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 (270.0528)
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 Viridiplantae(otcml) 13.39%

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

8 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; 3',4',7-Trihydroxyisoflavone



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)

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。

亚细胞结构定位 关联基因列表
Cytoplasm 13 AIMP2, BDNF, CEBPB, CYP2E1, MAPK3, MAPK8, MITF, POMC, PRDM16, PTGS2, SIRT1, TYR, TYRP1
Peripheral membrane protein 3 CYP1B1, CYP2E1, PTGS2
Endosome membrane 1 TYRP1
Endoplasmic reticulum membrane 4 CYP1A2, CYP1B1, CYP2E1, PTGS2
Nucleus 7 AIMP2, CEBPB, MAPK3, MAPK8, MITF, PRDM16, SIRT1
cytosol 6 AIMP2, MAPK3, MAPK8, MITF, PRDM16, SIRT1
dendrite 1 BDNF
nucleoplasm 6 CEBPB, MAPK3, MAPK8, MITF, PRDM16, SIRT1
RNA polymerase II transcription regulator complex 1 CEBPB
Cell membrane 1 TNF
Multi-pass membrane protein 2 SYP, UCP1
Synapse 1 MAPK8
cell surface 1 TNF
glutamatergic synapse 1 MAPK3
Golgi apparatus 1 MAPK3
lysosomal membrane 1 MITF
mitochondrial inner membrane 2 CYP2E1, UCP1
neuromuscular junction 1 SYP
neuronal cell body 1 TNF
presynaptic membrane 1 SYP
synaptic vesicle 2 BDNF, SYP
Cytoplasm, cytosol 1 AIMP2
Lysosome 1 TYR
plasma membrane 2 MAPK3, TNF
presynaptic active zone 1 SYP
synaptic vesicle membrane 1 SYP
terminal bouton 1 SYP
Membrane 4 AIMP2, BDNF, CYP1B1, SYP
axon 2 BDNF, MAPK8
caveola 2 MAPK3, PTGS2
Lysosome membrane 1 MITF
endoplasmic reticulum 1 PTGS2
extracellular space 5 BDNF, CCL17, CCL22, POMC, TNF
perinuclear region of cytoplasm 3 BDNF, SYP, TYR
Schaffer collateral - CA1 synapse 1 SYP
mitochondrion 4 CYP1B1, MAPK3, SIRT1, UCP1
protein-containing complex 2 MITF, PTGS2
intracellular membrane-bounded organelle 4 CYP1A2, CYP1B1, CYP2E1, TYR
Microsome membrane 4 CYP1A2, CYP1B1, CYP2E1, PTGS2
chromatin silencing complex 1 SIRT1
Single-pass type I membrane protein 2 TYR, TYRP1
Secreted 3 BDNF, CCL17, POMC
extracellular region 5 BDNF, CCL17, CCL22, POMC, TNF
excitatory synapse 1 SYP
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle membrane 1 SYP
external side of plasma membrane 1 TNF
nucleolus 1 SIRT1
Melanosome membrane 2 TYR, TYRP1
Early endosome 1 MAPK3
Golgi-associated vesicle 1 TYR
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Mitochondrion inner membrane 2 CYP2E1, UCP1
heterochromatin 1 SIRT1
Membrane raft 1 TNF
Cell junction, focal adhesion 1 MAPK3
focal adhesion 1 MAPK3
intracellular vesicle 1 TYRP1
Nucleus, PML body 1 SIRT1
PML body 1 SIRT1
secretory granule 1 POMC
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 2 PTGS2, SIRT1
nuclear outer membrane 1 PTGS2
Late endosome 1 MAPK3
neuron projection 2 PTGS2, SYP
chromatin 3 CEBPB, MITF, SIRT1
phagocytic cup 1 TNF
cytoskeleton 1 MAPK3
condensed chromosome, centromeric region 1 CEBPB
fibrillar center 1 SIRT1
nuclear envelope 2 MAPK3, SIRT1
Endomembrane system 1 SYP
Membrane, caveola 1 MAPK3
Melanosome 2 TYR, TYRP1
euchromatin 1 SIRT1
pseudopodium 1 MAPK3
secretory granule lumen 1 POMC
endoplasmic reticulum lumen 3 BDNF, MAPK3, PTGS2
nuclear matrix 1 CEBPB
transcription repressor complex 1 PRDM16
aggresome 1 PRDM16
clathrin-coated endocytic vesicle membrane 1 TYRP1
Synapse, synaptosome 1 SYP
basal dendrite 1 MAPK8
eNoSc complex 1 SIRT1
rDNA heterochromatin 1 SIRT1
aminoacyl-tRNA synthetase multienzyme complex 1 AIMP2
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
C/EBP complex 1 CEBPB
CHOP-C/EBP complex 1 CEBPB
[Neurotrophic factor BDNF precursor form]: Secreted 1 BDNF
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF
[SirtT1 75 kDa fragment]: Cytoplasm 1 SIRT1


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]
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  • 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]
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