Primuliten (BioDeep_00000000730)

Main id: BioDeep_00000269823

 

PANOMIX_OTCML-2023


代谢物信息卡片


InChI=1/C15H10O3/c16-11-7-4-8-13-15(11)12(17)9-14(18-13)10-5-2-1-3-6-10/h1-9,16H

化学式: C15H10O3 (238.063)
中文名称: 5-羟基黄酮
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1=CC2OC(C3C=CC=CC=3)=CC(=O)C=2C(O)=C1
InChI: InChI=1S/C15H10O3/c16-11-7-4-8-13-15(11)12(17)9-14(18-13)10-5-2-1-3-6-10/h1-9,16H

描述信息

5-Hydroxyflavone is a member of flavones.
5-Hydroxyflavone is a natural product found in Conchocarpus heterophyllus, Primula denticulata, and Lophomyrtus bullata with data available.
relative retention time with respect to 9-anthracene Carboxylic Acid is 1.263
relative retention time with respect to 9-anthracene Carboxylic Acid is 1.268
5-Hydroxyflavone, a flavonoid ligand, shows no cytotoxic activity against MCF-7, FaDU, MDA-MB-435S, U87, RPE-1, and HEK293 cells[1].
5-Hydroxyflavone, a flavonoid ligand, shows no cytotoxic activity against MCF-7, FaDU, MDA-MB-435S, U87, RPE-1, and HEK293 cells[1].

同义名列表

19 个代谢物同义名

InChI=1/C15H10O3/c16-11-7-4-8-13-15(11)12(17)9-14(18-13)10-5-2-1-3-6-10/h1-9,16H; 4H-1-Benzopyran-4-one, 5-hydroxy-2-phenyl-; 5-HYDROXY-2-PHENYL-4H-1-BENZOPYRAN-4-ONE; 5-hydroxy-2-phenyl-4H-chromen-4-one; 5-Hydroxy-2-phenyl-chromen-4-one; 5-Hydroxy-2-phenyl-4-benzopyrone; 5-hydroxy-2-phenylchromen-4-one; 5-Hydroxy-2-phenylchromone; IYBLVRRCNVHZQJ-UHFFFAOYSA-; 5-Hydroxyflavone, >=97\\%; FLAVONE, 5-HYDROXY-; HYDROXYFLAVONE, 5-; 5-hydroxy-flavone; 5-Hydroxyflavone; Oprea1_688541; MEGxp0_001696; ACon1_001958; Primuliten; Primuletin



数据库引用编号

14 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)

