Scoparone (BioDeep_00000398492)

Main id: BioDeep_00000000140

 

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


6,7-dimethoxycoumarin

化学式: C11H10O4 (206.0579)
中文名称: 滨蒿内酯
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: COc(c1)c(OC)cc(O2)c(C=CC(=O)2)1
InChI: InChI=1S/C11H10O4/c1-13-9-5-7-3-4-11(12)15-8(7)6-10(9)14-2/h3-6H,1-2H3

描述信息

Annotation level-1
D005765 - Gastrointestinal Agents > D002756 - Cholagogues and Choleretics
D002317 - Cardiovascular Agents > D000959 - Antihypertensive Agents
D002317 - Cardiovascular Agents > D000889 - Anti-Arrhythmia Agents
D002317 - Cardiovascular Agents > D014665 - Vasodilator Agents
Scoparone is isolated from Artemisia capillaris Thunb., has anticoagulant, vasorelaxant antioxidant, anti-inflammatory activities[1].
Scoparone is isolated from Artemisia capillaris Thunb., has anticoagulant, vasorelaxant antioxidant, anti-inflammatory activities[1].

同义名列表

5 个代谢物同义名

Scoparone; 6,7-dimethoxycoumarin; Dimethylesculetin; Scoparone; Scoparone



数据库引用编号

24 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(1)

PlantCyc(1)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

485 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有:

  • PubMed: 来源于PubMed文献库中的文献信息,我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表,这个列表按照代谢物同时出现的文献数量降序排序,取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘,得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序,取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中,存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称,可以跳转到相关代谢物的信息页面。

