Biflorin (BioDeep_00000007102)

 

Secondary id: BioDeep_00000871048

human metabolite PANOMIX_OTCML-2023 natural product


代谢物信息卡片


5,7-dihydroxy-2-methyl-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-4H-chromen-4-one

化学式: C16H18O9 (354.0950778)
中文名称:
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 11.9%

分子结构信息

SMILES: CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)=C(O)C=C2O1
InChI: InChI=1S/C16H18O9/c1-5-2-6(18)10-8(24-5)3-7(19)11(13(10)21)16-15(23)14(22)12(20)9(4-17)25-16/h2-3,9,12,14-17,19-23H,4H2,1H3/t9-,12-,14+,15-,16+/m1/s1

描述信息

Biflorin is an o-naphthoquinone isolated from Capraria biflora L. (Scrophulariaceae, a perennial shrub widely distributed in several countries of tropical America). Biflorin has cytotoxic and antioxidant potential, strongly inhibiting the growth of five tested tumor cell lines, especially the skin, breast and colon cancer cells with IC50 of 0.40, 0.43 and 0.88 micro/ml for B16, MCF-7 and HCT-8, respectively, while the antioxidant activity was assayed against autoxidation of oleic acid in a water/alcohol system. (PMID: 16042338).
Constituent of Eugenia caryophyllata (clove)

同义名列表

5 个代谢物同义名

5,7-dihydroxy-2-methyl-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-4H-chromen-4-one; 6,9-Dimethyl-3-(4-methyl-3-pentenyl)naphtho(1,8-BC)pyran-7,8-dione; 6beta-C-Glucopyranosyl-5,7-dihydroxy-2-methylchromone; Biflorin; Biflorin



数据库引用编号

17 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)

43 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

  • Aluísio Marques da Fonseca, Neidelenio Baltazar Soares, Regilany Paulo Colares, Mauro Macedo de Oliveira, Larissa Santos Oliveira, Gabrielle Silva Marinho, Mira Raya Paula de Lima, Matheus Nunes da Rocha, Hélcio Silva Dos Santos, Emmanuel Silva Marinho. Naphthoquinones biflorin and bis-biflorin (Capraria biflora) as possible inhibitors of the fungus Candida auris polymerase: molecular docking, molecular dynamics, MM/GBSA calculations and in silico drug-likeness study. Journal of biomolecular structure & dynamics. 2023 Jan; ?(?):1-14. doi: 10.1080/07391102.2022.2163702. [PMID: 36597918]
  • Seung Jun Yang, Jong Hoon Ryu, Dae Sik Jang, Liang Yang, Hyo-Kyung Han. A sensitive LC-MS/MS method for the quantitative determination of biflorin in rat plasma and its application to pharmacokinetic studies. Journal of pharmaceutical and biomedical analysis. 2015 Nov; 115(?):272-6. doi: 10.1016/j.jpba.2015.07.032. [PMID: 26263054]
  • Edson R B Santana, João P Ferreira-Neto, Ricardo Yara, Kêsia X F R Sena, Adriana Fontes, Cláudia S A Lima. Biological activity and photostability of biflorin micellar nanostructures. Molecules (Basel, Switzerland). 2015 May; 20(5):8595-604. doi: 10.3390/molecules20058595. [PMID: 25985360]
  • Gabrielle G N S Wisintainer, Evelyne R B Simões, Telma L G Lemos, Sidnei Moura, Luciana G S Souza, Aluisio M Fonseca, Manoel Odorico Moraes, Claudia Pessoa, Mariana Roesch-Ely, João A P Henriques. Biflorin: an o-naphthoquinone of clinical significance. Anais da Academia Brasileira de Ciencias. 2014 Dec; 86(4):1907-14. doi: 10.1590/0001-3765201420140085. [PMID: 25590726]
  • Adriana Andrade Carvalho, Patrícia Marçal da Costa, Luciana Gregório Da Silva Souza, Telma Leda G Lemos, Ana Paula Negreiros Nunes Alves, Cláudia Pessoa, Manoel Odorico de Moraes. Inhibition of metastatic potential of B16-F10 melanoma cell line in vivo and in vitro by biflorin. Life sciences. 2013 Aug; 93(5-6):201-7. doi: 10.1016/j.lfs.2013.05.018. [PMID: 23743169]
  • Marne C Vasconcellos, Dinara J Moura, Renato M Rosa, Miriana S Machado, Temenouga N Guecheva, Izabel Villela, Bruna F Immich, Raquel C Montenegro, Aluísio M Fonseca, Telma L G Lemos, Maria Elisabete A Moraes, Jenifer Saffi, Letícia V Costa-Lotufo, Manoel O Moraes, João A P Henriques. Evaluation of the cytotoxic and antimutagenic effects of biflorin, an antitumor 1,4 o-naphthoquinone isolated from Capraria biflora L. Archives of toxicology. 2010 Oct; 84(10):799-810. doi: 10.1007/s00204-010-0567-z. [PMID: 20571778]
  • L Cai, C D Wu. Compounds from Syzygium aromaticum possessing growth inhibitory activity against oral pathogens. Journal of natural products. 1996 Oct; 59(10):987-90. doi: 10.1021/np960451q. [PMID: 8904847]