4-Nerolidylcatechol (BioDeep_00000617300)

   

natural product


代谢物信息卡片


4-[(6E)-3,7,11-trimethyldodeca-1,6,10-trien-3-yl]benzene-1,2-diol

化学式: C21H30O2 (314.2246)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C=CC(C)(CC/C=C(\C)CCC=C(C)C)c1ccc(O)c(O)c1
InChI: InChI=1S/C21H30O2/c1-6-21(5,18-12-13-19(22)20(23)15-18)14-8-11-17(4)10-7-9-16(2)3/h6,9,11-13,15,22-23H,1,7-8,10,14H2,2-5H3/b17-11+

描述信息

同义名列表

3 个代谢物同义名

4-Nerolidylcatechol; 4-[(6E)-3,7,11-trimethyldodeca-1,6,10-trien-3-yl]benzene-1,2-diol; 3-(3,4-Dihydroxyphenyl)-3,7,11-trimethyl-1,6,10-dodecatriene



数据库引用编号

5 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)

16 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。

亚细胞结构定位 关联基因列表


文献列表

  • Danilo de Souza Costa, Carla Monteiro Leal, Rayssa A Cajas, Matheus Coutinho Gazolla, Lívia Mara Silva, Lara Soares Aleixo de Carvalho, Bruna L Lemes, Renato Oliveira de Moura, Juliana de Almeida, Josué de Moraes, Ademar A da Silva Filho. Antiparasitic properties of 4-nerolidylcatechol from Pothomorphe umbellata (L.) Miq. (Piperaceae) in vitro and in mice models with either prepatent or patent Schistosoma mansoni infections. Journal of ethnopharmacology. 2023 May; ?(?):116607. doi: 10.1016/j.jep.2023.116607. [PMID: 37149066]
  • Jolindo A Freitas, Rodrigo Sorrechia, Flávio A S Politi, André G Santos, Edvânio R Rodrigues, Lourdes C Santos, Ana M Fusco-Almeida, Andrew A Oliveira, Rafael V C Guido, Rosemeire C L R Pietro. In vitro bioassay guided anti-dermatophyte and cytotoxic activities from Piper umbellatum L. Miq. led to 4-nerolidylcatechol. Natural product research. 2020 Dec; 34(23):3423-3427. doi: 10.1080/14786419.2019.1569656. [PMID: 30784314]
  • Luiz Francisco Rocha e Silva, Karla Lagos Nogueira, Ana Cristina da Silva Pinto, Alejandro Miguel Katzin, Rodrigo A C Sussmann, Magno Perêa Muniz, Valter Ferreira de Andrade Neto, Francisco Célio Maia Chaves, Julia Penna Coutinho, Emerson Silva Lima, Antoniana Ursine Krettli, Wanderli Pedro Tadei, Adrian Martin Pohlit. In vivo antimalarial activity and mechanisms of action of 4-nerolidylcatechol derivatives. Antimicrobial agents and chemotherapy. 2015; 59(6):3271-80. doi: 10.1128/aac.05012-14. [PMID: 25801563]
  • Marilisa P N Gaetil, Polyana L Benfica, Livia P Mendes, Marcelo S Vieira, Jorge L V Anjos, Antônio Alonso, Kênnia R Rezende, Marize C Valadares, Eliana M Lima. Liposomal Entrapment of 4-Nerolidylcatechol: Impact on Phospholipid Dynamics, Drug Stability and Bioactivity. Journal of nanoscience and nanotechnology. 2015 Jan; 15(1):838-47. doi: 10.1166/jnn.2015.9188. [PMID: 26328448]
  • K S Fernandes, A H M Silva, S A Mendanha, K R Rezende, A Alonso. Antioxidant effect of 4-nerolidylcatechol and α-tocopherol in erythrocyte ghost membranes and phospholipid bilayers. Brazilian journal of medical and biological research = Revista brasileira de pesquisas medicas e biologicas. 2013 Sep; 46(9):780-8. doi: 10.1590/1414-431x20132940. [PMID: 24068194]
  • Bianca Souza Bagatela, Andrey Pereira Lopes, Fernando Luiz Affonso Fonseca, Márcio Adriano Andreo, Dhammika N P Nanayakkara, Jairo Kenupp Bastos, Fábio Ferreira Perazzo. Evaluation of antimicrobial and antimalarial activities of crude extract, fractions and 4-nerolidylcathecol from the aerial parts of Piper umbellata L. (Piperaceae). Natural product research. 2013; 27(23):2202-9. doi: 10.1080/14786419.2013.821123. [PMID: 23885642]
  • Andrey P Lopes, Bianca S Bagatela, Paulo C P Rosa, Dhammika N P Nanayakkara, José Carlos Tavares Carvalho, Edson L Maistro, Jairo K Bastos, Fábio F Perazzo. Antioxidant and cytotoxic effects of crude extract, fractions and 4-nerolidylcathecol from aerial parts of Pothomorphe umbellata L. (Piperaceae). BioMed research international. 2013; 2013(?):206581. doi: 10.1155/2013/206581. [PMID: 23509690]
  • Emerson Silva Lima, Ana Cristina Silva Pinto, Karla Lagos Nogueira, Luiz Francisco Rocha e Silva, Patricia Danielle Oliveira de Almeida, Marne Carvalho de Vasconcellos, Francisco Celio Maia Chaves, Wanderli Pedro Tadei, Adrian Martin Pohlit. Stability and antioxidant activity of semi-synthetic derivatives of 4-nerolidylcatechol. Molecules (Basel, Switzerland). 2012 Dec; 18(1):178-89. doi: 10.3390/molecules18010178. [PMID: 23262447]
