Coumestan (BioDeep_00000177690)
human metabolite blood metabolite
代谢物信息卡片
8,17-dioxatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-1(10),2,4,6,11,13,15-heptaen-9-one
化学式: C15H8O3 (236.0473418)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C1=CC=C2C(=C1)C3=C(O2)C4=CC=CC=C4OC3=O
InChI: InChI=1S/C15H8O3/c16-15-13-9-5-1-3-7-11(9)17-14(13)10-6-2-4-8-12(10)18-15/h1-8H
数据库引用编号
6 个数据库交叉引用编号
- ChEBI: CHEBI:72578
- PubChem: 638309
- HMDB: HMDB0250498
- Wikipedia: Coumestan
- chemspider: 553855
- CAS: 479-12-9
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
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)
1 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。
文献列表
- Yanbei Tu, Lihua Tan, Tao Lu, Kai Wang, Haiyong Wang, Bing Han, Yuxin Zhao, Hanbin Chen, Yanfang Li, Haixia Chen, Meiwan Chen, Chengwei He. Glytabastan B, a coumestan isolated from Glycine tabacina, alleviated synovial inflammation, osteoclastogenesis and collagen-induced arthritis through inhibiting MAPK and PI3K/AKT pathways.
Biochemical pharmacology.
2022 03; 197(?):114912. doi:
10.1016/j.bcp.2022.114912. [PMID: 35032460] - Yang Li, Hao Chen, Jian Liu, Xiao-Lei Luo, Chao-Jiang Xiao, Bei Jiang. A new prenylated coumestan from the roots of Campylotropis hirtella.
Journal of Asian natural products research.
2021 Aug; 23(8):789-795. doi:
10.1080/10286020.2020.1779706. [PMID: 32614662] - Yanbei Tu, Ying Yang, Yanfang Li, Chengwei He. Naturally occurring coumestans from plants, their biological activities and therapeutic effects on human diseases.
Pharmacological research.
2021 07; 169(?):105615. doi:
10.1016/j.phrs.2021.105615. [PMID: 33872808] - Yanbei Tu, Kai Wang, Lihua Tan, Bing Han, Yuanjia Hu, Hang Ding, Chengwei He. Dolichosin A, a coumestan isolated from Glycine tabacina, inhibits IL-1β-induced inflammation in SW982 human synovial cells and suppresses RANKL-induced osteoclastogenesis: From network pharmacology to experimental pharmacology.
Journal of ethnopharmacology.
2020 Aug; 258(?):112855. doi:
10.1016/j.jep.2020.112855. [PMID: 32376366] - Amelia K Wesselink, Elizabeth E Hatch, Ellen M Mikkelsen, Ellen Trolle, Sydney K Willis, Susan E McCann, Liisa Valsta, Annamari Lundqvist, Katherine L Tucker, Kenneth J Rothman, Lauren A Wise. Dietary phytoestrogen intakes of adult women are not strongly related to fecundability in 2 preconception cohort studies.
The Journal of nutrition.
2020 05; 150(5):1240-1251. doi:
10.1093/jn/nxz335. [PMID: 31943053] - Natalja P Nørskov, Ian Givens, Stig Purup, Sokratis Stergiadis. Concentrations of phytoestrogens in conventional, organic and free-range retail milk in England.
Food chemistry.
2019 Oct; 295(?):1-9. doi:
10.1016/j.foodchem.2019.05.081. [PMID: 31174736] - Ming Cheng, Liqin Ding, Hongfeng Kan, Hongmin Zhang, Benke Jiang, Yingjie Sun, Shijie Cao, Wei Li, Kazuo Koike, Feng Qiu. Isolation, structural elucidation and in vitro hepatoprotective activity of flavonoids from Glycyrrhiza uralensis.
Journal of natural medicines.
2019 Sep; 73(4):847-854. doi:
10.1007/s11418-019-01329-0. [PMID: 31218551] - Wei Zhang, Shichun Lun, Ling-Ling Liu, Shiqi Xiao, Guanfu Duan, Hendra Gunosewoyo, Fan Yang, Jie Tang, William R Bishai, Li-Fang Yu. Identification of Novel Coumestan Derivatives as Polyketide Synthase 13 Inhibitors against Mycobacterium tuberculosis. Part II.
Journal of medicinal chemistry.
2019 04; 62(7):3575-3589. doi:
10.1021/acs.jmedchem.9b00010. [PMID: 30875203] - Meng-Yuan Jiang, Ming Luo, Kai Tian, Yan-Hong Li, Jing-Xian Sun, Ya Lu, Xiao-Yun Pu, Xiang-Zhong Huang. α-Glucosidase Inhibitory and Anti-Inflammatory Coumestans from the Roots of Dolichos trilobus.
