lu Wang, Lina Zou, Gaiping Li, Baoxian Ye. (2016) Electrochemical behavior of arctigenin at a novel voltammetric sensor based on Iodide/SWCNTs composite film modified electrode and its sensitive determination. JOURNAL OF ELECTROANALYTICAL CHEMISTRY, 772 (17). [10.1016/j.jelechem.2016.04.002] |
1. Joshua Fischer,Aaron J Reynolds,Lisa A Sharp,Michael S Sherburn. (2004-04-23) Radical carboxyarylation approach to lignans. Total synthesis of (-)-arctigenin, (-)-matairesinol, and related natural products.. Organic letters, 6 ((9)): (1345-1348). [PMID:15101738] |
2. Shiming Liu,Kaoshan Chen,Willibald Schliemann,Dieter Strack. (2005-05-11) Isolation and identification of arctiin and arctigenin in leaves of burdock (Arctium lappa L.) by polyamide column chromatography in combination with HPLC-ESI/MS.. Phytochemical analysis : PCA, 16 ((2)): (86-89). [PMID:15881114] |
3. Suresh Awale,Jie Lu,Surya K Kalauni,Yukiko Kurashima,Yasuhiro Tezuka,Shigetoshi Kadota,Hiroyasu Esumi. (2006-02-03) Identification of arctigenin as an antitumor agent having the ability to eliminate the tolerance of cancer cells to nutrient starvation.. Cancer research, 66 ((3)): (1751-1757). [PMID:16452235] |
4. Chul Young Kim,Mi-Jeong Ahn,Jinwoong Kim. (2006-04-12) A preparative isolation and purification of arctigenin and matairesinol from Forsythia koreana by centrifugal partition chromatography.. Journal of separation science, 29 ((5)): (656-659). [PMID:16605084] |
5. Keiichi Ishihara,Nobuyuki Yamagishi,Youhei Saito,Midori Takasaki,Takao Konoshima,Takumi Hatayama. (2006-07-05) Arctigenin from Fructus Arctii is a novel suppressor of heat shock response in mammalian cells.. Cell stress & chaperones, 11 ((2)): (154-161). [PMID:16817321] |
6. Wenjuan Lü,Yonglei Chen,Yuxia Zhang,Xiuping Ding,Hongli Chen,Mancang Liu. (2007-11-09) Microemulsion electrokinetic chromatography for the separation of arctiin and arctigenin in Fructus Arctii and its herbal preparations.. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 860 ((1)): (127-133). [PMID:17988959] |
7. Hyo Sook Kang,Ji Yun Lee,Chang Jong Kim. (2008-01-09) Anti-inflammatory activity of arctigenin from Forsythiae Fructus.. Journal of ethnopharmacology, 116 ((2)): (305-312). [PMID:18180122] |
8. Vivek Swarup,Joydeep Ghosh,Manoj Kumar Mishra,Anirban Basu. (2008-01-31) Novel strategy for treatment of Japanese encephalitis using arctigenin, a plant lignan.. The Journal of antimicrobial chemotherapy, 61 ((3)): (679-688). [PMID:18230688] |
9. Feng Zhao,Lu Wang,Ke Liu. (2009-05-12) In vitro anti-inflammatory effects of arctigenin, a lignan from Arctium lappa L., through inhibition on iNOS pathway.. Journal of ethnopharmacology, 122 ((3)): (457-462). [PMID:19429312] |
10. Kyoko Hayashi,Kazuto Narutaki,Yasuo Nagaoka,Toshimitsu Hayashi,Shinichi Uesato. (2010-07-08) Therapeutic effect of arctiin and arctigenin in immunocompetent and immunocompromised mice infected with influenza A virus.. Biological & pharmaceutical bulletin, 33 ((7)): (1199-1205). [PMID:20606313] |
