3-O-Methylkaempferol (BioDeep_00000002775)

 

Secondary id: BioDeep_00000407050

human metabolite PANOMIX_OTCML-2023 natural product


代谢物信息卡片


5,7-dihydroxy-2-(4-hydroxyphenyl)-3-methoxy-4H-chromen-4-one

化学式: C16H12O6 (300.06338519999997)
中文名称: 异山柰素
谱图信息: 最多检出来源 Viridiplantae(plant) 3.1%

分子结构信息

SMILES: c1(cc(c2c(c1)oc(c(c2=O)OC)c1ccc(cc1)O)O)O
InChI: InChI=1S/C16H12O6/c1-21-16-14(20)13-11(19)6-10(18)7-12(13)22-15(16)8-2-4-9(17)5-3-8/h2-7,17-19H,1H3

描述信息

3-o-methylkaempferol, also known as 5,7,4-trihydroxy-3-methoxyflavone or isokaempferide, is a member of the class of compounds known as 3-o-methylated flavonoids. 3-o-methylated flavonoids are flavonoids with methoxy groups attached to the C3 atom of the flavonoid backbone. Thus, 3-o-methylkaempferol is considered to be a flavonoid lipid molecule. 3-o-methylkaempferol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 3-o-methylkaempferol can be found in common bean and coriander, which makes 3-o-methylkaempferol a potential biomarker for the consumption of these food products.

同义名列表

7 个代谢物同义名

5,7-dihydroxy-2-(4-hydroxyphenyl)-3-methoxy-4H-chromen-4-one; 5,7,4-trihydroxy-3-methoxyflavone; Kaempferol-3-O-methyl ether; Kaempferol 3-O-methyl ether; Kaempferol 3-methyl ether; 3-O-Methylkaempferol; Isokaempferide



数据库引用编号

16 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(1)

PlantCyc(1)

代谢反应

13 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(1)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(12)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