Planta medica.
2019 Jan; 85(2):112-117. doi:
10.1055/a-0746-8622. [PMID: 30278472] - Wei Zhang, Shichun Lun, Shu-Huan Wang, Xing-Wu Jiang, Fan Yang, Jie Tang, Abigail L Manson, Ashlee M Earl, Hendra Gunosewoyo, William R Bishai, Li-Fang Yu. Identification of Novel Coumestan Derivatives as Polyketide Synthase 13 Inhibitors against Mycobacterium tuberculosis.
Journal of medicinal chemistry.
2018 02; 61(3):791-803. doi:
10.1021/acs.jmedchem.7b01319. [PMID: 29328655] - Ill-Min Chung, Govindasamy Rajakumar, Ji-Hee Lee, Seung-Hyun Kim, Muthu Thiruvengadam. Ethnopharmacological uses, phytochemistry, biological activities, and biotechnological applications of Eclipta prostrata.
Applied microbiology and biotechnology.
2017 Jul; 101(13):5247-5257. doi:
10.1007/s00253-017-8363-9. [PMID: 28623383] - J M Landete, J Arqués, M Medina, P Gaya, B de Las Rivas, R Muñoz. Bioactivation of Phytoestrogens: Intestinal Bacteria and Health.
Critical reviews in food science and nutrition.
2016 Aug; 56(11):1826-43. doi:
10.1080/10408398.2013.789823. [PMID: 25848676] - Liang Li, Xue-juan Huang, Jian-long Peng, Ming-yue Zheng, Da-fang Zhong, Chao-feng Zhang, Xiao-yan Chen. Wedelolactone metabolism in rats through regioselective glucuronidation catalyzed by uridine diphosphate-glucuronosyltransferases 1As (UGT1As).
Phytomedicine : international journal of phytotherapy and phytopharmacology.
2016 Apr; 23(4):340-9. doi:
10.1016/j.phymed.2016.01.007. [PMID: 27002404] - Pei-le Wang, Zhi-hong Yao, Feng-xiang Zhang, Xiu-yu Shen, Yi Dai, Ling Qin, Xin-sheng Yao. Identification of metabolites of PSORALEAE FRUCTUS in rats by ultra performance liquid chromatography coupled with quadrupole time-of-flight tandem mass spectrometry analysis.
Journal of pharmaceutical and biomedical analysis.
2015 Aug; 112(?):23-35. doi:
10.1016/j.jpba.2015.03.026. [PMID: 25951619] - Sarah Bedell, Margaret Nachtigall, Frederick Naftolin. The pros and cons of plant estrogens for menopause.
The Journal of steroid biochemistry and molecular biology.
2014 Jan; 139(?):225-36. doi:
10.1016/j.jsbmb.2012.12.004. [PMID: 23270754] - Tereza Nehybová, Jan Šmarda, Petr Beneš. Plant coumestans: recent advances and future perspectives in cancer therapy.
Anti-cancer agents in medicinal chemistry.
2014; 14(10):1351-62. doi:
10.2174/1871520614666140713172949. [PMID: 25019627] - Zhimin Chen, Xiaoxiao Sun, Shensi Shen, Haohao Zhang, Xiuquan Ma, Jingli Liu, Shan Kuang, Qiang Yu. Wedelolactone, a naturally occurring coumestan, enhances interferon-γ signaling through inhibiting STAT1 protein dephosphorylation.
The Journal of biological chemistry.
2013 May; 288(20):14417-14427. doi:
10.1074/jbc.m112.442970. [PMID: 23580655] - K P Mansoorali, T Prakash, D Kotresha, K Prabhu, N Rama Rao. Cerebroprotective effect of Eclipta alba against global model of cerebral ischemia induced oxidative stress in rats.
Phytomedicine : international journal of phytotherapy and phytopharmacology.
2012 Sep; 19(12):1108-16. doi:
10.1016/j.phymed.2012.07.004. [PMID: 22951390] - De-Wu Zhang, Yan Yang, Fang Yao, Qun-Ying Yu, Sheng-Jun Dai. Solalyratins A and B, new anti-inflammatory metabolites from Solanum lyratum.
Journal of natural medicines.
2012 Apr; 66(2):362-6. doi:
10.1007/s11418-011-0581-3. [PMID: 21898133] - Wei-Wei Tao, Jin-Ao Duan, Nian-Yun Yang, Yu-Ping Tang, Meng-Zhu Liu, Ye-Fei Qian. Antithrombotic phenolic compounds from Glycyrrhiza uralensis.
