Okanin (BioDeep_00000000974)

   

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


2-Propen-1-one, 3-(3,4-dihydroxyphenyl)-1-(2,3,4-trihydroxyphenyl)-, (2E)-

化学式: C15H12O6 (288.0634)
中文名称: 奥卡宁
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1(O)=CC=C(C(=O)/C=C/C2C=CC(O)=C(O)C=2)C(O)=C1O
InChI: InChI=1S/C15H12O6/c16-10(9-3-6-12(18)15(21)14(9)20)4-1-8-2-5-11(17)13(19)7-8/h1-7,17-21H/b4-1+

描述信息

Okanin is a member of the class of chalcones that is trans-chalcone substituted by hydroxy groups at positions 3, 4, 2, 3, and 4 respectively. It has a role as a plant metabolite. It is a member of chalcones and a benzenetriol. It is functionally related to a trans-chalcone.
Okanin is a natural product found in Acacia implexa, Acacia concurrens, and other organisms with data available.
A member of the class of chalcones that is trans-chalcone substituted by hydroxy groups at positions 3, 4, 2, 3, and 4 respectively.
Okanin, effective constituent of the flower tea Coreopsis tinctoria, attenuates LPS-induced microglial activation through inhibition of the TLR4/NF-κB signaling pathways[1].
Okanin, effective constituent of the flower tea Coreopsis tinctoria, attenuates LPS-induced microglial activation through inhibition of the TLR4/NF-κB signaling pathways[1].

同义名列表

15 个代谢物同义名

2-Propen-1-one, 3-(3,4-dihydroxyphenyl)-1-(2,3,4-trihydroxyphenyl)-, (2E)-; (2E)-3-(3,4-dihydroxyphenyl)-1-(2,3,4-trihydroxyphenyl)prop-2-en-1-one; (E)-3-(3,4-dihydroxyphenyl)-1-(2,3,4-trihydroxyphenyl)prop-2-en-1-one; 3-(3,4-dihydroxyphenyl)-1-(2,3,4-trihydroxyphenyl)prop-2-en-1-one; 3,4,2,3,4-pentahydroxy-trans-chalcone; 3,4,2,3,4-Pentahydroxychalcone; 2,3,4,3,4-pentahydroxychalcone; UNII-8R55YLB39F; 8R55YLB39F; Okanin; 38081-56-0; 484-76-4; NSC93087; C08724; Okanin



数据库引用编号

23 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)

