2-Hydroxychalcone (BioDeep_00000405671)
Secondary id: BioDeep_00000003657, BioDeep_00000402759, BioDeep_00000865017
natural product PANOMIX_OTCML-2023
代谢物信息卡片
化学式: C15H12O2 (224.0837)
中文名称: (E)-2′-羟基查耳酮, 2-羟基查尔酮, (E)-2-羟基查耳酮, 2-羟基查酮, 2'-羟基查尔酮
谱图信息:
最多检出来源 Viridiplantae(plant) 10.65%
分子结构信息
SMILES: C1=CC=C(C=C1)C(=O)C=CC2=CC=CC=C2O
InChI: InChI=1S/C15H12O2/c16-14-9-5-4-8-13(14)10-11-15(17)12-6-2-1-3-7-12/h1-11,16H/b11-10+
描述信息
2-hydroxychalcone, a natural flavonoid, is a potent antioxidant, inhibiting lipid peroxidation. 2-Hydroxychalcone induces apoptosis by Bcl-2 downregulation. 2-Hydroxychalcone inhibits the activation of NF-kB[1][2][3].
2-hydroxychalcone, a natural flavonoid, is a potent antioxidant, inhibiting lipid peroxidation. 2-Hydroxychalcone induces apoptosis by Bcl-2 downregulation. 2-Hydroxychalcone inhibits the activation of NF-kB[1][2][3].
同义名列表
数据库引用编号
36 个数据库交叉引用编号
- ChEBI: CHEBI:27916
- KEGG: C09321
- KEGGdrug: D78085
- PubChem: 638276
- PubChem: 5367146
- ChEMBL: CHEMBL32147
- ChEMBL: CHEMBL147067
- CAS: 1214-47-7
- CAS: 888-12-0
- CAS: 42224-53-3
- CAS: 644-78-0
- MoNA: Bruker_HCD_library000243
- MoNA: Bruker_HCD_library001219
- MoNA: VF-NPL-QTOF003130
- MoNA: VF-NPL-QTOF003129
- MoNA: VF-NPL-QTOF003128
- MoNA: VF-NPL-QTOF003127
- MoNA: VF-NPL-QTOF003126
- MoNA: VF-NPL-QTOF003125
- MoNA: VF-NPL-LTQ000002
- MoNA: VF-NPL-LTQ000001
- MoNA: VF-NPL-QEHF000018
- MoNA: VF-NPL-QEHF000017
- MoNA: VF-NPL-QEHF000016
- MoNA: VF-NPL-QEHF000015
- MoNA: VF-NPL-QEHF000014
- MoNA: VF-NPL-QEHF000013
- MoNA: FiehnHILIC001635
- MoNA: FiehnHILIC000049
- PubChem: 11512
- 3DMET: B01114
- NIKKAJI: J133.569C
- RefMet: 2-Hydroxychalcone
- medchemexpress: HY-119931
- LOTUS: LTS0040484
- wikidata: Q27103405
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)
1 个相关的物种来源信息
- 666371 - Cryptocarya concinna: 10.1007/S11418-009-0368-Y
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
- Ioanna Kostopoulou, Andromachi Tzani, Nestor-Ioannis Polyzos, Maria-Anna Karadendrou, Eftichia Kritsi, Eleni Pontiki, Thalia Liargkova, Dimitra Hadjipavlou-Litina, Panagiotis Zoumpoulakis, Anastasia Detsi. Exploring the 2'-Hydroxy-Chalcone Framework for the Development of Dual Antioxidant and Soybean Lipoxygenase Inhibitory Agents.
Molecules (Basel, Switzerland).
2021 May; 26(9):. doi:
10.3390/molecules26092777
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Journal of natural products.
2020 10; 83(10):3111-3121. doi:
10.1021/acs.jnatprod.0c00699
. [PMID: 32975953] - Zhaodi Xie, Xiaoting Luo, Zhuan Zou, Xiao Zhang, Feifei Huang, Ruishan Li, Shijie Liao, Yun Liu. Synthesis and evaluation of hydroxychalcones as multifunctional non-purine xanthine oxidase inhibitors for the treatment of hyperuricemia.
