Tectoridin (BioDeep_00000230285)

 

Secondary id: BioDeep_00000008141

PANOMIX_OTCML-2023 Volatile Flavor Compounds natural product


代谢物信息卡片


5-Hydroxy-3-(4-hydroxyphenyl)-6-methoxy-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one

化学式: C22H22O11 (462.11620619999997)
中文名称: 射干苷
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 3.85%

分子结构信息

SMILES: c1(c(c(c2c(c1)occ(c2=O)c1ccc(cc1)O)O)OC)O[C@H]1[C@H]([C@H]([C@@H]([C@@H](O1)CO)O)O)O
InChI: InChI=1S/C22H22O11/c1-30-21-13(32-22-20(29)19(28)17(26)14(7-23)33-22)6-12-15(18(21)27)16(25)11(8-31-12)9-2-4-10(24)5-3-9/h2-6,8,14,17,19-20,22-24,26-29H,7H2,1H3/t14-,17+,19-,20-,22+/m0/s1

描述信息

Tectoridin is a glycosyloxyisoflavone that is tectorigenin substituted by a beta-D-glucopyranosyl residue at position 7 via a glycosidic linkage. It has a role as a plant metabolite. It is a hydroxyisoflavone, a methoxyisoflavone, a monosaccharide derivative and a 7-hydroxyisoflavones 7-O-beta-D-glucoside. It is functionally related to a tectorigenin.
Tectoridin is a natural product found in Iris milesii, Iris tectorum, and other organisms with data available.
A glycosyloxyisoflavone that is tectorigenin substituted by a beta-D-glucopyranosyl residue at position 7 via a glycosidic linkage.
A polyphenol metabolite detected in biological fluids [PhenolExplorer]
Tectoridin is a isoflavone isolated from Maackia amurensis. Tectoridin is a phytoestrogen and activates estrogen and thyroid hormone receptors. Tectoridin exerts the estrogenic effects via ER-dependent genomic pathway and GPR30-dependent nongenomic pathway[1][2].
Tectoridin is a isoflavone isolated from Maackia amurensis. Tectoridin is a phytoestrogen and activates estrogen and thyroid hormone receptors. Tectoridin exerts the estrogenic effects via ER-dependent genomic pathway and GPR30-dependent nongenomic pathway[1][2].

同义名列表

21 个代谢物同义名

5-Hydroxy-3-(4-hydroxyphenyl)-6-methoxy-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one; 5-hydroxy-3-(4-hydroxyphenyl)-6-methoxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromen-4-one; 5-hydroxy-3-(4-hydroxyphenyl)-6-methoxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one; 4H-1-Benzopyran-4-one, 7-(.beta.-D-glucopyranosyloxy)-5-hydroxy-3-(4-hydroxyphenyl)-6-methoxy-; 4H-1-Benzopyran-4-one, 7-(beta-D-glucopyranosyloxy)-5-hydroxy-3-(4-hydroxyphenyl)-6-methoxy-; 7-(beta-D-Glucopyranosyloxy)-5-hydroxy-3-(4-hydroxyphenyl)-6-methoxy-4H-1-benzopyran-4-one; 5-hydroxy-3-(4-hydroxyphenyl)-6-methoxy-4-oxo-4H-1-benzopyran-7-yl beta-D-glucopyranoside; 4,5-Dihydro-6-methoxy-7-(o-glucoside)isoflavone; 4-18-00-03312 (Beilstein Handbook Reference); TECTORIGENIN 7-O-.BETA.-D-GLUCOPYRANOSIDE; Tectorigenin 7-O-beta-D-glucopyranoside; CNOURESJATUGPN-UDEBZQQRSA-N; Tectorigenin 7-O-glucoside; tectorigenin 7-glucoside; TECTORIGENIN-7-GLUCOSIDE; Tectoridin (7CI,8CI); TECTORIDIN [MI]; Tectoridin; Shekkanin; Shekanin; Tectoridin



数据库引用编号

19 个数据库交叉引用编号

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)