亚细胞结构定位 关联基因列表
Cytoplasm 12 BCL2, CASP3, CYP1A1, MAPK14, MYD88, NFKBIA, NLRP3, NR1I3, PIK3CA, PTGS2, STAT3, TLR4
Peripheral membrane protein 2 CYP1A1, PTGS2
Endosome membrane 2 MYD88, TLR4
Endoplasmic reticulum membrane 4 BCL2, CYP1A1, CYP1A2, PTGS2
Nucleus 8 BCL2, CASP3, MAPK14, MYD88, NFKBIA, NLRP3, NR1I3, STAT3
cytosol 10 BCL2, CASP3, GPT, MAPK14, MYD88, NFKBIA, NLRP3, NR1I3, PIK3CA, STAT3
nucleoplasm 5 CASP3, MAPK14, NFKBIA, NR1I3, STAT3
RNA polymerase II transcription regulator complex 1 STAT3
Cell membrane 2 TLR4, TNF
lamellipodium 1 PIK3CA
Golgi apparatus membrane 1 NLRP3
cell surface 3 MYD88, TLR4, TNF
glutamatergic synapse 2 CASP3, MAPK14
Golgi membrane 2 INS, NLRP3
mitochondrial inner membrane 1 CYP1A1
neuronal cell body 2 CASP3, TNF
Cytoplasm, cytosol 1 NLRP3
plasma membrane 8 IFNLR1, IGHE, MYD88, NFKBIA, PIK3CA, STAT3, TLR4, TNF
Membrane 4 BCL2, IFNLR1, NLRP3, TLR4
caveola 1 PTGS2
extracellular exosome 1 GPT
endoplasmic reticulum 3 BCL2, NLRP3, PTGS2
extracellular space 5 CCL2, IGHE, IL6, INS, TNF
perinuclear region of cytoplasm 2 PIK3CA, TLR4
intercalated disc 1 PIK3CA
mitochondrion 4 BCL2, CYP1A1, MAPK14, NLRP3
protein-containing complex 3 BCL2, MYD88, PTGS2
intracellular membrane-bounded organelle 2 CYP1A1, CYP1A2
Microsome membrane 3 CYP1A1, CYP1A2, PTGS2
postsynaptic density 1 CASP3
Single-pass type I membrane protein 3 IFNLR1, IGHE, TLR4
Secreted 4 CCL2, IL6, INS, NLRP3
extracellular region 7 CCL2, IGHE, IL6, INS, MAPK14, NLRP3, TNF
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 1 BCL2
transcription regulator complex 1 STAT3
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 1 BCL2
external side of plasma membrane 2 TLR4, TNF
Early endosome 1 TLR4
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Mitochondrion inner membrane 1 CYP1A1
Membrane raft 1 TNF
pore complex 1 BCL2
Cytoplasm, cytoskeleton 1 NR1I3
nuclear speck 1 MAPK14
Cytoplasm, cytoskeleton, microtubule organizing center 1 NLRP3
Inflammasome 1 NLRP3
interphase microtubule organizing center 1 NLRP3
NLRP3 inflammasome complex 1 NLRP3
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
Cell projection, ruffle 1 TLR4
ruffle 1 TLR4
receptor complex 1 TLR4
neuron projection 1 PTGS2
chromatin 2 NR1I3, STAT3
IgE immunoglobulin complex 1 IGHE
phagocytic cup 2 TLR4, TNF
cytoskeleton 1 NR1I3
spindle pole 1 MAPK14
[Isoform 2]: Cell membrane 1 IGHE
Endomembrane system 1 NLRP3
endosome lumen 1 INS
microtubule organizing center 1 NLRP3
myelin sheath 1 BCL2
lipopolysaccharide receptor complex 1 TLR4
ficolin-1-rich granule lumen 1 MAPK14
secretory granule lumen 2 INS, MAPK14
Golgi lumen 1 INS
endoplasmic reticulum lumen 3 IL6, INS, PTGS2
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
transport vesicle 1 INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
extrinsic component of cytoplasmic side of plasma membrane 1 MYD88
death-inducing signaling complex 1 CASP3
extrinsic component of plasma membrane 1 MYD88
[Isoform 3]: Cell membrane 1 IGHE
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
[Isoform 1]: Secreted 1 IGHE
IgE B cell receptor complex 1 IGHE
immunoglobulin complex, circulating 1 IGHE
interleukin-6 receptor complex 1 IL6
BAD-BCL-2 complex 1 BCL2
I-kappaB/NF-kappaB complex 1 NFKBIA
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA
interleukin-28 receptor complex 1 IFNLR1
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Tianyi Zhao, Shiyi Lun, Maoying Yan, JongPil Park, Shumin Wang, Changbao Chen. 6,7-Dimethoxycoumarin, Gardenoside and Rhein combination improves non-alcoholic fatty liver disease in rats. Journal of ethnopharmacology. 2024 Mar; 322(?):117646. doi: 10.1016/j.jep.2023.117646. [PMID: 38135236]
  • Jinxiang Luo, Huijun Xie, Wei Ding, Yongqiang Zhang. Photodegradation of the pure and formulated scoparone in liquid solutions: kinetics and mechanism. Environmental technology. 2024 Jan; 45(1):87-98. doi: 10.1080/09593330.2022.2099312. [PMID: 35796037]
  • Sha Huang, Luping Lin, Yifei Ma, Qing Zhu, Ningna Weng. Scoparone induces autophagic cell death via the PAK1/AKT axis in colorectal cancer. European journal of pharmacology. 2023 Oct; 959(?):176091. doi: 10.1016/j.ejphar.2023.176091. [PMID: 37805132]
  • Miaoqing Ye, Chunyan Liu, Jiaojiao Liu, Fenping Lu, Jingdong Xue, Fenping Li, Yinghui Tang. Scoparone inhibits the development of hepatocellular carcinoma by modulating the p38 MAPK/Akt/NF-κB signaling in nonalcoholic fatty liver disease mice. Environmental toxicology. 2023 Jul; ?(?):. doi: 10.1002/tox.23851. [PMID: 37436232]