Fitoterapia.
2012 Mar; 83(2):422-5. doi:
10.1016/j.fitote.2011.12.010. [PMID: 22197642] - M G Michels, L C T Bertolini, A F Esteves, P Moreira, S C Franca. Anticoccidial effects of coumestans from Eclipta alba for sustainable control of Eimeria tenella parasitosis in poultry production.
Veterinary parasitology.
2011 Apr; 177(1-2):55-60. doi:
10.1016/j.vetpar.2010.11.022. [PMID: 21177038] - Eun Myoung Shin, Sanghee Kim, Irmgard Merfort, Yeong Shik Kim. Glycyrol induces apoptosis in human Jurkat T cell lymphocytes via the Fas-FasL/caspase-8 pathway.
Planta medica.
2011 Feb; 77(3):242-7. doi:
10.1055/s-0030-1250260. [PMID: 20717871] - Nidhi Pandey, Yamini B Tripathi. Antioxidant activity of tuberosin isolated from Pueraria tuberose Linn.
Journal of inflammation (London, England).
2010 Sep; 7(?):47. doi:
10.1186/1476-9255-7-47. [PMID: 20836891] - Phi-Hung Nguyen, Thi-Ngoc-Anh Nguyen, Trong-Tuan Dao, Hu-Won Kang, Derek-Tantoh Ndinteh, Joseph-Tanyi Mbafor, Won-Keun Oh. AMP-activated protein kinase (AMPK) activation by benzofurans and coumestans isolated from Erythrina abyssinica.
Journal of natural products.
2010 Apr; 73(4):598-602. doi:
10.1021/np900745g. [PMID: 20337486] - Paulo A Melo, Diogo A Pinheiro, Hilmar Dias Ricardo, Fabrício F A Fernandes, Marcelo A Tomaz, Camila Z El-Kik, Marcelo A Strauch, Tatiane F da Fonseca, Daniel N Sifuentes, Sabrina Calil-Elias, Camilla D Buarque, Flávia V Brito, Paulo R R Costa, Alcides J M Da Silva. Ability of a synthetic coumestan to antagonize Bothrops snake venom activities.
Toxicon : official journal of the International Society on Toxinology.
2010 Feb; 55(2-3):488-96. doi:
10.1016/j.toxicon.2009.09.021. [PMID: 19883675] - Young Bae Ryu, Jang Hoon Kim, Su-Jin Park, Jong Sun Chang, Mun-Chual Rho, Ki-Hwan Bae, Ki Hun Park, Woo Song Lee. Inhibition of neuraminidase activity by polyphenol compounds isolated from the roots of Glycyrrhiza uralensis.
Bioorganic & medicinal chemistry letters.
2010 Feb; 20(3):971-4. doi:
10.1016/j.bmcl.2009.12.106. [PMID: 20064716] - P S Khushboo, V M Jadhav, V J Kadam, N S Sathe. Psoralea corylifolia Linn.-'Kushtanashini'.
Pharmacognosy reviews.
2010 Jan; 4(7):69-76. doi:
10.4103/0973-7847.65331. [PMID: 22228944] - Kazie Nchancho, Jacques Kouam, Pierre Tane, Victor Kuete, Jean Watchueng, Zacharias T Fomum. Coumestan glycosides from the stem bark of Cylicodiscus gabunensis.
Natural product communications.
2009 Jul; 4(7):931-4. doi:
". [PMID: 19731596] - A Kokotkiewicz, M Luczkiewicz. Honeybush (Cyclopia sp.) - a rich source of compounds with high antimutagenic properties.
Fitoterapia.
2009 Jan; 80(1):3-11. doi:
10.1016/j.fitote.2008.11.001. [PMID: 19032980] - Seru Ganapaty, Guttula Veera Kantha Srilakshmi, Steve Thomas Pannakal, Hafizur Rahman, Hartmut Laatsch, Reto Brun. Cytotoxic benzil and coumestan derivatives from Tephrosia calophylla.
Phytochemistry.
2009 Jan; 70(1):95-9. doi:
10.1016/j.phytochem.2008.10.009. [PMID: 19062050] - Elisa S C Pôças, Natália A Touza, Paulo H C Pimenta, Fernanda B Leitão, Chaquip D Neto, Alcides J M da Silva, Paulo R R Costa, François Noël. Insights into the mechanism of Na+,K+-ATPase inhibition by 2-methoxy-3,8,9-trihydroxy coumestan.