11. Ji Yun Lee,Chang Jong Kim. (2010-07-08) Arctigenin, a phenylpropanoid dibenzylbutyrolactone lignan, inhibits type I-IV allergic inflammation and pro-inflammatory enzymes.. Archives of pharmacal research, 33 ((6)): (947-957). [PMID:20607501] |
12. He Liu,Yupu Zhang,Yantao Sun,Xue Wang,Yujuan Zhai,Ye Sun,Shuo Sun,Aimin Yu,Hanqi Zhang,Yinghua Wang. (2010-09-03) Determination of the major constituents in fruit of Arctium lappa L. by matrix solid-phase dispersion extraction coupled with HPLC separation and fluorescence detection.. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 878 ((28)): (2707-2711). [PMID:20810325] |
13. Xianjuan Kou,Shimei Qi,Wuxing Dai,Lan Luo,Zhimin Yin. (2011-03-24) Arctigenin inhibits lipopolysaccharide-induced iNOS expression in RAW264.7 cells through suppressing JAK-STAT signal pathway.. International immunopharmacology, 11 ((8)): (1095-1102). [PMID:21426947] |
14. Xiangyang Yao,Fenfen Zhu,Zhihui Zhao,Chang Liu,Lan Luo,Zhimin Yin. (2011-05-25) Arctigenin enhances chemosensitivity of cancer cells to cisplatin through inhibition of the STAT3 signaling pathway.. Journal of cellular biochemistry, 112 ((10)): (2837-2849). [PMID:21608020] |
15. Jin Boo Jeong,Se Chul Hong,Hyung Jin Jeong,Jin Suk Koo. (2011-05-31) Arctigenin induces cell cycle arrest by blocking the phosphorylation of Rb via the modulation of cell cycle regulatory proteins in human gastric cancer cells.. International immunopharmacology, 11 ((10)): (1573-1577). [PMID:21621647] |
16. Chen Gui-Rong,Cai Li-Ping,Dou De-Qiang,Kang Ting-Guo,Li Hong-Fu,Li Fu-Rui,Jiang Ning. (2011-08-27) Synthesis of (-)-arctigenin derivatives and their anticancer activity.. Natural product research, 26 ((2)): (177-181). [PMID:21867457] |
17. C Miele,F Beguinot. (2012-02-24) New expectations from the well-known medicinal properties of Arctium lappa.. Diabetologia, 55 ((5)): (1244-1246). [PMID:22358500] |
18. A-Ram Kim,Hyuk Soon Kim,Jeong Min Lee,Jung Ho Choi,Se Na Kim,Do Kyun Kim,Ji Hyung Kim,Se Hwan Mun,Jie Wan Kim,Hyun Soo Jeon,Young Mi Kim,Wahn Soo Choi. (2012-03-06) Arctigenin suppresses receptor activator of nuclear factor κB ligand (RANKL)-mediated osteoclast differentiation in bone marrow-derived macrophages.. European journal of pharmacology, 682 ((1-3)): (29-36). [PMID:22387094] |
19. Daquan Chen,Kaoxiang Sun,Hongjie Mu,Mingtan Tang,Rongcai Liang,Aiping Wang,Shasha Zhou,Haijun Sun,Feng Zhao,Jianwen Yao,Wanhui Liu. (2012-06-09) pH and temperature dual-sensitive liposome gel based on novel cleavable mPEG-Hz-CHEMS polymeric vaginal delivery system.. International journal of nanomedicine, 7 (2621-2630). [PMID:22679372] |
20. Yuan Gu,Chunting Qi,Xiaoxiao Sun,Xiuquan Ma,Haohao Zhang,Lihong Hu,Junying Yuan,Qiang Yu. (2012-06-13) Arctigenin preferentially induces tumor cell death under glucose deprivation by inhibiting cellular energy metabolism.. Biochemical pharmacology, 84 ((4)): (468-476). [PMID:22687625] |