4 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 4 ANXA5, CYP1A1, CYP2A13, PKM
Peripheral membrane protein 3 ANXA5, CYP1A1, CYP1B1
Endosome membrane 1 TF
Endoplasmic reticulum membrane 6 CYP1A1, CYP1B1, CYP2A13, LRIT1, PROS1, ZDHHC20
Nucleus 2 CBX5, PKM
cytosol 2 ANXA5, PKM
dendrite 1 LRIT1
nucleoplasm 1 CBX5
Cell membrane 1 ZDHHC20
Multi-pass membrane protein 4 KCNA3, KCNJ8, SLC45A2, ZDHHC20
Golgi apparatus membrane 1 ZDHHC20
cell surface 1 TF
glutamatergic synapse 2 KCNA3, KCNJ8
Golgi apparatus 1 ZDHHC20
Golgi membrane 2 PROS1, ZDHHC20
mitochondrial inner membrane 1 CYP1A1
presynaptic membrane 1 KCNA3
sarcolemma 2 ANXA5, KCNJ8
plasma membrane 6 KCNA3, KCNJ8, PROS1, SERPINE1, TF, ZDHHC20
Membrane 6 ANXA5, CYP1B1, KCNA3, KCNJ8, SLC45A2, ZDHHC20
apical plasma membrane 1 TF
axon 1 KCNA3
extracellular exosome 6 ANXA5, LYZ, PKM, PROS1, SERPINE1, TF
endoplasmic reticulum 2 PROS1, ZDHHC20
extracellular space 4 LYZ, PROS1, SERPINE1, TF
perinuclear region of cytoplasm 3 KCNA3, TF, ZDHHC20
mitochondrion 3 CYP1A1, CYP1B1, PKM
protein-containing complex 1 CBX5
intracellular membrane-bounded organelle 4 CYP1A1, CYP1B1, CYP2A13, ZDHHC20
Microsome membrane 2 CYP1A1, CYP1B1
pericentric heterochromatin 1 CBX5
Single-pass type I membrane protein 1 LRIT1
Secreted 3 PROS1, SERPINE1, TF
extracellular region 6 ANXA5, LYZ, PKM, PROS1, SERPINE1, TF
basal part of cell 1 TF
external side of plasma membrane 1 ANXA5
Extracellular vesicle 1 PKM
cytoplasmic vesicle 1 TF
nucleolus 1 CBX5
Melanosome membrane 1 SLC45A2
Early endosome 1 TF
clathrin-coated pit 1 TF
recycling endosome 1 TF
vesicle 2 PKM, TF
postsynaptic membrane 1 KCNA3
presynaptic active zone membrane 1 KCNJ8
Cytoplasm, perinuclear region 1 ZDHHC20
Mitochondrion inner membrane 1 CYP1A1
heterochromatin 1 CBX5
Membrane raft 1 KCNA3
focal adhesion 1 ANXA5
myofibril 1 KCNJ8
collagen-containing extracellular matrix 3 ANXA5, PKM, SERPINE1
Late endosome 1 TF
Zymogen granule membrane 1 ANXA5
cilium 1 PKM
Chromosome 1 CBX5
chromosome, telomeric region 1 CBX5
blood microparticle 2 PROS1, TF
[Isoform 2]: Cell membrane 1 KCNA3
nuclear envelope 1 CBX5
Chromosome, centromere 1 CBX5
monoatomic ion channel complex 1 KCNJ8
inward rectifying potassium channel 1 KCNJ8
Cell projection, dendrite 1 LRIT1
basal plasma membrane 1 TF
voltage-gated potassium channel complex 2 KCNA3, KCNJ8
ficolin-1-rich granule lumen 1 PKM
secretory granule lumen 2 PKM, TF
HFE-transferrin receptor complex 1 TF
Golgi lumen 1 PROS1
endoplasmic reticulum lumen 1 TF
histone methyltransferase complex 1 CBX5
transcription repressor complex 1 CBX5
platelet alpha granule lumen 2 PROS1, SERPINE1
specific granule lumen 1 LYZ
tertiary granule lumen 1 LYZ
kinetochore 1 CBX5
histone deacetylase complex 1 CBX5
endocytic vesicle 1 TF
azurophil granule lumen 1 LYZ
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 ZDHHC20
calyx of Held 1 KCNA3
vesicle membrane 1 ANXA5
clathrin-coated endocytic vesicle membrane 1 TF
ribonucleoprotein complex 1 CBX5
[Isoform 1]: Cell membrane 1 KCNA3
chromocenter 1 CBX5
Rough endoplasmic reticulum 1 PKM
serine protease inhibitor complex 1 SERPINE1
potassium ion-transporting ATPase complex 1 KCNJ8
site of DNA damage 1 CBX5
vesicle coat 1 TF
peptidase inhibitor complex 1 SERPINE1
endothelial microparticle 1 ANXA5
[Isoform M2]: Cytoplasm 1 PKM
[Isoform M1]: Cytoplasm 1 PKM
[Isoform 3]: Cytoplasm, perinuclear region 1 KCNA3
dense body 1 TF