156 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 9 CYP2D6, CYP3A4, EDN1, NLRP3, PTGS2, SERPINB2, STAT3, TLR4, XDH
Peripheral membrane protein 2 GORASP1, PTGS2
Endosome membrane 1 TLR4
Endoplasmic reticulum membrane 4 CYP2D6, CYP3A4, HMOX1, PTGS2
Nucleus 4 GABPA, HMOX1, NLRP3, STAT3
cytosol 5 GPT, HMOX1, NLRP3, STAT3, XDH
nucleoplasm 3 GABPA, HMOX1, STAT3
RNA polymerase II transcription regulator complex 1 STAT3
Cell membrane 2 TLR4, TNF
Cytoplasmic side 2 GORASP1, HMOX1
Golgi apparatus membrane 2 GORASP1, NLRP3
cell surface 3 PLG, TLR4, TNF
glutamatergic synapse 1 PLG
Golgi apparatus 1 GORASP1
Golgi membrane 2 GORASP1, NLRP3
neuronal cell body 1 TNF
Cytoplasm, cytosol 1 NLRP3
plasma membrane 7 F2, PLG, SERPINB2, SERPINC1, STAT3, TLR4, TNF
Membrane 5 CYP2D6, CYP3A4, HMOX1, NLRP3, TLR4
caveola 1 PTGS2
extracellular exosome 6 F2, GPT, PLG, SERPINC1, SHBG, VWF
endoplasmic reticulum 5 CYP2D6, HMOX1, NLRP3, PTGS2, VWF
extracellular space 10 EDN1, F2, HMOX1, IL6, PLG, SERPINB2, SERPINC1, TNF, VWF, XDH
perinuclear region of cytoplasm 2 HMOX1, TLR4
Schaffer collateral - CA1 synapse 1 PLG
mitochondrion 2 CYP2D6, NLRP3
protein-containing complex 1 PTGS2
intracellular membrane-bounded organelle 2 CYP2D6, CYP3A4
Microsome membrane 3 CYP2D6, CYP3A4, PTGS2
Single-pass type I membrane protein 1 TLR4
Secreted 7 EDN1, F2, IL6, NLRP3, PLG, SHBG, VWF
extracellular region 10 EDN1, F2, IL6, NLRP3, PLG, SERPINB2, SERPINC1, SHBG, TNF, VWF
Single-pass membrane protein 1 CYP2D6
mitochondrial outer membrane 1 HMOX1
basal part of cell 1 EDN1
transcription regulator complex 1 STAT3
external side of plasma membrane 3 PLG, TLR4, TNF
Secreted, extracellular space, extracellular matrix 1 VWF
Early endosome 1 TLR4
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Membrane raft 1 TNF
cis-Golgi network 1 GORASP1
extracellular matrix 1 VWF
Peroxisome 1 XDH
sarcoplasmic reticulum 1 XDH
collagen-containing extracellular matrix 4 F2, PLG, SERPINC1, VWF
Cytoplasm, cytoskeleton, microtubule organizing center 1 NLRP3
Inflammasome 1 NLRP3
interphase microtubule organizing center 1 NLRP3
NLRP3 inflammasome complex 1 NLRP3
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
Cell projection, ruffle 1 TLR4
ruffle 1 TLR4
receptor complex 1 TLR4
neuron projection 1 PTGS2
chromatin 2 GABPA, STAT3
phagocytic cup 2 TLR4, TNF
Secreted, extracellular space 1 SERPINC1
blood microparticle 3 F2, PLG, SERPINC1
Endomembrane system 1 NLRP3
Cornified envelope 1 SERPINB2
microtubule organizing center 1 NLRP3
platelet alpha granule 1 VWF
lipopolysaccharide receptor complex 1 TLR4
Golgi lumen 1 F2
endoplasmic reticulum lumen 4 F2, IL6, PTGS2, SERPINC1
platelet alpha granule lumen 2 PLG, VWF
transport vesicle 1 EDN1
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 GORASP1
Golgi apparatus, cis-Golgi network membrane 1 GORASP1
Single-pass type IV membrane protein 1 HMOX1
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
rough endoplasmic reticulum lumen 1 EDN1
Weibel-Palade body 2 EDN1, VWF
interleukin-6 receptor complex 1 IL6
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Mwadham M Kabanda, Sefater Gbashi, Ntakadzeni E Madala. Proportional coexistence of okanin chalcone glycoside and okanin flavanone glycoside in Bidens pilosa leaves and theoretical investigation on the antioxidant properties of their aglycones. Free radical research. 2021 Jan; 55(1):53-70. doi: 10.1080/10715762.2020.1859107. [PMID: 33267705]
  • Yongqi Mu, Hong Zeng, Wei Chen. Okanin in Coreopsis tinctoria Nutt is a major quorum-sensing inhibitor against Chromobacterium violaceum. Journal of ethnopharmacology. 2020 Oct; 260(?):113017. doi: 10.1016/j.jep.2020.113017. [PMID: 32464313]
