3'-Hydroxydaidzein (BioDeep_00000003628)

 

Secondary id: BioDeep_00000270316, BioDeep_00000400530

human metabolite PANOMIX_OTCML-2023 Antitumor activity


代谢物信息卡片


3-(3,4-Dihydroxyphenyl)-7-hydroxy-4H-1-benzopyran-4-one

化学式: C15H10O5 (270.052821)
中文名称: 7,3,4-三羟基异黄酮(7,3,4-THIF), 3',4',7-三羟基异黄酮
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 14.29%

分子结构信息

SMILES: c1(ccc2c(c1)occ(c2=O)c1cc(c(cc1)O)O)O
InChI: InChI=1S/C15H10O5/c16-9-2-3-10-14(6-9)20-7-11(15(10)19)8-1-4-12(17)13(18)5-8/h1-7,16-18H

描述信息

3-Hydroxydaidzein is a polyphenol metabolite detected in biological fluids (PMID: 20428313).
A polyphenol metabolite detected in biological fluids [PhenolExplorer]
7,3',4'-Trihydroxyisoflavone, a major metabolite of Daidzein, is an ATP-competitive inhibitor of Cot (Tpl2/MAP3K8) and MKK4. 7,3',4'-Trihydroxyisoflavone has anticancer, anti-angiogenic, chemoprotective, and free radical scavenging activities[1][2].

同义名列表

7 个代谢物同义名

3-(3,4-Dihydroxyphenyl)-7-hydroxy-4H-1-benzopyran-4-one; 3-(3,4-dihydroxyphenyl)-7-hydroxy-4H-chromen-4-one; 3,4,7-trihydroxy isoflavone; 7,3,4-Trihydroxyisoflavone; 3,4,7-Trihydroxyisoflavone; 3-Hydroxydaidzein; 7,3',4'-Trihydroxyisoflavone



数据库引用编号

16 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)

