6-Hydroxyflavone (BioDeep_00000002787)

Main id: BioDeep_00000396902

 

human metabolite PANOMIX_OTCML-2023


代谢物信息卡片


6-Hydroxy-2-phenyl-4-benzopyrone

化学式: C15H10O3 (238.063)
中文名称: 6-羟基黄酮
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C=CC(=C3)O
InChI: InChI=1S/C15H10O3/c16-11-6-7-14-12(8-11)13(17)9-15(18-14)10-4-2-1-3-5-10/h1-9,16H

描述信息

6-Hydroxyflavone is a naturally occurring flavone, with anti-inflammatory activity. 6-Hydroxyflavone exhibits inhibitory effect towards bovine hemoglobin (BHb) glycation. 6-Hydroxyflavone can activate AKT, ERK 1/2, and JNK signaling pathways to effectively promote osteoblastic differentiation. 6-Hydroxyflavone inhibits the LPS-induced NO production[1] [2].
6-Hydroxyflavone is a naturally occurring flavone, with anti-inflammatory activity. 6-Hydroxyflavone exhibits inhibitory effect towards bovine hemoglobin (BHb) glycation. 6-Hydroxyflavone can activate AKT, ERK 1/2, and JNK signaling pathways to effectively promote osteoblastic differentiation. 6-Hydroxyflavone inhibits the LPS-induced NO production[1] [2].

同义名列表

4 个代谢物同义名

6-Hydroxy-2-phenyl-4-benzopyrone; 6-Monohydroxyflavone; 6-Hydroxyflavone; 6-Hydroxyflavone



数据库引用编号

13 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)