  • Luiz Francisco Rocha E Silva, Ana Cristina Silva Pinto, Adrian Martin Pohlit, Etienne Louis Jacques Quignard, Pedro Paulo Ribeiro Vieira, Wanderli Pedro Tadei, Francisco Célio Maia Chaves, Jean Francisco Samonek, Carlos Alberto Jatoba Lima, Mônica Regina Farias Costa, Maria das Graças Costa Alecrim, Valter Ferreira Andrade-Neto. In vivo and in vitro antimalarial activity of 4-nerolidylcatechol. Phytotherapy research : PTR. 2011 Aug; 25(8):1181-8. doi: 10.1002/ptr.3424. [PMID: 21302338]
  • Ana Cristina da Silva Pinto, Francisco Célio Maia Chaves, Pierre Alexandre dos Santos, Cecília Verônica Nunez, Wanderli Pedro Tadei, Adrian Martin Pohlit. Piper peltatum: biomass and 4-nerolidylcatechol production. Planta medica. 2010 Sep; 76(13):1473-6. doi: 10.1055/s-0029-1240938. [PMID: 20195961]
  • Ana Cristina da Silva Pinto, Luis Francisco Rocha Silva, Bruno Coelho Cavalcanti, Márcia Rúbia Silva Melo, Francisco Célio Maia Chaves, Letícia Vera Costa Lotufo, Manoel Odorico de Moraes, Valter Ferreira de Andrade-Neto, Wanderli Pedro Tadei, Claudia O Pessoa, Pedro Paulo Ribeiro Vieira, Adrian Martin Pohlit. New antimalarial and cytotoxic 4-nerolidylcatechol derivatives. European journal of medicinal chemistry. 2009 Jun; 44(6):2731-5. doi: 10.1016/j.ejmech.2008.10.025. [PMID: 19084293]
  • C A Brohem, T C H Sawada, R R Massaro, R L Almeida, D P Rivelli, C D Ropke, V V da Silva, T M de Lima, R Curi, S B M Barros, S S Maria-Engler. Apoptosis induction by 4-nerolidylcatechol in melanoma cell lines. Toxicology in vitro : an international journal published in association with BIBRA. 2009 Feb; 23(1):111-9. doi: 10.1016/j.tiv.2008.11.004. [PMID: 19059332]
  • M C Valadares, K R Rezende, E R T Pereira, M C Sousa, B Gonçalves, J C de Assis, M J Kato. Protective effects of 4-nerolidylcatechol against genotoxicity induced by cyclophosphamide. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2007 Oct; 45(10):1975-8. doi: 10.1016/j.fct.2007.04.016. [PMID: 17574317]
  • Cristina D Ropke, Vanessa V da Silva, Clarissa Z Kera, Denise V Miranda, Rebeca L de Almeida, Tânia C H Sawada, Silvia B M Barros. In vitro and in vivo inhibition of skin matrix metalloproteinases by Pothomorphe umbellata root extract. Photochemistry and photobiology. 2006 Mar; 82(2):439-42. doi: 10.1562/2005-06-29-ra-596. [PMID: 16613496]
  • Vanessa V da Silva, Cristina D Ropke, Rebeca L de Almeida, Denise V Miranda, Clarissa Z Kera, Diogo P Rivelli, Tânia C H Sawada, Silvia B M Barros. Chemical stability and SPF determination of Pothomorphe umbellata extract gel and photostability of 4-nerolidylcathecol. International journal of pharmaceutics. 2005 Oct; 303(1-2):125-31. doi: 10.1016/j.ijpharm.2005.07.006. [PMID: 16129576]
  • Vitelbina Núñez, Víctor Castro, Renato Murillo, Luis A Ponce-Soto, Irmgard Merfort, Bruno Lomonte. Inhibitory effects of Piper umbellatum and Piper peltatum extracts towards myotoxic phospholipases A2 from Bothrops snake venoms: isolation of 4-nerolidylcatechol as active principle. Phytochemistry. 2005 May; 66(9):1017-25. doi: 10.1016/j.phytochem.2005.03.026. [PMID: 15896371]
  • Cristina D Röpke, Telma M Kaneko, Renata M Rodrigues, Vanessa V da Silva, Sonia Barros, Tânia C H Sawada, Massuo J Kato, Silvia B M Barros. Evaluation of percutaneous absorption of 4-nerolidylcathecol from four topical formulations. International journal of pharmaceutics. 2002 Dec; 249(1-2):109-16. doi: 10.1016/s0378-5173(02)00477-5. [PMID: 12433439]
  • E Mongelli, J Coussio, G Ciccia. Investigation of the larvicidal activity of Pothomorphe peltata and isolation of the active constituent. Phytotherapy research : PTR. 2002 Mar; 16 Suppl 1(?):S71-2. doi: 10.1002/ptr.753. [PMID: 11933144]
  • C Desmarchelier, S Barros, M Repetto, L R Latorre, M Kato, J Coussio, G Ciccia. 4-Nerolidylcatechol from Pothomorphe spp. scavenges peroxyl radicals and inhibits Fe(II)-dependent DNA damage. Planta medica. 1997 Dec; 63(6):561-3. doi: 10.1055/s-2006-957767. [PMID: 9434614]