6-Geranylnaringenin (BioDeep_00000017439)

Main id: BioDeep_00000269995

 

human metabolite PANOMIX_OTCML-2023


代谢物信息卡片


4H-1-Benzopyran-4-one, 6-[(2E)-3,7-dimethyl-2,6-octadienyl]-2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-, (2S)- (9CI)

化学式: C25H28O5 (408.1936638)
中文名称: 6-香叶草基柚皮素
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC(=CCCC(=CCC1=C(C2=C(C=C1O)OC(CC2=O)C3=CC=C(C=C3)O)O)C)C
InChI: InChI=1S/C25H28O5/c1-15(2)5-4-6-16(3)7-12-19-20(27)13-23-24(25(19)29)21(28)14-22(30-23)17-8-10-18(26)11-9-17/h5,7-11,13,22,26-27,29H,4,6,12,14H2,1-3H3/b16-7+/t22-/m0/s1

描述信息

6-geranylnaringenin is a member of the class of compounds known as 6-prenylated flavanones. 6-prenylated flavanones are flavanones that features a C5-isoprenoid substituent at the 6-position. 6-geranylnaringenin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 6-geranylnaringenin can be found in beer, which makes 6-geranylnaringenin a potential biomarker for the consumption of this food product.
Bonannione A is a natural product found in Diplacus clevelandii, Schizolaena hystrix, and other organisms with data available.

同义名列表

9 个代谢物同义名

4H-1-Benzopyran-4-one, 6-[(2E)-3,7-dimethyl-2,6-octadienyl]-2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-, (2S)- (9CI); 4H-1-benzopyran-4-one, 6-[(2E)-3,7-dimethyl-2,6-octadienyl]-2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-, (2S)-; (2S)-6-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one; 4H-1-Benzopyran-4-one, 6-(3,7-dimethyl-2,6-octadienyl)-2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-, [S-(E)]-; (2S)-6-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzopyran-4-one; (2S)-6-[(2E)-3,7-dimethylocta-2,6-dienyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one; 6-Geranylnaringenin; Bonannione A; Mimulone



数据库引用编号

8 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)

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

  • Zuzana Hanáková, Jan Hošek, Zsófia Kutil, Veronika Temml, Přemysl Landa, Tomáš Vaněk, Daniela Schuster, Stefano Dall'Acqua, Josef Cvačka, Ondřej Polanský, Karel Šmejkal. Anti-inflammatory Activity of Natural Geranylated Flavonoids: Cyclooxygenase and Lipoxygenase Inhibitory Properties and Proteomic Analysis. Journal of natural products. 2017 04; 80(4):999-1006. doi: 10.1021/acs.jnatprod.6b01011. [PMID: 28322565]
  • Jung Keun Cho, Marcus J Curtis-Long, Kon Ho Lee, Dae Wook Kim, Hyung Won Ryu, Heung Joo Yuk, Ki Hun Park. Geranylated flavonoids displaying SARS-CoV papain-like protease inhibition from the fruits of Paulownia tomentosa. Bioorganic & medicinal chemistry. 2013 Jun; 21(11):3051-7. doi: 10.1016/j.bmc.2013.03.027. [PMID: 23623680]
  • Jung Keun Cho, Young Bae Ryu, Marcus J Curtis-Long, Hyung Won Ryu, Heung Joo Yuk, Dae Wook Kim, Hye Jin Kim, Woo Song Lee, Ki Hun Park. Cholinestrase inhibitory effects of geranylated flavonoids from Paulownia tomentosa fruits. Bioorganic & medicinal chemistry. 2012 Apr; 20(8):2595-602. doi: 10.1016/j.bmc.2012.02.044. [PMID: 22445674]
  • Karel Smejkal, Jana Svacinová, Tereza Slapetová, Kristýna Schneiderová, Stefano Dall'acqua, Gabbriella Innocenti, Veronika Závalová, Peter Kollár, Stanislav Chudík, Radek Marek, Ondrej Julínek, Marie Urbanová, Murat Kartal, Marek Csöllei, Karel Dolezal. Cytotoxic activities of several geranyl-substituted flavanones. Journal of natural products. 2010 Apr; 73(4):568-72. doi: 10.1021/np900681y. [PMID: 20192247]
  • Tomohisa Kuzuyama, Joseph P Noel, Stéphane B Richard. Structural basis for the promiscuous biosynthetic prenylation of aromatic natural products. Nature. 2005 Jun; 435(7044):983-7. doi: 10.1038/nature03668. [PMID: 15959519]
  • J Daniel Hare, Dan B Borchardt. Structure of a geranyl-alpha-pyrone from Mimulus aurantiacus leaf resin. Phytochemistry. 2002 Feb; 59(4):375-8. doi: 10.1016/s0031-9422(01)00434-4. [PMID: 11830151]