  • An Peng, Lianzhu Lin, Mouming Zhao, Baoguo Sun. Classification of edible chrysanthemums based on phenolic profiles and mechanisms underlying the protective effects of characteristic phenolics on oxidatively damaged erythrocyte. Food research international (Ottawa, Ont.). 2019 09; 123(?):64-74. doi: 10.1016/j.foodres.2019.04.046. [PMID: 31285013]
  • Yannan Li, Jing Ning, Yan Wang, Chao Wang, Chengpeng Sun, Xiaokui Huo, Zhenlong Yu, Lei Feng, Baojing Zhang, Xiangge Tian, Xiaochi Ma. Drug interaction study of flavonoids toward CYP3A4 and their quantitative structure activity relationship (QSAR) analysis for predicting potential effects. Toxicology letters. 2018 Sep; 294(?):27-36. doi: 10.1016/j.toxlet.2018.05.008. [PMID: 29753067]
  • Yue Hou, Guoxun Li, Jian Wang, Yingni Pan, Kun Jiao, Juan Du, Ru Chen, Bing Wang, Ning Li. Okanin, effective constituent of the flower tea Coreopsis tinctoria, attenuates LPS-induced microglial activation through inhibition of the TLR4/NF-κB signaling pathways. Scientific reports. 2017 04; 7(?):45705. doi: 10.1038/srep45705. [PMID: 28367982]
  • Shing-Chung Lam, Sio-Fong Lam, Jing Zhao, Shao-Ping Li. Rapid Identification and Comparison of Compounds with Antioxidant Activity in Coreopsis tinctoria Herbal Tea by High-Performance Thin-Layer Chromatography Coupled with DPPH Bioautography and Densitometry. Journal of food science. 2016 Sep; 81(9):C2218-23. doi: 10.1111/1750-3841.13402. [PMID: 27516219]
  • Antoni Pardede, Koharu Mashita, Masayuki Ninomiya, Kaori Tanaka, Mamoru Koketsu. Flavonoid profile and antileukemic activity of Coreopsis lanceolata flowers. Bioorganic & medicinal chemistry letters. 2016 06; 26(12):2784-2787. doi: 10.1016/j.bmcl.2016.04.069. [PMID: 27155901]
  • Aurélien Fotso Fotso, Frida Longo, Paul Désiré Dzeufiet Djomeni, Siméon Fogue Kouam, Michael Spiteller, Alain Bertrand Dongmo, J P Savineau. Analgesic and antiinflammatory activities of the ethyl acetate fraction of Bidens pilosa (Asteraceae). Inflammopharmacology. 2014 Apr; 22(2):105-14. doi: 10.1007/s10787-013-0196-2. [PMID: 24242914]
  • Maicon Roberto Kviecinski, Karina Bettega Felipe, João Francisco Gomes Correia, Eduardo Antonio Ferreira, Maria Helena Rossi, Fernando de Moura Gatti, Danilo Wilhelm Filho, Rozangela Curi Pedrosa. Brazilian Bidens pilosa Linné yields fraction containing quercetin-derived flavonoid with free radical scavenger activity and hepatoprotective effects. The Libyan journal of medicine. 2011 Jan; 6(?):. doi: 10.3402/ljm.v6i0.5651. [PMID: 21526045]
  • Yu-Tang Tung, Chih-An Hsu, Chien-Shu Chen, Suh-Ching Yang, Chi-Chang Huang, Shang-Tzen Chang. Phytochemicals from Acacia confusa heartwood extracts reduce serum uric acid levels in oxonate-induced mice: their potential use as xanthine oxidase inhibitors. Journal of agricultural and food chemistry. 2010 Sep; 58(18):9936-41. doi: 10.1021/jf102689k. [PMID: 20806936]
  • Teresa Dias, Hélder Mota-Filipe, Bo Liu, Peter Jones, Peter J Houghton, Alexandra Paulo. Recovery of oral glucose tolerance by Wistar rats after treatment with Coreopsis tinctoria infusion. Phytotherapy research : PTR. 2010 May; 24(5):699-705. doi: 10.1002/ptr.2998. [PMID: 19827015]
  • Yu-Tang Tung, Shang-Tzen Chang. Inhibition of xanthine oxidase by Acacia confusa extracts and their phytochemicals. Journal of agricultural and food chemistry. 2010 Jan; 58(2):781-6. doi: 10.1021/jf901498q. [PMID: 20047272]
  • Fumio Matsuda, Keiko Yonekura-Sakakibara, Rie Niida, Takashi Kuromori, Kazuo Shinozaki, Kazuki Saito. MS/MS spectral tag-based annotation of non-targeted profile of plant secondary metabolites. The Plant journal : for cell and molecular biology. 2009 Feb; 57(3):555-77. doi: 10.1111/j.1365-313x.2008.03705.x. [PMID: 18939963]