2'-O-Methylisoliquiritigenin (BioDeep_00000003800)

Main id: BioDeep_00000396354

 

human metabolite PANOMIX_OTCML-2023


代谢物信息卡片


(2E)-1-(4-Hydroxy-2-methoxyphenyl)-3-(4-hydroxyphenyl)-2-propen-1-one

化学式: C16H14O4 (270.0892044)
中文名称: 2-O-甲基异甘草苷元
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: c1(C(=O)/C=C/c2ccc(cc2)O)c(cc(cc1)O)OC
InChI: InChI=1S/C16H14O4/c1-20-16-10-13(18)7-8-14(16)15(19)9-4-11-2-5-12(17)6-3-11/h2-10,17-18H,1H3/b9-4+

描述信息

2-O-Methylisoliquiritigenin (CAS: 51828-10-5), also known as 4,4-dihydroxy-2-methoxychalcone or 3-deoxysappanchalcone, belongs to the class of organic compounds known as cinnamylphenols. These are organic compounds containing the 1,3-diphenylpropene moiety with one benzene ring bearing one or more hydroxyl groups. Thus, 2-O-methylisoliquiritigenin is considered to be a flavonoid lipid molecule. 2-O-Methylisoliquiritigenin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 2-O-Methylisoliquiritigenin is a stress metabolite of Pisum sativum (pea).
Stress metabolite of Pisum sativum (pea). 2-Methylisoliquiritigenin is found in pulses and common pea.
2'-O-Methylisoliquiritigenin, isolated from the Arachis species, up-regulates 5-HT, NE, DA and GABA pathways, but does not put a very significant effect on ne NE pathway[1].
2'-O-Methylisoliquiritigenin, isolated from the Arachis species, up-regulates 5-HT, NE, DA and GABA pathways, but does not put a very significant effect on ne NE pathway[1].
2'-O-Methylisoliquiritigenin, isolated from the Arachis species, up-regulates 5-HT, NE, DA and GABA pathways, but does not put a very significant effect on ne NE pathway[1].

同义名列表

18 个代谢物同义名

(2E)-1-(4-Hydroxy-2-methoxyphenyl)-3-(4-hydroxyphenyl)-2-propen-1-one; (2E)-1-(4-hydroxy-2-methoxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one; 3-(4-Hydroxyphenyl)-1-(4-hydroxy-2-methoxyphenyl)-2-propen-1-one; 1-(4-Hydroxy-2-methoxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one; 1-(4-Hydroxy-2-methoxyphenyl)-3-(4-hydroxyphenyl)-2-propen-1-one; Isoliquiritigenin 2’-methyl ether; 4,4’-Dihydroxy-2’-methoxychalcone; Isoliquiritigenin 2-methyl ether; Isoliquiritigenin 2-methy ether; 4,4-dihydroxy-2-methoxychalcone; 2’-O-Methylisoliquiritigenin; 2-O-Methylisoliquiritigenin; 2’-Methoxyisoliquiritigenin; 2-Methoxyisoliquiritigenin; 2’-Methylisoliquiritigenin; 2-Methylisoliquiritigenin; 3-deoxysappanchalcone; 2'-O-Methylisoliquiritigenin



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(1)

PlantCyc(1)

代谢反应

10 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(1)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(9)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

20 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。



文献列表

  • Hoonhee Seo, Sukyung Kim, Hafij Al Mahmud, Md Imtiazul Islam, Kung-Woo Nam, Byung-Eui Lee, Hanna Lee, Myoung-Lae Cho, Heung-Mook Shin, Ho-Yeon Song. In vitro Antitubercular Activity of 3-Deoxysappanchalcone Isolated From the Heartwood of Caesalpinia sappan Linn. Phytotherapy research : PTR. 2017 Oct; 31(10):1600-1606. doi: 10.1002/ptr.5890. [PMID: 28816372]
  • Yuanchao Xie, Bing Huang, Kexiang Yu, Fangyuan Shi, Tianqi Liu, Wenfang Xu. Caffeic acid derivatives: a new type of influenza neuraminidase inhibitors. Bioorganic & medicinal chemistry letters. 2013 Jun; 23(12):3556-60. doi: 10.1016/j.bmcl.2013.04.033. [PMID: 23664211]
  • Wan-Chun Lai, Hui-Chun Wang, Guan-Yu Chen, Juan-Cheng Yang, Michal Korinek, Chia-Jung Hsieh, Hiroshi Nozaki, Ken-Ichiro Hayashi, Chih-Chung Wu, Yang-Chang Wu, Fang-Rong Chang. Using the pER8:GUS reporter system to screen for phytoestrogens from Caesalpinia sappan. Journal of natural products. 2011 Aug; 74(8):1698-706. doi: 10.1021/np100920q. [PMID: 21800859]
  • Hyung-Jun Kwon, Ha-Hyun Kim, Young Bae Ryu, Jang Hoon Kim, Hyung Jae Jeong, Seung-Woong Lee, Jong Sun Chang, Kyoung-Oh Cho, Mun-Chual Rho, Su-Jin Park, Woo Song Lee. In vitro anti-rotavirus activity of polyphenol compounds isolated from the roots of Glycyrrhiza uralensis. Bioorganic & medicinal chemistry. 2010 Nov; 18(21):7668-74. doi: 10.1016/j.bmc.2010.07.073. [PMID: 20850329]
  • Young Bae Ryu, Jang Hoon Kim, Su-Jin Park, Jong Sun Chang, Mun-Chual Rho, Ki-Hwan Bae, Ki Hun Park, Woo Song Lee. Inhibition of neuraminidase activity by polyphenol compounds isolated from the roots of Glycyrrhiza uralensis. Bioorganic & medicinal chemistry letters. 2010 Feb; 20(3):971-4. doi: 10.1016/j.bmcl.2009.12.106. [PMID: 20064716]
  • Suresh Awale, Tatsuya Miyamoto, Thein Zaw Linn, Feng Li, Nwet Nwet Win, Yasuhiro Tezuka, Hiroyasu Esumi, Shigetoshi Kadota. Cytotoxic constituents of Soymida febrifuga from Myanmar. Journal of natural products. 2009 Sep; 72(9):1631-6. doi: 10.1021/np9003323. [PMID: 19689125]
  • Orapun Yodsaoue, Sarot Cheenpracha, Chatchanok Karalai, Chanita Ponglimanont, Supinya Tewtrakul. Anti-allergic activity of principles from the roots and heartwood of Caesalpinia sappan on antigen-induced beta-hexosaminidase release. Phytotherapy research : PTR. 2009 Jul; 23(7):1028-31. doi: 10.1002/ptr.2670. [PMID: 19173220]
  • Suresh Awale, Feng Li, Hiroko Onozuka, Hiroyasu Esumi, Yasuhiro Tezuka, Shigetoshi Kadota. Constituents of Brazilian red propolis and their preferential cytotoxic activity against human pancreatic PANC-1 cancer cell line in nutrient-deprived condition. Bioorganic & medicinal chemistry. 2008 Jan; 16(1):181-9. doi: 10.1016/j.bmc.2007.10.004. [PMID: 17950610]