11 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

  • Sang Hun Park, Chang Hyung Lee, Ji Yun Lee, Hee Yang, Jong Hun Kim, Jung Han Yoon Park, Jong-Eun Kim, Ki Won Lee. Topical Application of 7,3',4'-Trihydroxyisoflavone Alleviates Atopic Dermatitis-Like Symptoms in NC/Nga Mice. Planta medica. 2020 Feb; 86(3):190-197. doi: 10.1055/a-1068-7983. [PMID: 31853913]
  • Yan Song, Lan Pan, Wenjie Li, Yingying Si, Di Zhou, Chengjian Zheng, Xiaofang Hao, Xinyue Jia, Yuemei Jia, Minghui Shi, Xiaoguang Jia, Ning Li, Yue Hou. Natural neuro-inflammatory inhibitors from Caragana turfanensis. Bioorganic & medicinal chemistry letters. 2017 10; 27(20):4765-4769. doi: 10.1016/j.bmcl.2017.08.047. [PMID: 28911817]
  • Yan Lin, Yi Kuang, Kai Li, Shuang Wang, Wei Song, Xue Qiao, Gulnar Sabir, Min Ye. Screening for bioactive natural products from a 67-compound library of Glycyrrhiza inflata. Bioorganic & medicinal chemistry. 2017 07; 25(14):3706-3713. doi: 10.1016/j.bmc.2017.05.009. [PMID: 28522265]
  • Di Zhou, Hongyan Wei, Zhe Jiang, Xuezheng Li, Kun Jiao, Xiaoguang Jia, Yue Hou, Ning Li. Natural potential neuroinflammatory inhibitors from Alhagi sparsifolia Shap. Bioorganic & medicinal chemistry letters. 2017 02; 27(4):973-978. doi: 10.1016/j.bmcl.2016.12.075. [PMID: 28073678]
  • Pao-Hsien Huang, Stephen Chu-Sung Hu, Chiang-Wen Lee, An-Chi Yeh, Chih-Hua Tseng, Feng-Lin Yen. Design of acid-responsive polymeric nanoparticles for 7,3',4'-trihydroxyisoflavone topical administration. International journal of nanomedicine. 2016; 11(?):1615-27. doi: 10.2147/ijn.s100418. [PMID: 27143883]
  • Mijeong Bae, Mijin Woo, Irawan Wijaya Kusuma, Enos Tangke Arung, Chae Ha Yang, Yong-ung Kim. Inhibitory effects of isoflavonoids on rat prostate testosterone 5α-reductase. Journal of acupuncture and meridian studies. 2012 Dec; 5(6):319-22. doi: 10.1016/j.jams.2012.07.022. [PMID: 23265084]
  • Ya-Zhou Zhang, Feng Xu, Jing Dong, Jing Liang, Yuki Hashi, Ming-Ying Shang, Dong-Hui Yang, Xuan Wang, Shao-Qing Cai. Profiling and identification of the metabolites of calycosin in rat hepatic 9000×g supernatant incubation system and the metabolites of calycosin-7-O-β-D-glucoside in rat urine by HPLC-DAD-ESI-IT-TOF-MS(n) technique. Journal of pharmaceutical and biomedical analysis. 2012 Nov; 70(?):425-39. doi: 10.1016/j.jpba.2012.06.006. [PMID: 22766358]
  • Liangliang Liu, Yongjian Ma, Xiaoqing Chen, Xiang Xiong, Shuyun Shi. Screening and identification of BSA bound ligands from Puerariae lobata flower by BSA functionalized Fe₃O₄ magnetic nanoparticles coupled with HPLC-MS/MS. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2012 Mar; 887-888(?):55-60. doi: 10.1016/j.jchromb.2012.01.008. [PMID: 22305973]
  • Ji Ma, Yuan Liu, Meng-xia Xie. [Interaction between three isoflavones and different isomers of human serum albumin]. Guang pu xue yu guang pu fen xi = Guang pu. 2012 Jan; 32(1):1-6. doi: . [PMID: 22497114]
  • Dong Eun Lee, Ki Won Lee, Sanguine Byun, Sung Keun Jung, Nury Song, Sung Hwan Lim, Yong-Seok Heo, Jong Eun Kim, Nam Joo Kang, Bo Yeon Kim, G Tim Bowden, Ann M Bode, Hyong Joo Lee, Zigang Dong. 7,3',4'-Trihydroxyisoflavone, a metabolite of the soy isoflavone daidzein, suppresses ultraviolet B-induced skin cancer by targeting Cot and MKK4. The Journal of biological chemistry. 2011 Apr; 286(16):14246-56. doi: 10.1074/jbc.m110.147348. [PMID: 21378167]
  • Jun-Seong Park, Dong Hyun Kim, Jae Kyoung Lee, Jin Young Lee, Duck Hee Kim, Han Kon Kim, Hak-Ju Lee, Ho Cheol Kim. Natural ortho-dihydroxyisoflavone derivatives from aged Korean fermented soybean paste as potent tyrosinase and melanin formation inhibitors. Bioorganic & medicinal chemistry letters. 2010 Feb; 20(3):1162-4. doi: 10.1016/j.bmcl.2009.12.021. [PMID: 20022495]
  • Patrudu S Makena, King-Thom Chung. Effects of various plant polyphenols on bladder carcinogen benzidine-induced mutagenicity. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2007 Oct; 45(10):1899-909. doi: 10.1016/j.fct.2007.04.007. [PMID: 17560706]
  • Lijuan Chen, Xia Zhao, Linyu Fang, David E Games. Quantitative determination of acetyl glucoside isoflavones and their metabolites in human urine using combined liquid chromatography-mass spectrometry. Journal of chromatography. A. 2007 Jun; 1154(1-2):103-10. doi: 10.1016/j.chroma.2007.03.010. [PMID: 17499260]
  • Tammy E Hedlund, Adrie van Bokhoven, Widya U Johannes, Steven K Nordeen, Lorraine G Ogden. Prostatic fluid concentrations of isoflavonoids in soy consumers are sufficient to inhibit growth of benign and malignant prostatic epithelial cells in vitro. The Prostate. 2006 Apr; 66(5):557-66. doi: 10.1002/pros.20380. [PMID: 16372328]
  • Manar M Salem, Karl A Werbovetz. Isoflavonoids and other compounds from Psorothamnus arborescens with antiprotozoal activities. Journal of natural products. 2006 Jan; 69(1):43-9. doi: 10.1021/np0502600. [PMID: 16441066]
  • Yu-Chi Chen, Yasumasa Sugiyama, Naoki Abe, Ryoko Kuruto-Niwa, Ryushi Nozawa, Akira Hirota. DPPH radical-scavenging compounds from dou-chi, a soybean fermented food. Bioscience, biotechnology, and biochemistry. 2005 May; 69(5):999-1006. doi: 10.1271/bbb.69.999. [PMID: 15914921]
  • S E Kulling, D M Honig, M Metzler. Oxidative metabolism of the soy isoflavones daidzein and genistein in humans in vitro and in vivo. Journal of agricultural and food chemistry. 2001 Jun; 49(6):3024-33. doi: 10.1021/jf0012695. [PMID: 11410004]
  • A Ohsaki, J Takashima, N Chiba, M Kawamura. Microanalysis of a selective potent anti-Helicobacter pylori compound in a Brazilian medicinal plant, Myroxylon peruiferum and the activity of analogues. Bioorganic & medicinal chemistry letters. 1999 Apr; 9(8):1109-12. doi: 10.1016/s0960-894x(99)00141-9. [PMID: 10328294]
  • T Yasuda, K Ohsawa. Urinary metabolites of daidzin orally administered in rats. Biological & pharmaceutical bulletin. 1998 Sep; 21(9):953-7. doi: 10.1248/bpb.21.953. [PMID: 9781846]