  • Hongping Shen, Yiting Wei, Qunying Yang, Yili Cai, Keqi Zhu, Xueqin Chen. Scoparone induces both apoptosis and ferroptosis via multiple mechanisms in non-small-cell lung cancer cells. Toxicology in vitro : an international journal published in association with BIBRA. 2023 Jun; 91(?):105627. doi: 10.1016/j.tiv.2023.105627. [PMID: 37315743]
  • Juan Zou, Yuanyuan Li, Jingyi Cai, Xiaotian Peng, Lincong Zhang, Tian Tian, Tianming Wang, Rong Shi, Jiasheng Wu, Yueming Ma. Identification of Yinchenwuling fang's active components and hepatoprotective effects against cholestatic liver damage induced by alpha-naphthyl isothiocyanate in mice. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2023 Jan; 1215(?):123570. doi: 10.1016/j.jchromb.2022.123570. [PMID: 36542898]
  • Min Wei, Ting Li, Houkang Cao, Haiyan He, Chaoyue Yang, Yifan Yin, Huijie Lu, Petr Novák, Kefeng Zhang, Ya Gao. The effects of scoparone on alcohol and high-fat diet-induced liver injury revealed by RNA sequencing. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2022 Nov; 155(?):113770. doi: 10.1016/j.biopha.2022.113770. [PMID: 36182737]
  • Kyung-Ran Park, Bomi Kim, Joon Yeop Lee, Ho-Jin Moon, Il Keun Kwon, Hyung-Mun Yun. Effects of Scoparone on differentiation, adhesion, migration, autophagy and mineralization through the osteogenic signalling pathways. Journal of cellular and molecular medicine. 2022 08; 26(16):4520-4529. doi: 10.1111/jcmm.17476. [PMID: 35796406]
  • Hong Zhou, Fenglin Wan, Fuyou Guo, Jinlin Liu, Wei Ding. High value-added application of a renewable bioresource as acaricide: Investigation the mechanism of action of scoparone against Tetranychus cinnabarinus. Journal of advanced research. 2022 05; 38(?):29-39. doi: 10.1016/j.jare.2021.08.013. [PMID: 35572395]
  • Joanna Kowalczyk, Barbara Budzyńska, Łukasz Kurach, Daniele Pellegata, Nesrine S El Sayed, Jürg Gertsch, Krystyna Skalicka-Woźniak. Neuropsychopharmacological profiling of scoparone in mice. Scientific reports. 2022 01; 12(1):822. doi: 10.1038/s41598-021-04741-3. [PMID: 35039558]
  • Xiaoyan Huang, Ya Gao, Houkang Cao, Jun Li, Siyi Mo, Ting Li, Jianzhao Wu, Kai Guo, Riming Wei, Kefeng Zhang. Effects of scoparone on non-alcoholic fatty liver disease revealed by RNA sequencing. Frontiers in endocrinology. 2022; 13(?):1004284. doi: 10.3389/fendo.2022.1004284. [PMID: 36157436]
  • Hong Zhou, Jinlin Liu, Fenglin Wan, Fuyou Guo, Yeshuang Ning, Sisi Liu, Wei Ding. Insight into the mechanism of action of scoparone inhibiting egg development of Tetranychus cinnabarinus Boisduval. Comparative biochemistry and physiology. Toxicology & pharmacology : CBP. 2021 Aug; 246(?):109055. doi: 10.1016/j.cbpc.2021.109055. [PMID: 33894369]
  • Linmao Lyu, Jiazheng Chen, Wei Wang, Tao Yan, Jiamao Lin, Hongmei Gao, Hui Li, Ruijuan Lv, Feng Xu, Lijun Fang, Yuguo Chen. Scoparone alleviates Ang II-induced pathological myocardial hypertrophy in mice by inhibiting oxidative stress. Journal of cellular and molecular medicine. 2021 03; 25(6):3136-3148. doi: 10.1111/jcmm.16304. [PMID: 33560596]
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  • Monterrosas-Brisson Nayeli, Herrera-Ruiz Maribel, Jiménez-Ferrer Enrique, Bahena-Pérez Rafael, Avilés-Flores Margarita, Fuentes-Mata Macrina, Martínez-Duncker Ivan, González-Cortazar Manasés. Anti-inflammatory activity of coumarins isolated from Tagetes lucida Cav. Natural product research. 2020 Nov; 34(22):3244-3248. doi: 10.1080/14786419.2018.1553172. [PMID: 30618303]
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  • Beibei Liu, Xiaoling Deng, Qianqian Jiang, Guixin Li, Junli Zhang, Ning Zhang, Shengliang Xin, Keshu Xu. Scoparone improves hepatic inflammation and autophagy in mice with nonalcoholic steatohepatitis by regulating the ROS/P38/Nrf2 axis and PI3K/AKT/mTOR pathway in macrophages. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2020 May; 125(?):109895. doi: 10.1016/j.biopha.2020.109895. [PMID: 32000066]
  • Yijun Yao, Feiran Xu, Xingrong Ju, Zhifang Li, Lifeng Wang. Lipid-Lowering Effects and Intestinal Transport of Polyphenol Extract from Digested Buckwheat in Caco-2/HepG2 Coculture Models. Journal of agricultural and food chemistry. 2020 Apr; 68(14):4205-4214. doi: 10.1021/acs.jafc.0c00321. [PMID: 32141744]
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  • Seung Hyo Jung, Gyoung Beom Lee, Yunkyoung Ryu, Long Cui, Hwan Myung Lee, Junghwan Kim, Bokyung Kim, Kyung Jong Won. Inhibitory effects of scoparone from chestnut inner shell on platelet-derived growth factor-BB-induced vascular smooth muscle cell migration and vascular neointima hyperplasia. Journal of the science of food and agriculture. 2019 Jul; 99(9):4397-4406. doi: 10.1002/jsfa.9674. [PMID: 30861122]
