Licocoumarone (BioDeep_00000019075)

Main id: BioDeep_00000270452

 

human metabolite PANOMIX_OTCML-2023 natural product


Metabolite Card


4-[6-hydroxy-4-methoxy-5-(3-methylbut-2-en-1-yl)-1-benzofuran-2-yl]benzene-1,3-diol

  Formula: C20H20O5 (340.1311)
Chinese Names:
  Spectrum Hits: Top Source () %

Molecular Structure

SMILES: CC(=CCC1=C(C2=C(C=C1O)OC(=C2)C3=C(C=C(C=C3)O)O)OC)C
InChI: InChI=1S/C20H20O5/c1-11(2)4-6-14-17(23)10-19-15(20(14)24-3)9-18(25-19)13-7-5-12(21)8-16(13)22/h4-5,7-10,21-23H,6H2,1-3H3


Description

Licocoumarone is found in herbs and spices. Licocoumarone is isolated from roots of Glycyrrhiza uralensis (Chinese licorice).
Isolated from roots of Glycyrrhiza uralensis (Chinese licorice). Licocoumarone is found in herbs and spices.

Synonyms

18 synonym names

4-[6-hydroxy-4-methoxy-5-(3-methylbut-2-en-1-yl)-1-benzofuran-2-yl]benzene-1,3-diol; 4-[6-Hydroxy-4-methoxy-5-(3-methyl-2-butenyl)-2-benzofuranyl]-1,3-benzenediol, 9ci; 2-(2,4-Dihydroxyphenyl)-6-hydroxy-5-isopentenyl-4-methoxybenzofuran; 2-(3,4-Dihydroxyphenyl)-6-hydroxy-4-methoxy-5-prenylbenzofuran; Benzyl(2-hydroxyethyl)dimethylammonium, hydroxide; Benzyl(2-hydroxyethyl)dimethylammonium hydroxide; Licocoumarone; 1,3-Benzenediol, 4-(6-hydroxy-4-methoxy-5-(3-methyl-2-buten-1-yl)-2-benzofuranyl)-; 1,3-Benzenediol, 4-[6-hydroxy-4-methoxy-5-(3-methyl-2-buten-1-yl)-2-benzofuranyl]-; 2-(2',4'-dihydroxyphenyl)-6-hydroxy-5-isopentenyl-4-methoxybenzofuran; 4-(6-Hydroxy-4-methoxy-5-(3-methyl-2-buten-1-yl)-2-benzofuranyl)-1,3-benzenediol; 4-(6-hydroxy-4-methoxy-5-(3-methylbut-2-en-1-yl)-1-benzofuran-2-yl)benzene-1,3-diol; 4-[6-Hydroxy-4-methoxy-5-(3-methyl-but-2-enyl)-benzofuran-2-yl]-benzene-1,3-diol; 4-[6-hydroxy-4-methoxy-5-(3-methylbut-2-enyl)-1-benzofuran-2-yl]benzene-1,3-diol; 4-[6-hydroxy-4-methoxy-5-(3-methylbut-2-enyl)benzofuran-2-yl]benzene-1,3-diol; Arylbenzofuran flavonoid base + 3O, 1MeO, 1Prenyl; EFB3Z7MN3P; UNII-EFB3Z7MN3P



Cross Reference

12 cross reference id

Classification Terms

Related Pathways

Reactome()

BioCyc()

PlantCyc()

Biological Process

related biological process reactions.

Reactome()

BioCyc()

WikiPathways()

Plant Reactome()

INOH()

PlantCyc()

COVID-19 Disease Map()

PathBank()

PharmGKB()

29 organism taxonomy source information

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。

Sub-cellular location Genes


Literature Reference

  • Jing-Ran Fan, Yi Kuang, Ze-Yuan Dong, Yang Yi, Yan-Xia Zhou, Bin Li, Xue Qiao, Min Ye. Prenylated Phenolic Compounds from the Aerial Parts of Glycyrrhiza uralensis as PTP1B and α-Glucosidase Inhibitors. Journal of natural products. 2020 04; 83(4):814-824. doi: 10.1021/acs.jnatprod.9b00262. [PMID: 32196343]
  • Chao Zhao, Dun Wang, Zexuan Gao, Hongfeng Kan, Feng Qiu, Lixia Chen, Hua Li. Licocoumarone induces BxPC-3 pancreatic adenocarcinoma cell death by inhibiting DYRK1A. Chemico-biological interactions. 2020 Jan; 316(?):108913. doi: 10.1016/j.cbi.2019.108913. [PMID: 31838052]
  • Takashi Matsui, Subehan Lallo, Khoirun Nisa, Hiroyuki Morita. Filamenting temperature-sensitive mutant Z inhibitors from Glycyrrhiza glabra and their inhibitory mode of action. Bioorganic & medicinal chemistry letters. 2017 03; 27(6):1420-1424. doi: 10.1016/j.bmcl.2017.01.095. [PMID: 28196701]
  • Shuai Ji, Ziwei Li, Wei Song, Yongrui Wang, Wenfei Liang, Kai Li, Shunan Tang, Qi Wang, Xue Qiao, Demin Zhou, Siwang Yu, Min Ye. Bioactive Constituents of Glycyrrhiza uralensis (Licorice): Discovery of the Effective Components of a Traditional Herbal Medicine. Journal of natural products. 2016 Feb; 79(2):281-92. doi: 10.1021/acs.jnatprod.5b00877. [PMID: 26841168]
  • 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]
  • Songpei Li, Wei Li, Yinghua Wang, Yoshihisa Asada, Kazuo Koike. Prenylflavonoids from Glycyrrhiza uralensis and their protein tyrosine phosphatase-1B inhibitory activities. Bioorganic & medicinal chemistry letters. 2010 Sep; 20(18):5398-401. doi: 10.1016/j.bmcl.2010.07.110. [PMID: 20724155]
  • 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]
  • Makoto Watanabe, Sumio Hayakawa, Mamoru Isemura, Shigenori Kumazawa, Tsutomu Nakayama, Chihiro Mori, Toshioki Kawakami. Identification of licocoumarone as an apoptosis-inducing component in licorice. Biological & pharmaceutical bulletin. 2002 Oct; 25(10):1388-90. doi: 10.1248/bpb.25.1388. [PMID: 12392103]