81 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

  • Meng Wang, Fei Zhao, Zhishu Li, Xin Li, Lixia Dong. Tectoridin and PLK1 inhibitor synergistically promote the apoptosis of lung adenocarcinoma cells: Bioinformatic analysis of TCGA and TCMSP. Naunyn-Schmiedeberg's archives of pharmacology. 2023 Apr; ?(?):. doi: 10.1007/s00210-023-02460-2. [PMID: 37014402]
  • Tingting Dong, Xiaoye Fan, Nan Zheng, Kun Yan, Tianhua Hou, Liping Peng, Xinxin Ci. Activation of Nrf2 signaling pathway by Tectoridin protects against ferroptosis in particulate matter-induced lung injury. British journal of pharmacology. 2023 Apr; ?(?):. doi: 10.1111/bph.16085. [PMID: 37005797]
  • Jia Huang, Jing Li, Jingyang Yue, Zilu Huang, Libing Zhang, Wei Yao, Rui Guan, Jianlian Wu, Jincai Liang, Lixin Duan, Aijia Ji. Functional Characterization of a Novel Glycosyltransferase (UGT73CD1) from Iris tectorum Maxim. for the Substrate promiscuity. Molecular biotechnology. 2021 Nov; 63(11):1030-1039. doi: 10.1007/s12033-021-00364-1. [PMID: 34196922]
  • Shumin Jiang, Xueli Wu, Yi Wang, Jingtao Zou, Xiaoping Zhao. The potential DPP-4 inhibitors from Xiao-Ke-An improve the glucolipid metabolism via the activation of AKT/GSK-3β pathway. European journal of pharmacology. 2020 Sep; 882(?):173272. doi: 10.1016/j.ejphar.2020.173272. [PMID: 32535096]
  • Yuanzhi Li, Qing Wang, Jiawei He, Jin Yan, Hui Li. Fluorescence spectroscopy and docking study in two flavonoids, isolated tectoridin and its aglycone tectorigenin, interacting with human serum albumin: a comparison study. Luminescence : the journal of biological and chemical luminescence. 2016 Feb; 31(1):38-46. doi: 10.1002/bio.2918. [PMID: 25920391]
  • Wenhua Qiao, Lu Wang, Huichao Li, Gaiping Li, Jianjun Li, Baoxian Ye. Electrochemical behavior of tectoridin and its sensitive determination based on L-arginine modified electrode. Talanta. 2015 Nov; 144(?):726-33. doi: 10.1016/j.talanta.2015.07.033. [PMID: 26452883]
  • Min Yang, Xiaolin Yang, Jinmeng An, Wei Xiao, Zhenzhong Wang, Wenzhe Huang, Zhonglin Yang, Fei Li. Comparative pharmacokinetic profiles of tectorigenin in rat plasma by UPLC-MS/MS after oral administration of Iris tectorum Maxim extract and pure tectoridin. Journal of pharmaceutical and biomedical analysis. 2015 Oct; 114(?):34-41. doi: 10.1016/j.jpba.2015.05.005. [PMID: 26004225]
  • Jialin Qu, Zhizhen Wu, Jie Gao, Hao Wen, Tao Wang, Dan Yuan. Excretion of tectoridin metabolites in rat urine and bile orally administrated at different dosages and their inhibitory activity against aldose reductase. Fitoterapia. 2014 Dec; 99(?):99-108. doi: 10.1016/j.fitote.2014.09.009. [PMID: 25256063]
  • Myeongkuk Shim, Ji-Yeong Bae, Young Joo Lee, Mi-Jeong Ahn. Tectoridin from Maackia amurensis modulates both estrogen and thyroid receptors. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2014 Apr; 21(5):602-6. doi: 10.1016/j.phymed.2013.10.022. [PMID: 24252334]
  • Darya V Tarbeeva, Sergey A Fedoreyev, Marina V Veselova, Anatoliy I Kalinovskiy, Ludmila D Seletskaya, Tamara I Mazurok, Victor P Bulgakov. Polyphenolic compounds from callus cultures of Iris pseudacorus. Natural product communications. 2013 Oct; 8(10):1419-20. doi: . [PMID: 24354190]
  • Qi Wang, Xiao-Lan Cheng, Huan Li, Xiao-Ying Qin, Chi-Yu Ge, Rui Liu, Lian-Wen Qi, Min-Jian Qin. Application of an efficient strategy for discovery and purification of bioactive compounds from Chinese herbal medicines, a case study on the Puerariae thomsonii Flos. Journal of pharmaceutical and biomedical analysis. 2013 Mar; 75(?):25-32. doi: 10.1016/j.jpba.2012.11.009. [PMID: 23312381]