  • Risto O Juvonen, Filip Novák, Eleni Emmanouilidou, Seppo Auriola, Juri Timonen, Aki T Heikkinen, Jenni Küblbeck, Moshe Finel, Hannu Raunio. Metabolism of Scoparone in Experimental Animals and Humans. Planta medica. 2019 Apr; 85(6):453-464. doi: 10.1055/a-0835-2301. [PMID: 30736072]
  • Chang Liu, Shuang Li, Qingkai Zhang, Fangyue Guo, Mengying Tong, Maria Francesca Ysabelle M Martinez, Heather H Wang, Yutong Zhao, Dong Shang. Emerging Role of Chinese Herbal Medicines in the Treatment of Pancreatic Fibrosis. The American journal of Chinese medicine. 2019; 47(4):709-726. doi: 10.1142/s0192415x1950037x. [PMID: 31091974]
  • Tun-Pin Hsueh, Tung-Hu Tsai. Preclinical Pharmacokinetics of Scoparone, Geniposide and Rhein in an Herbal Medicine Using a Validated LC-MS/MS Method. Molecules (Basel, Switzerland). 2018 Oct; 23(10):. doi: 10.3390/molecules23102716. [PMID: 30360359]
  • Anam Fayyaz, Seddy Makwinja, Seppo Auriola, Hannu Raunio, Risto O Juvonen. Comparison of In Vitro Hepatic Scoparone 7-O-Demethylation between Humans and Experimental Animals. Planta medica. 2018 Mar; 84(5):320-328. doi: 10.1055/s-0043-119886. [PMID: 28950382]
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  • Tasmia Tahsin, Jean Duplex Wansi, Afaf Al-Groshi, Andrew Evans, Lutfun Nahar, Claire Martin, Satyajit Dey Sarker. Cytotoxic Properties of the Stem Bark of Citrus reticulata Blanco (Rutaceae). Phytotherapy research : PTR. 2017 Aug; 31(8):1215-1219. doi: 10.1002/ptr.5842. [PMID: 28568378]
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  • Jian-Yuan Li, Hong-Yan Cao, Lin Sun, Run-Fei Sun, Chao Wu, Yan-Qin Bian, Shu Dong, Ping Liu, Ming-Yu Sun. Therapeutic mechanism of Yīn-Chén-Hāo decoction in hepatic diseases. World journal of gastroenterology. 2017 Feb; 23(7):1125-1138. doi: 10.3748/wjg.v23.i7.1125. [PMID: 28275293]
  • Sang-Hyun Lee, Jung-Yun Lee, Young-In Kwon, Hae-Dong Jang. Anti-Osteoclastic Activity of Artemisia capillaris Thunb. Extract Depends upon Attenuation of Osteoclast Differentiation and Bone Resorption-Associated Acidification Due to Chlorogenic Acid, Hyperoside, and Scoparone. International journal of molecular sciences. 2017 Feb; 18(2):. doi: 10.3390/ijms18020322. [PMID: 28165389]
  • Duk-Yeon Cho, Hyun Myung Ko, Joonsoo Kim, Byung-Wook Kim, Yo-Sep Yun, Jeong-In Park, Palanivel Ganesan, Jin-Tae Lee, Dong-Kug Choi. Scoparone Inhibits LPS-Simulated Inflammatory Response by Suppressing IRF3 and ERK in BV-2 Microglial Cells. Molecules (Basel, Switzerland). 2016 Dec; 21(12):. doi: 10.3390/molecules21121718. [PMID: 27983636]
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  • Heng Fang, Aihua Zhang, Jingbo Yu, Liang Wang, Chang Liu, Xiaohang Zhou, Hui Sun, Qi Song, Xijun Wang. Insight into the metabolic mechanism of scoparone on biomarkers for inhibiting Yanghuang syndrome. Scientific reports. 2016 11; 6(?):37519. doi: 10.1038/srep37519. [PMID: 27869223]
  • Kiranmayee Rao, Bhuvaneswari Chodisetti, Suryakala Gandi, Archana Giri, P B Kavi Kishor. Regeneration-Based Quantification of Coumarins (Scopoletin and Scoparone) in Abutilon indicum In Vitro Cultures. Applied biochemistry and biotechnology. 2016 Oct; 180(4):766-779. doi: 10.1007/s12010-016-2131-7. [PMID: 27188970]
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  • Aihua Zhang, Hui Sun, Xijun Wang. Urinary metabolic profiling of rat models revealed protective function of scoparone against alcohol induced hepatotoxicity. Scientific reports. 2014 Oct; 4(?):6768. doi: 10.1038/srep06768. [PMID: 25341677]
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  • Jung-Woo Kang, Dong-Wook Kim, Jae Sue Choi, Yeong Shik Kim, Sun-Mee Lee. Scoparone attenuates D-galactosamine/lipopolysaccharide-induced fulminant hepatic failure through inhibition of toll-like receptor 4 signaling in mice. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2013 Jul; 57(?):132-9. doi: 10.1016/j.fct.2013.03.016. [PMID: 23535186]
  • Aihua Zhang, Hui Sun, Gelin Wu, Wenjun Sun, Ye Yuan, Xijun Wang. Proteomics analysis of hepatoprotective effects for scoparone using MALDI-TOF/TOF mass spectrometry with bioinformatics. Omics : a journal of integrative biology. 2013 Apr; 17(4):224-9. doi: 10.1089/omi.2012.0064. [PMID: 23514563]
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