Bioorganic & medicinal chemistry.
2008 Oct; 16(19):8801-5. doi:
10.1016/j.bmc.2008.09.007. [PMID: 18805699] - Yan Chen, Xiaoyi Wei, Haihui Xie, Hongzhu Deng. Antioxidant 2-phenylbenzofurans and a coumestan from Lespedeza virgata.
Journal of natural products.
2008 Jun; 71(6):929-32. doi:
10.1021/np800016e. [PMID: 18484774] - Jeong-Hee Jang, Ji-Young Yoon, Sung-Hee Cho. Intake of dietary phytoestrogen and indices of antioxidant and bone metabolism of pre- and post-menopausal Korean women.
Nutrition research and practice.
2007; 1(4):305-12. doi:
10.4162/nrp.2007.1.4.305. [PMID: 20368955] - Elisa S C Pôças, Daniele V S Lopes, Alcides J M da Silva, Paulo H C Pimenta, Fernanda B Leitão, Chaquip D Netto, Camilla D Buarque, Flávia V Brito, Paulo R R Costa, François Noël. Structure-activity relationship of wedelolactone analogues: structural requirements for inhibition of Na+, K+ -ATPase and binding to the central benzodiazepine receptor.
Bioorganic & medicinal chemistry.
2006 Dec; 14(23):7962-6. doi:
10.1016/j.bmc.2006.07.053. [PMID: 16945543] - Petra Brozic, Tina Smuc, Stanislav Gobec, Tea Lanisnik Rizner. Phytoestrogens as inhibitors of the human progesterone metabolizing enzyme AKR1C1.
Molecular and cellular endocrinology.
2006 Oct; 259(1-2):30-42. doi:
10.1016/j.mce.2006.08.001. [PMID: 16962702] - Wei Wang, Yu-Ying Zhao, Hong Liang, Qi Jia, Hu-Biao Chen. Coumestans from Hedysarum multijugum.
Journal of natural products.
2006 Jun; 69(6):876-80. doi:
10.1021/np050233+. [PMID: 16792403] - Ryota Ise, Dalho Han, Yusuke Takahashi, Shunichi Terasaka, Akio Inoue, Masao Tanji, Ryoiti Kiyama. Expression profiling of the estrogen responsive genes in response to phytoestrogens using a customized DNA microarray.
FEBS letters.
2005 Mar; 579(7):1732-40. doi:
10.1016/j.febslet.2005.02.033. [PMID: 15757668] - Filippo Cottiglia, Laura Casu, Leonardo Bonsignore, Mariano Casu, Costantino Floris, Marco Leonti, Jürg Gertsch, Jörg Heilmann. New cytotoxic prenylated isoflavonoids from Bituminaria morisiana.
Planta medica.
2005 Mar; 71(3):254-60. doi:
10.1055/s-2005-837841. [PMID: 15770547] - Rosario Cerundolo, Michael H Court, Qin Hao, Kathryn E Michel. Identification and concentration of soy phytoestrogens in commercial dog foods.
American journal of veterinary research.
2004 May; 65(5):592-6. doi:
10.2460/ajvr.2004.65.592. [PMID: 15141878] - Prem P Yadav, Ghufran Ahmad, Rakesh Maurya. Furanoflavonoids from Pongamia pinnata fruits.
Phytochemistry.
2004 Feb; 65(4):439-43. doi:
10.1016/j.phytochem.2003.09.011. [PMID: 14759538] - Jane L Limer, Valerie Speirs. Phyto-oestrogens and breast cancer chemoprevention.
Breast cancer research : BCR.
2004; 6(3):119-27. doi:
10.1186/bcr781. [PMID: 15084232] - Pennaka Hari Kishore, Mopuru Vijaya Bhaskar Reddy, Duvvuru Gunasekar, Madugula Marthanda Murthy, Cristelle Caux, Bernard Bodo. A new coumestan from Tephrosia calophylla.
Chemical & pharmaceutical bulletin.
2003 Feb; 51(2):194-6. doi:
10.1248/cpb.51.194. [PMID: 12576655] - W Li, Y Asada, K Koike, M Hirotani, H Rui, T Yoshikawa, T Nikaido. Flavonoids from Glycyrrhiza pallidiflora hairy root cultures.
Phytochemistry.
2001 Oct; 58(4):595-8. doi:
10.1016/s0031-9422(01)00268-0. [PMID: 11576605] - W Mar, K H Je, E K Seo. Cytotoxic constituents of Psoralea corylifolia.
Archives of pharmacal research.
2001 Jun; 24(3):211-3. doi:
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