2 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 11 ANXA5, CASP3, CYP1A1, CYP2A13, CYP2C9, DCTN4, FDPS, MARK2, MTOR, NOS2, STAT3
Peripheral membrane protein 4 ANXA5, CYP1A1, CYP1B1, MTOR
Endoplasmic reticulum membrane 8 CYP17A1, CYP1A1, CYP1B1, CYP2A13, CYP2C9, MTOR, PROS1, ZDHHC20
Nucleus 7 CASP3, DCTN4, MTOR, NOS2, PARP1, RFC2, STAT3
cytosol 8 ANXA5, CASP3, DCTN4, FDPS, MTOR, NOS2, PARP1, STAT3
dendrite 2 MARK2, MTOR
nuclear body 1 PARP1
phagocytic vesicle 1 MTOR
centrosome 1 DCTN4
nucleoplasm 8 CASP3, FDPS, MARK2, MTOR, NOS2, PARP1, RFC2, STAT3
RNA polymerase II transcription regulator complex 1 STAT3
Cell membrane 1 ZDHHC20
Cytoplasmic side 1 MTOR
Multi-pass membrane protein 2 CACNA1I, ZDHHC20
Golgi apparatus membrane 2 MTOR, ZDHHC20
cell cortex 1 DCTN4
glutamatergic synapse 1 CASP3
Golgi apparatus 1 ZDHHC20
Golgi membrane 4 INS, MTOR, PROS1, ZDHHC20
lysosomal membrane 1 MTOR
mitochondrial inner membrane 1 CYP1A1
neuronal cell body 2 CASP3, CYP17A1
sarcolemma 1 ANXA5
Cytoplasm, cytosol 2 NOS2, PARP1
Lysosome 1 MTOR
plasma membrane 7 CACNA1I, CYP2C9, MARK2, NOS2, PROS1, STAT3, ZDHHC20
Membrane 8 ANXA5, CACNA1I, CYP1B1, FDPS, MARK2, MTOR, PARP1, ZDHHC20
axon 1 CYP17A1
extracellular exosome 3 ANXA5, BMP3, PROS1
Lysosome membrane 1 MTOR
endoplasmic reticulum 3 CYP17A1, PROS1, ZDHHC20
extracellular space 3 BMP3, INS, PROS1
perinuclear region of cytoplasm 2 NOS2, ZDHHC20
mitochondrion 4 CYP1A1, CYP1B1, MARK2, PARP1
protein-containing complex 1 PARP1
intracellular membrane-bounded organelle 5 CYP1A1, CYP1B1, CYP2A13, CYP2C9, ZDHHC20
Microsome membrane 5 CYP17A1, CYP1A1, CYP1B1, CYP2C9, MTOR
postsynaptic density 1 CASP3
TORC1 complex 1 MTOR
TORC2 complex 1 MTOR
Secreted 3 BMP3, INS, PROS1
extracellular region 4 ANXA5, BMP3, INS, PROS1
Mitochondrion outer membrane 1 MTOR
mitochondrial outer membrane 1 MTOR
mitochondrial matrix 1 FDPS
transcription regulator complex 2 PARP1, STAT3
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 1 DCTN4
external side of plasma membrane 1 ANXA5
nucleolus 1 PARP1
Cytoplasm, P-body 1 NOS2
P-body 1 NOS2
Cytoplasm, perinuclear region 2 NOS2, ZDHHC20
Mitochondrion inner membrane 1 CYP1A1
Cytoplasm, cytoskeleton 1 DCTN4
focal adhesion 2 ANXA5, DCTN4
Peroxisome 2 FDPS, NOS2
peroxisomal matrix 1 NOS2
Nucleus, PML body 1 MTOR
PML body 1 MTOR
collagen-containing extracellular matrix 1 ANXA5
lateral plasma membrane 1 MARK2
Cytoplasm, myofibril, sarcomere 1 DCTN4
sarcomere 1 DCTN4
Zymogen granule membrane 1 ANXA5
chromatin 2 PARP1, STAT3
Chromosome 1 PARP1
Nucleus, nucleolus 1 PARP1
spindle pole 1 DCTN4
nuclear replication fork 1 PARP1
chromosome, telomeric region 1 PARP1
Cytoplasm, cell cortex 1 DCTN4
actin filament 1 MARK2
blood microparticle 1 PROS1
site of double-strand break 1 PARP1
nuclear envelope 2 MTOR, PARP1
Endomembrane system 1 MTOR
endosome lumen 1 INS
Cell projection, dendrite 1 MARK2
stress fiber 1 DCTN4
secretory granule lumen 1 INS
Golgi lumen 2 INS, PROS1
endoplasmic reticulum lumen 1 INS
platelet alpha granule lumen 1 PROS1
voltage-gated calcium channel complex 1 CACNA1I
dynactin complex 1 DCTN4
kinetochore 1 DCTN4
transport vesicle 1 INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 2 INS, ZDHHC20
cytoplasmic dynein complex 1 DCTN4
vesicle membrane 1 ANXA5
Cytoplasm, cytoskeleton, stress fiber 1 DCTN4
protein-DNA complex 1 PARP1
death-inducing signaling complex 1 CASP3
Cytoplasmic vesicle, phagosome 1 MTOR
site of DNA damage 1 PARP1
cortical cytoskeleton 1 NOS2
endothelial microparticle 1 ANXA5
[Poly [ADP-ribose] polymerase 1, processed N-terminus]: Chromosome 1 PARP1
[Poly [ADP-ribose] polymerase 1, processed C-terminus]: Cytoplasm 1 PARP1
Ctf18 RFC-like complex 1 RFC2
DNA replication factor C complex 1 RFC2
microtubule bundle 1 MARK2