文献列表

  • Haruna Nagayoshi, Norie Murayama, Kensaku Kakimoto, Masaki Tsujino, Shigeo Takenaka, Jun Katahira, Young-Ran Lim, Donghak Kim, Hiroshi Yamazaki, Masayuki Komori, F Peter Guengerich, Tsutomu Shimada. Oxidation of Flavone, 5-Hydroxyflavone, and 5,7-Dihydroxyflavone to Mono-, Di-, and Tri-Hydroxyflavones by Human Cytochrome P450 Enzymes. Chemical research in toxicology. 2019 06; 32(6):1268-1280. doi: 10.1021/acs.chemrestox.9b00078. [PMID: 30964977]
  • Alexandra-Cristina Munteanu, Mihaela Badea, Rodica Olar, Luigi Silvestro, Constanţa Dulea, Constantin-Daniel Negut, Valentina Uivarosi. Synthesis and Structural Investigation of New Bio-Relevant Complexes of Lanthanides with 5-Hydroxyflavone: DNA Binding and Protein Interaction Studies. Molecules (Basel, Switzerland). 2016 Dec; 21(12):. doi: 10.3390/molecules21121737. [PMID: 27999283]
  • Lucie Zemanova, Jakub Hofman, Eva Novotna, Kamil Musilek, Tereza Lundova, Jana Havrankova, Anna Hostalkova, Jakub Chlebek, Lucie Cahlikova, Vladimír Wsol. Flavones Inhibit the Activity of AKR1B10, a Promising Therapeutic Target for Cancer Treatment. Journal of natural products. 2015 Nov; 78(11):2666-74. doi: 10.1021/acs.jnatprod.5b00616. [PMID: 26529431]
  • 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]
  • Daniela Ribeiro, Marisa Freitas, Sara M Tomé, Artur M S Silva, Graça Porto, Eurico J Cabrita, M Manuel B Marques, Eduarda Fernandes. Inhibition of LOX by flavonoids: a structure-activity relationship study. European journal of medicinal chemistry. 2014 Jan; 72(?):137-45. doi: 10.1016/j.ejmech.2013.11.030. [PMID: 24368208]
  • Pamela Maher, Richard Dargusch, Jennifer L Ehren, Shinichi Okada, Kumar Sharma, David Schubert. Fisetin lowers methylglyoxal dependent protein glycation and limits the complications of diabetes. PloS one. 2011; 6(6):e21226. doi: 10.1371/journal.pone.0021226. [PMID: 21738623]
  • Chi-Sheng Shia, Shang-Yuan Tsai, Sheng-Chu Kuo, Yu-Chi Hou, Pei-Dawn Lee Chao. Metabolism and pharmacokinetics of 3,3',4',7-tetrahydroxyflavone (fisetin), 5-hydroxyflavone, and 7-hydroxyflavone and antihemolysis effects of fisetin and its serum metabolites. Journal of agricultural and food chemistry. 2009 Jan; 57(1):83-9. doi: 10.1021/jf802378q. [PMID: 19090755]
  • Katja Kristan, Katja Krajnc, Janez Konc, Stanislav Gobec, Jure Stojan, Tea Lanisnik Rizner. Phytoestrogens as inhibitors of fungal 17beta-hydroxysteroid dehydrogenase. Steroids. 2005 Sep; 70(10):694-703. doi: 10.1016/j.steroids.2005.02.023. [PMID: 15936789]
  • R S Zand, D J Jenkins, E P Diamandis. Steroid hormone activity of flavonoids and related compounds. Breast cancer research and treatment. 2000 Jul; 62(1):35-49. doi: 10.1023/a:1006422302173. [PMID: 10989984]
  • L Costantino, G Rastelli, M C Gamberini, J A Vinson, P Bose, A Iannone, M Staffieri, L Antolini, A Del Corso, U Mura, A Albasini. 1-Benzopyran-4-one antioxidants as aldose reductase inhibitors. Journal of medicinal chemistry. 1999 Jun; 42(11):1881-93. doi: 10.1021/jm980441h. [PMID: 10354396]
  • S Moro, A M van Rhee, L H Sanders, K A Jacobson. Flavonoid derivatives as adenosine receptor antagonists: a comparison of the hypothetical receptor binding site based on a comparative molecular field analysis model. Journal of medicinal chemistry. 1998 Jan; 41(1):46-52. doi: 10.1021/jm970446z. [PMID: 9438021]
  • X D Ji, N Melman, K A Jacobson. Interactions of flavonoids and other phytochemicals with adenosine receptors. Journal of medicinal chemistry. 1996 Feb; 39(3):781-8. doi: 10.1021/jm950661k. [PMID: 8576921]
  • . . . . doi: . [PMID: 18487633]