21. Yuan Gu,Xiao-xiao Sun,Ji-ming Ye,Li He,Shou-sheng Yan,Hao-hao Zhang,Li-hong Hu,Jun-ying Yuan,Qiang Yu. (2012-06-19) Arctigenin alleviates ER stress via activating AMPK.. Acta pharmacologica Sinica, 33 ((7)): (941-952). [PMID:22705729] |
22. Li-Ying Zhang,Yi-Shun Yang,Tong Zhang,Yue Ding,Zhen-Zhen Cai,Jian-Sheng Tao. (2012-08-11) [Research on the preparative method of Arctigenin].. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials, 35 ((3)): (467-470). [PMID:22876688] |
23. Tao Fan,Wei Long Jiang,Jian Zhu,Yu Feng Zhang. (2012-09-14) Arctigenin protects focal cerebral ischemia-reperfusion rats through inhibiting neuroinflammation.. Biological & pharmaceutical bulletin, 35 ((11)): (2004-2009). [PMID:22972486] |
24. Kevin Lai,Douglas W Selinger,Jonathan M Solomon,Hua Wu,Esther Schmitt,Fabrizio C Serluca,Daniel Curtis,John D Benson. (2012-11-10) Integrated compound profiling screens identify the mitochondrial electron transport chain as the molecular target of the natural products manassantin, sesquicillin, and arctigenin.. ACS chemical biology, 8 ((1)): (257-267). [PMID:23138533] |
25. Jong-Sik Jin,Jong-Hyun Lee,Masao Hattori. (2013-01-18) Ligand binding affinities of arctigenin and its demethylated metabolites to estrogen receptor alpha.. Molecules (Basel, Switzerland), 18 ((1)): (1122-1127). [PMID:23325100] |
26. Supriya R Hyam,In-Ah Lee,Wan Gu,Kyung-Ah Kim,Jin-Ju Jeong,Se-Eun Jang,Myung Joo Han,Dong-Hyun Kim. (2013-02-05) Arctigenin ameliorates inflammation in vitro and in vivo by inhibiting the PI3K/AKT pathway and polarizing M1 macrophages to M2-like macrophages.. European journal of pharmacology, 708 ((1-3)): (21-29). [PMID:23375938] |
27. Wei Wang,Qiang Pan,Xue-Ying Han,Jing Wang,Ri-Qiu Tan,Fan He,De-Qiang Dou,Ting-Guo Kang. (2013-02-06) Simultaneous determination of arctiin and its metabolites in rat urine and feces by HPLC.. Fitoterapia, 86 (6-12). [PMID:23380537] |
28. Xue-Ying Han,Wei Wang,Ri-Qiu Tan,De-Qiang Dou. (2013-05-15) [Determination of plasma protein binding rate of arctiin and arctigenin with ultrafiltration].. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 38 ((3)): (432-434). [PMID:23668024] |
29. Yuan Gu,Claudia Scheuer,Dilu Feng,Michael D Menger,Matthias W Laschke. (2013-06-08) Inhibition of angiogenesis: a novel antitumor mechanism of the herbal compound arctigenin.. Anti-cancer drugs, 24 ((8)): (781-791). [PMID:23744558] |
30. Alexios S Strimpakos,Muhammad Wasif Saif. (2013-07-13) Update on phase I studies in advanced pancreatic adenocarcinoma. Hunting in darkness?. JOP : Journal of the pancreas, 14 ((4)): (354-358). [PMID:23846926] |
31. Hongbo Li,Chunli Yang,Min Lan,Xingen Liao,Zhiming Tang. (2019-12-29) Arctigenin promotes bone formation involving PI3K/Akt/PPARγ signaling pathway.. Chemical biology & drug design, 95 ((4)): (451-459). [PMID:31883507] |
32. Min Kyung Cho,Young Pyo Jang,Young Choong Kim,Sang Geon Kim. (2004-08-18) Arctigenin, a phenylpropanoid dibenzylbutyrolactone lignan, inhibits MAP kinases and AP-1 activation via potent MKK inhibition: the role in TNF-alpha inhibition.. International immunopharmacology, 4 ((10-11)): (1419-1429). [PMID:15313439] |