  • Jialin Qu, Jie Gao, Jiahong Sun, Lin Zhang, Toshiaki Makino, Dan Yuan. Pharmacokinetics of conjugated metabolites in rat plasma after oral administration of tectoridin. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2012 Aug; 902(?):61-9. doi: 10.1016/j.jchromb.2012.06.017. [PMID: 22771104]
  • Ting Han, Gang Cheng, Ying Liu, Hong Yang, Yu-Tao Hu, Wen Huang. In vitro evaluation of tectoridin, tectorigenin and tectorigenin sodium sulfonate on antioxidant properties. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2012 Feb; 50(2):409-14. doi: 10.1016/j.fct.2011.10.066. [PMID: 22079309]
  • Cheng-Feng Luo, Mu Yuan, Min-Sheng Chen, Shi-Ming Liu, Bi-Yun Huang, Xia-Wen Liu, Liu Zhu. Determination of puerarin in rat plasma by rapid resolution liquid chromatography tandem mass spectrometry in positive ionization mode. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2011 Jun; 879(19):1497-501. doi: 10.1016/j.jchromb.2011.03.035. [PMID: 21511546]
  • Kyoung-Sook Kim, Yeon-Joo Kwak, Kyung-Mi Kim, Hai Yang Yu, Byoung-Won Kang, Eunsook Chung, Young-Choon Lee, Jung-In Kim, Jai-Heon Lee. Purification and structure determination of gelatinase and collagenase inhibitors from Viola patrinii fermentation extracts. Immunopharmacology and immunotoxicology. 2010 Dec; 32(4):614-6. doi: 10.3109/08923971003645631. [PMID: 20196628]
  • Yu Xiong, Yuqing Yang, Jin Yang, Hongyan Chai, Ying Li, Jing Yang, Ziming Jia, Zhengrong Wang. Tectoridin, an isoflavone glycoside from the flower of Pueraria lobata, prevents acute ethanol-induced liver steatosis in mice. Toxicology. 2010 Sep; 276(1):64-72. doi: 10.1016/j.tox.2010.07.007. [PMID: 20637825]
  • Hong Zhang, Fan Yang, Jin Qi, Xiao-Chen Song, Zheng-Fang Hu, Dan-Ni Zhu, Bo-Yang Yu. Homoisoflavonoids from the fibrous roots of Polygonatum odoratum with glucose uptake-stimulatory activity in 3T3-L1 adipocytes. Journal of natural products. 2010 Apr; 73(4):548-52. doi: 10.1021/np900588q. [PMID: 20158245]
  • Cheng-Feng Luo, Mu Yuan, Min-Sheng Chen, Shi-Ming Liu, Hong Ji. Metabolites of puerarin identified by liquid chromatography tandem mass spectrometry: similar metabolic profiles in liver and intestine of rats. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2010 Feb; 878(3-4):363-70. doi: 10.1016/j.jchromb.2009.12.002. [PMID: 20006564]
  • Qing-hao Qiu, Zhi-guo Zhang, Jian-hua Wang, Tai-sheng Lv. [Studies on the isoflavonoids of Iris tectorum]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2009 Sep; 32(9):1392-4. doi: . [PMID: 20034214]
  • Ryota Tsuchihashi, Mitsuru Kodera, Seiichi Sakamoto, Yoshijiro Nakajima, Takashi Yamazaki, Yujiro Niiho, Toshihiro Nohara, Junei Kinjo. Microbial transformation and bioactivation of isoflavones from Pueraria flowers by human intestinal bacterial strains. Journal of natural medicines. 2009 Jul; 63(3):254-60. doi: 10.1007/s11418-009-0322-z. [PMID: 19219523]
  • Taiming Liu, Zhuo Chen, Yuyi Guo, Xuehua Jiang, Guo Ma. Determination of tectoridin in rat plasma by high-performance liquid chromatography and its application to pharmacokinetic studies. Biomedical chromatography : BMC. 2009 Jul; 23(7):754-8. doi: 10.1002/bmc.1180. [PMID: 19296520]
  • Dan Yuan, Yuan-Yuan Xie, Xue Bai, Xia Wu, Jing-Yu Yang, Chun-Fu Wu. Inhibitory activity of isoflavones of Pueraria flowers on nitric oxide production from lipopolysaccharide-activated primary rat microglia. Journal of Asian natural products research. 2009 Jun; 11(6):471-81. doi: 10.1080/10286020902819822. [PMID: 20183278]