Bioorganic & medicinal chemistry letters.
2017 08; 27(15):3602-3606. doi:
10.1016/j.bmcl.2017.01.053
. [PMID: 28655421] - Neera Raghav, Shweta Garg, Indu Ravish. Conversion of 2'-substituted chalcones in the presence of BSA as evidenced by ¹H NMR studies.
International journal of biological macromolecules.
2016 Apr; 85(?):23-8. doi:
10.1016/j.ijbiomac.2015.12.060
. [PMID: 26723247] - Santosh N Mokale, Manjusha C Nevase, Nikhil S Sakle, Pritam N Dube, Vishakha R Shelke, Swati A Bhavale, Afreen Begum. Synthesis and in-vivo hypolipidemic activity of some novel substituted phenyl isoxazol phenoxy acetic acid derivatives.
Bioorganic & medicinal chemistry letters.
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Bioorganic & medicinal chemistry.
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. [PMID: 24565968] - Lei Ma, Zhengyi Yang, Chenjing Li, Zhiyuan Zhu, Xu Shen, Lihong Hu. Design, synthesis and SAR study of hydroxychalcone inhibitors of human β-secretase (BACE1).
Journal of enzyme inhibition and medicinal chemistry.
2011 Oct; 26(5):643-8. doi:
10.3109/14756366.2010.543420
. [PMID: 21222511] - Mauricio Cabrera, Macarena Simoens, Gabriela Falchi, M Laura Lavaggi, Oscar E Piro, Eduardo E Castellano, Anabel Vidal, Amaia Azqueta, Antonio Monge, Adela López de Ceráin, Gabriel Sagrera, Gustavo Seoane, Hugo Cerecetto, Mercedes González. Synthetic chalcones, flavanones, and flavones as antitumoral agents: biological evaluation and structure-activity relationships.
Bioorganic & medicinal chemistry.
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. [PMID: 17383189] - Hadil Abuarqoub, Roberta Foresti, Colin J Green, Roberto Motterlini. Heme oxygenase-1 mediates the anti-inflammatory actions of 2'-hydroxychalcone in RAW 264.7 murine macrophages.
American journal of physiology. Cell physiology.
2006 Apr; 290(4):C1092-9. doi:
10.1152/ajpcell.00380.2005
. [PMID: 16291820] - Roberta Foresti, Martha Hoque, Diego Monti, Colin J Green, Roberto Motterlini. Differential activation of heme oxygenase-1 by chalcones and rosolic acid in endothelial cells.
The Journal of pharmacology and experimental therapeutics.
2005 Feb; 312(2):686-93. doi:
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. [PMID: 15537827] - Jan F Stevens, Cristobal L Miranda, Balz Frei, Donald R Buhler. Inhibition of peroxynitrite-mediated LDL oxidation by prenylated flavonoids: the alpha,beta-unsaturated keto functionality of 2'-hydroxychalcones as a novel antioxidant pharmacophore.
Chemical research in toxicology.
2003 Oct; 16(10):1277-86. doi:
10.1021/tx020100d
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Biochemical pharmacology.
1996 Nov; 52(10):1631-8. doi:
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. [PMID: 8937479] - J F Ballesteros, M J Sanz, A Ubeda, M A Miranda, S Iborra, M Payá, M J Alcaraz. Synthesis and pharmacological evaluation of 2'-hydroxychalcones and flavones as inhibitors of inflammatory mediators generation.
Journal of medicinal chemistry.
1995 Jul; 38(14):2794-7. doi:
10.1021/jm00014a032
. [PMID: 7629818] - S Sogawa, Y Nihro, H Ueda, A Izumi, T Miki, H Matsumoto, T Satoh. 3,4-Dihydroxychalcones as potent 5-lipoxygenase and cyclooxygenase inhibitors.
Journal of medicinal chemistry.
1993 Nov; 36(24):3904-9. doi:
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