文献列表

  • Huixin Tan, Fenghe Wang, Jiahuan Hu, Xiaoyan Duan, Wanting Bai, Xinbo Wang, Baolian Wang, Yan Su, Jinping Hu. Inhibitory interaction of flavonoids with organic cation transporter 2 and their structure-activity relationships for predicting nephroprotective effects. Journal of applied toxicology : JAT. 2023 Apr; ?(?):. doi: 10.1002/jat.4474. [PMID: 37057715]
  • Nadja Kampschulte, Tim Berking, Ibrahim E Çelik, Stefan F Kirsch, Nils Helge Schebb. Inhibition of cytochrome P450 monooxygenase-catalyzed oxylipin formation by flavonoids: Evaluation of structure-activity relationship towards CYP4F2-selective inhibitors. European journal of medicinal chemistry. 2022 Aug; 238(?):114332. doi: 10.1016/j.ejmech.2022.114332. [PMID: 35576701]
  • Zia Ud Din, Syed Umer Farooq, Muhammad Shahid, Osama Alghamdi, Nawwaf Al-Hamoudi, Fahim Vohra, Tariq Abduljabbar. The flavonoid 6-hydroxyflavone prevention of cisplatin-induced nephrotoxicity. Histology and histopathology. 2020 Oct; 35(10):1197-1209. doi: 10.14670/hh-18-251. [PMID: 32909617]
  • Huixiao Hong, William S Branham, Hui Wen Ng, Carrie L Moland, Stacey L Dial, Hong Fang, Roger Perkins, Daniel Sheehan, Weida Tong. Human sex hormone-binding globulin binding affinities of 125 structurally diverse chemicals and comparison with their binding to androgen receptor, estrogen receptor, and α-fetoprotein. Toxicological sciences : an official journal of the Society of Toxicology. 2015 Feb; 143(2):333-48. doi: 10.1093/toxsci/kfu231. [PMID: 25349334]
  • Xing Wang, Zhiwei Wang, Preetpal Singh Sidhu, Umesh R Desai, Qibing Zhou. 6-Hydroxyflavone and derivatives exhibit potent anti-inflammatory activity among mono-, di- and polyhydroxylated flavones in kidney mesangial cells. PloS one. 2015; 10(3):e0116409. doi: 10.1371/journal.pone.0116409. [PMID: 25790236]
  • Ragini Sinha, Akshada Joshi, Urmila J Joshi, Sudha Srivastava, Girjesh Govil. Localization and interaction of hydroxyflavones with lipid bilayer model membranes: a study using DSC and multinuclear NMR. European journal of medicinal chemistry. 2014 Jun; 80(?):285-94. doi: 10.1016/j.ejmech.2014.04.054. [PMID: 24793879]
  • Yali Wang, Yu Zhao, Fan Yang, Yongming Yuan, Hui Wang, Jianbo Xiao. Influences of glucose on the dietary hydroxyflavonoid-plasma protein interaction. Journal of agricultural and food chemistry. 2012 Dec; 60(49):12116-21. doi: 10.1021/jf303094e. [PMID: 23163621]
  • Mirza Bojić, Željko Debeljak, Marica Medić-Šarić, Maja Tomičić. Interference of selected flavonoid aglycons in platelet aggregation assays. Clinical chemistry and laboratory medicine. 2012 Feb; 50(8):1403-8. doi: 10.1515/cclm-2011-0960. [PMID: 22868805]
  • Jianbo Xiao, Yaru Zhao, Hui Wang, Yongming Yuan, Fan Yang, Chao Zhang, Guoyin Kai. Non-covalent interaction of dietary polyphenols with total plasma proteins of type II diabetes: molecular structure/property-affinity relationships. Integrative biology : quantitative biosciences from nano to macro. 2011 Nov; 3(11):1087-94. doi: 10.1039/c1ib00076d. [PMID: 21947088]
  • Jianbo Xiao, Yaru Zhao, Hui Wang, Yongming Yuan, Fan Yang, Chao Zhang, Koichiro Yamamoto. Noncovalent interaction of dietary polyphenols with common human plasma proteins. Journal of agricultural and food chemistry. 2011 Oct; 59(19):10747-54. doi: 10.1021/jf2029829. [PMID: 21863815]
  • Stefan Bachmann, Christian W Huck, Rania Bakry, Günther K Bonn. Analysis of flavonoids by CE using capacitively coupled contactless conductivity detection. Electrophoresis. 2007 Mar; 28(5):799-805. doi: 10.1002/elps.200600228. [PMID: 17265536]