33. Jong-Sik Jin,Yu-Feng Zhao,Norio Nakamura,Teruaki Akao,Nobuko Kakiuchi,Masao Hattori. (2007-05-03) Isolation and characterization of a human intestinal bacterium, Eubacterium sp. ARC-2, capable of demethylating arctigenin, in the essential metabolic process to enterolactone.. Biological & pharmaceutical bulletin, 30 ((5)): (904-911). [PMID:17473433] |
34. Takeshi Toyoda,Tetsuya Tsukamoto,Tsutomu Mizoshita,Sansei Nishibe,Takeshi Deyama,Yoshiharu Takenaka,Naoki Hirano,Harunari Tanaka,Shinji Takasu,Hisayo Ban,Toshiko Kumagai,Ken-Ichi Inada,Hirotoshi Utsunomiya,Masae Tatematsu. (2007-09-27) Inhibitory effect of nordihydroguaiaretic acid, a plant lignan, on Helicobacter pylori-associated gastric carcinogenesis in Mongolian gerbils.. Cancer science, 98 ((11)): (1689-1695). [PMID:17894552] |
35. Giovanni Dinelli,Ilaria Marotti,Sara Bosi,Stefano Benedettelli,Lisetta Ghiselli,Sonia Cortacero-Ramírez,Alegría Carrasco-Pancorbo,Antonio Segura-Carretero,Alberto Fernández-Gutiérrez. (2007-10-20) Lignan profile in seeds of modern and old Italian soft wheat (Triticum aestivum L.) cultivars as revealed by CE-MS analyses.. Electrophoresis, 28 ((22)): (4212-4219). [PMID:17948259] |
36. Ju-Young Kim,Ji-Hwan Hwang,Mi-Ran Cha,Mi-Young Yoon,Eun-Soon Son,Akihiro Tomida,Bosung Ko,Si-Whan Song,Kazuo Shin-ya,Yong-il Hwang,Hae-Ryong Park. (2010-03-17) Arctigenin blocks the unfolded protein response and shows therapeutic antitumor activity.. Journal of cellular physiology, 224 ((1)): (33-40). [PMID:20232300] |
37. Kyungsu Kang,Hee Ju Lee,Ji-Hye Yoo,Eun Hye Jho,Chul Young Kim,Minkyun Kim,Chu Won Nho. (2011-06-15) Cell and nuclear enlargement of SW480 cells induced by a plant lignan, arctigenin: evaluation of cellular DNA content using fluorescence microscopy and flow cytometry.. DNA and cell biology, 30 ((8)): (623-629). [PMID:21663531] |
38. Xuan Tang,Jingjing Zhuang,Jing Chen,Liang Yu,Lihong Hu,Hualiang Jiang,Xu Shen. (2011-09-03) Arctigenin efficiently enhanced sedentary mice treadmill endurance.. PloS one, 6 ((8)): (e24224-e24224). [PMID:21887385] |
39. S-L Huang,R-T Yu,J Gong,Y Feng,Y-L Dai,F Hu,Y-H Hu,Y-D Tao,Y Leng. (2011-11-19) Arctigenin, a natural compound, activates AMP-activated protein kinase via inhibition of mitochondria complex I and ameliorates metabolic disorders in ob/ob mice.. Diabetologia, 55 ((5)): (1469-1481). [PMID:22095235] |
40. Fan He,De-Qiang Dou,Qiang Hou,Yu Sun,Ting-Guo Kang. (2012-03-13) Pharmacokinetic study of arctigenin in rat plasma and organ tissue by RP-HPLC method.. Natural product research, 27 ((10)): (903-906). [PMID:22404522] |
41. Xiangyang Yao,Guilan Li,Chaotian Lü,Hui Xu,Zhimin Yin. (2012-07-10) Arctigenin promotes degradation of inducible nitric oxide synthase through CHIP-associated proteasome pathway and suppresses its enzyme activity.. International immunopharmacology, 14 ((2)): (138-144). [PMID:22770942] |
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