  • Kyungsu Kang, Saet Byoul Lee, Sang Hoon Jung, Kwang Hyun Cha, Woo Dong Park, Young Chang Sohn, Chu Won Nho. Tectoridin, a poor ligand of estrogen receptor alpha, exerts its estrogenic effects via an ERK-dependent pathway. Molecules and cells. 2009 Mar; 27(3):351-7. doi: 10.1007/s10059-009-0045-8. [PMID: 19326083]
  • Cheol-Ho Pan, Eun Sun Kim, Sang Hoon Jung, Chu Won Nho, Jae Kwon Lee. Tectorigenin inhibits IFN-gamma/LPS-induced inflammatory responses in murine macrophage RAW 264.7 cells. Archives of pharmacal research. 2008 Nov; 31(11):1447-56. doi: 10.1007/s12272-001-2129-7. [PMID: 19023541]
  • Yong Chen, Wei Song, Zhi H Peng, Bao Y Ge, Feng M Han. Identification of metabolites of tectoridin in-vivo and in-vitro by liquid chromatography-tandem mass spectrometry. The Journal of pharmacy and pharmacology. 2008 Jun; 60(6):709-16. doi: 10.1211/jpp.60.6.0005. [PMID: 18498706]
  • Xiao-Xiao Liu, Lei Wang, Qiang Wang, Bin Qiu. [Chemical constituents from root of Psammosilene tunicoides]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2007 May; 32(10):921-3. doi: ". [PMID: 17655146]
  • Ji-eun Shin, Eun-Ah Bae, Young Chul Lee, Jin-Youl Ma, Dong-Hyun Kim. Estrogenic effect of main components kakkalide and tectoridin of Puerariae Flos and their metabolites. Biological & pharmaceutical bulletin. 2006 Jun; 29(6):1202-6. doi: 10.1248/bpb.29.1202. [PMID: 16755017]
  • Kyoung Ah Kang, Kyoung Hwa Lee, Sungwook Chae, Rui Zhang, Myung Sun Jung, So Young Kim, Hee Sun Kim, Dong Hyun Kim, Jin Won Hyun. Cytoprotective effect of tectorigenin, a metabolite formed by transformation of tectoridin by intestinal microflora, on oxidative stress induced by hydrogen peroxide. European journal of pharmacology. 2005 Sep; 519(1-2):16-23. doi: 10.1016/j.ejphar.2005.06.043. [PMID: 16102749]
  • Hae-Ung Lee, Eun-Ah Bae, Dong-Hyun Kim. Hepatoprotective effect of tectoridin and tectorigenin on tert-butyl hyperoxide-induced liver injury. Journal of pharmacological sciences. 2005 Apr; 97(4):541-4. doi: 10.1254/jphs.scz040467. [PMID: 15821336]
  • Orawan Monthakantirat, Wanchai De-Eknamkul, Kaoru Umehara, Yohko Yoshinaga, Toshio Miyase, Tsutomu Warashina, Hiroshi Noguchi. Phenolic constituents of the rhizomes of the Thai medicinal plant Belamcanda chinensis with proliferative activity for two breast cancer cell lines. Journal of natural products. 2005 Mar; 68(3):361-4. doi: 10.1021/np040175c. [PMID: 15787436]
  • Eun-Kyung Park, Yong-Wook Shin, Hae-Ung Lee, Chang Soo Lee, Dong-Hyun Kim. Passive cutaneous anaphylaxis-inhibitory action of tectorigenin, a metabolite of tectoridin by intestinal microflora. Biological & pharmaceutical bulletin. 2004 Jul; 27(7):1099-102. doi: 10.1248/bpb.27.1099. [PMID: 15256747]
  • Sang Hoon Jung, Yeon Sil Lee, Soon Sung Lim, Sanghyun Lee, Kuk Hyun Shin, Yeong Shik Kim. Antioxidant activities of isoflavones from the rhizomes of Belamcanda chinensis on carbon tetrachloride-induced hepatic injury in rats. Archives of pharmacal research. 2004 Feb; 27(2):184-8. doi: 10.1007/bf02980104. [PMID: 15022720]
  • Y P Kim, M Yamada, S S Lim, S H Lee, N Ryu, K H Shin, K Ohuchi. Inhibition by tectorigenin and tectoridin of prostaglandin E2 production and cyclooxygenase-2 induction in rat peritoneal macrophages. Biochimica et biophysica acta. 1999 Jun; 1438(3):399-407. doi: 10.1016/s1388-1981(99)00067-0. [PMID: 10366782]