Burchellin (BioDeep_00000232657)

   


Metabolite Card


(2S,3S,3Ar)-2-(2H-1,3-benzodioxol-5-yl)-5-methoxy-3-methyl-3a-(prop-2-en-1-yl)-3,3a-dihydro-1-benzofuran-6(2H)-one

Formula: C20H20O5 (340.13106700000003)
Chinese Names: 布尔乞灵
Spectrum Hits: Top Source () 0%

Molecular Structure

SMILES: C=CCC12C=C(OC)C(=O)C=C1OC(c1ccc3c(c1)OCO3)C2C
InChI: InChI=1S/C20H20O5/c1-4-7-20-10-17(22-3)14(21)9-18(20)25-19(12(20)2)13-5-6-15-16(8-13)24-11-23-15/h4-6,8-10,12,19H,1,7,11H2,2-3H3

Description

A neolignan with formula C20H20O5 that is isolated from Ocotea cymbarum and Piper wallichii. It is active against a variety of parasites including T. cruzi, the vector for Chagas disease.

Synonyms

2 synonym names

Burchellin; (2S,3S,3Ar)-2-(2H-1,3-benzodioxol-5-yl)-5-methoxy-3-methyl-3a-(prop-2-en-1-yl)-3,3a-dihydro-1-benzofuran-6(2H)-one



Cross Reference

9 cross reference id

Classification Terms

Related Pathways

Reactome(0)

BioCyc(0)

PlantCyc(0)

Biological Process

0 related biological process reactions.

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

10 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。



Literature Reference

  • Juliana Oliveira Abreu Narciso, Renata Oliveira de Araújo Soares, Jacenir Reis dos Santos Mallet, Anthony Érico Guimarães, Maria Célia de Oliveira Chaves, José Maria Barbosa-Filho, Marise Maleck. Burchellin: study of bioactivity against Aedes aegypti. Parasites & vectors. 2014 Apr; 7(?):172. doi: 10.1186/1756-3305-7-172. [PMID: 24713267]
  • M M O Cabral, J M Barbosa-Filho, G L A Maia, M C O Chaves, M V Braga, W De Souza, R O A Soares. Neolignans from plants in northeastern Brazil (Lauraceae) with activity against Trypanosoma cruzi. Experimental parasitology. 2010 Mar; 124(3):319-24. doi: 10.1016/j.exppara.2009.11.007. [PMID: 19944690]
  • Marise M O Cabral, Eloi S Garcia, Otto R Gottlieb, Alphonse Kelecom. Degradation of the neolignan, burchellin in the hemolymph of the bloodsucking insect Rhodnius prolixus. Fitoterapia. 2008 Jan; 79(1):59-63. doi: 10.1016/j.fitote.2007.07.004. [PMID: 17904765]
  • E S Garcia, P Azambuja. Lignoids in insects: chemical probes for the study of ecdysis, excretion and Trypanosoma cruzi-triatomine interactions. Toxicon : official journal of the International Society on Toxinology. 2004 Sep; 44(4):431-40. doi: 10.1016/j.toxicon.2004.05.007. [PMID: 15302525]
  • M M Cabral, A H Kollien, T Kleffmann, P Azambuja, O R Gottlieb, E S Garcia, G A Schaub. Rhodnius prolixus: effects of the neolignan burchellin on in vivo and in vitro diuresis. Parasitology research. 2000 Sep; 86(9):710-6. doi: 10.1007/pl00008556. [PMID: 11002977]
  • M M Cabral, P Azambuja, O R Gottlieb, E S Garcia. Neolignans inhibit Trypanosoma cruzi infection of its triatomine insect vector, Rhodnius prolixus. Parasitology research. 1999 Mar; 85(3):184-7. doi: 10.1007/s004360050532. [PMID: 9951960]
  • S M Li, G Q Han, B H Arison, M N Chang. [Studies on the chemical constituents of Piper hancei Maxim (II)]. Yao xue xue bao = Acta pharmaceutica Sinica. 1987 Mar; 22(3):196-202. doi: ". [PMID: 3661206]