483 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

  • J A Cortes-Morales, A Olmedo-Juárez, G Trejo-Tapia, M González-Cortazar, B E Domínguez-Mendoza, P Mendoza-de Gives, A Zamilpa. In vitro ovicidal activity of Baccharis conferta Kunth against Haemonchus contortus. Experimental parasitology. 2019 Feb; 197(?):20-28. doi: 10.1016/j.exppara.2019.01.003. [PMID: 30633914]
  • Thanh Tra Nguyen, Bich Ngan Truong, Huong Doan Thi Mai, Marc Litaudon, Van Hung Nguyen, Thao Do Thi, Van Minh Chau, Van Cuong Pham. Cytotoxic dammarane-type triterpenoids from the leaves of Viburnum sambucinum. Bioorganic & medicinal chemistry letters. 2017 04; 27(8):1665-1669. doi: 10.1016/j.bmcl.2017.03.014. [PMID: 28318944]
  • Linh H Mai, Guy G Chabot, Philippe Grellier, Lionel Quentin, Vincent Dumontet, Cyril Poulain, Laila S Espindola, Sylvie Michel, Hue T B Vo, Brigitte Deguin, Raphaël Grougnet. Antivascular and anti-parasite activities of natural and hemisynthetic flavonoids from New Caledonian Gardenia species (Rubiaceae). European journal of medicinal chemistry. 2015 Mar; 93(?):93-100. doi: 10.1016/j.ejmech.2015.01.012. [PMID: 25659770]
  • Peter Forgo, István Zupkó, Judit Molnár, Andrea Vasas, György Dombi, Judit Hohmann. Bioactivity-guided isolation of antiproliferative compounds from Centaurea jacea L. Fitoterapia. 2012 Jul; 83(5):921-5. doi: 10.1016/j.fitote.2012.04.006. [PMID: 22537643]
  • Ghazaal Moghaddam, Soltan Ahmad Ebrahimi, Nahid Rahbar-Roshandel, Alireza Foroumadi. Antiproliferative activity of flavonoids: influence of the sequential methoxylation state of the flavonoid structure. Phytotherapy research : PTR. 2012 Jul; 26(7):1023-8. doi: 10.1002/ptr.3678. [PMID: 22184071]
  • Lai-Bin Zhang, Jun Ji, Chun Lei, He-Yao Wang, Qin-Shi Zhao, Ai-Jun Hou. Isoprenylated flavonoid and adipogenesis-promoting constituents of Dodonaea viscosa. Journal of natural products. 2012 Apr; 75(4):699-706. doi: 10.1021/np2009797. [PMID: 22512738]
  • Akhtar Muhammad, Itrat Anis, Zulfiqar Ali, Sufyan Awadelkarim, Ajmal Khan, Asaad Khalid, Muhammad Raza Shah, M Galal, Ikhlas A Khan, M Iqbal Choudhary. Methylenebissantin: a rare methylene-bridged bisflavonoid from Dodonaea viscosa which inhibits Plasmodium falciparum enoyl-ACP reductase. Bioorganic & medicinal chemistry letters. 2012 Jan; 22(1):610-2. doi: 10.1016/j.bmcl.2011.10.072. [PMID: 22082562]
  • 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]
  • M K Mohan Maruga Raja, Neeraj Kumar Sethiya, S H Mishra. A comprehensive review on Nymphaea stellata: A traditionally used bitter. Journal of advanced pharmaceutical technology & research. 2010 Jul; 1(3):311-9. doi: 10.4103/0110-5558.72424. [PMID: 22247863]
  • Luzia Kalyne Almeida Moreira Leal, Kirley Marques Canuto, Kassiane Cristine da Silva Costa, Hélio Vitoriano Nobre-Júnior, Silvânia Mendes Vasconcelos, Edilberto Rocha Silveira, Márcia Valéria Pitombeira Ferreira, Juvênia Bezerra Fontenele, Geane Matos Andrade, Glauce Socorro de Barros Viana. Effects of amburoside A and isokaempferide, polyphenols from Amburana cearensis, on rodent inflammatory processes and myeloperoxidase activity in human neutrophils. Basic & clinical pharmacology & toxicology. 2009 Mar; 104(3):198-205. doi: 10.1111/j.1742-7843.2008.00329.x. [PMID: 19053991]
  • Wei-Xia Song, Teng-Fei Ji, Yi-Kang Si, Ya-Lun Su. [Studies on chemical constituents in herb from Artemisia rupestris]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2006 Nov; 31(21):1790-2. doi: . [PMID: 17260794]
  • Maher M Al-Dabbas, Kanefumi Kitahara, Toshihiko Suganuma, Fumio Hashimoto, Kenjiro Tadera. Antioxidant and alpha-amylase inhibitory compounds from aerial parts of Varthemia iphionoides Boiss. Bioscience, biotechnology, and biochemistry. 2006 Sep; 70(9):2178-84. doi: 10.1271/bbb.60132. [PMID: 16960381]
  • Luzia K A M Leal, Melina F Costa, Márcia Pitombeira, Viviane M Barroso, Edilberto R Silveira, Kirley M Canuto, Glauce S B Viana. Mechanisms underlying the relaxation induced by isokaempferide from Amburana cearensis in the guinea-pig isolated trachea. Life sciences. 2006 May; 79(1):98-104. doi: 10.1016/j.lfs.2005.12.024. [PMID: 16455108]
  • Luisa Pistelli, Cecilia Noccioli, Isa Giachi, Burya Dimitrova, Reneta Gevrenova, Ivano Morelli, Donatella Potenza. Lupane-triterpenes from Bupleurum flavum. Natural product research. 2005 Dec; 19(8):783-8. doi: 10.1080/14786410500045119. [PMID: 16317832]
  • Jolanta Nazaruk, Piotr Jakoniuk. Flavonoid composition and antimicrobial activity of Cirsium rivulare (Jacq.) All. flowers. Journal of ethnopharmacology. 2005 Nov; 102(2):208-12. doi: 10.1016/j.jep.2005.06.012. [PMID: 16061337]
  • Soodabeh Saeidnia, Ahmad Reza Gohari, Michiho Ito, Fumiyuki Kiuchi, Gisho Honda. Bioactive constituents from Dracocephalum subcapitatum (O. Kuntze) Lipsky. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2005 Jan; 60(1-2):22-4. doi: 10.1515/znc-2005-1-204. [PMID: 15787238]
  • Dae Sik Jang, Ah-Reum Han, Gowooni Park, Gil-Ja Jhon, Eun-Kyoung Seo. Flavonoids and aromatic compounds from the rhizomes of Zingiber zerumbet. Archives of pharmacal research. 2004 Apr; 27(4):386-9. doi: 10.1007/bf02980078. [PMID: 15180302]
  • Letícia V Costa-Lotufo, Paula C Jimenez, Diego V Wilke, Luzia Kalyne A M Leal, Geanne M A Cunha, Edilberto R Silveira, Kirley M Canuto, Glauce S B Viana, Maria Elisabete A Moraes, Manoel Odorico de Moraes, Cláudia Pessoa. Antiproliferative effects of several compounds isolated from Amburana cearensis A. C. Smith. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2003 Sep; 58(9-10):675-80. doi: 10.1515/znc-2003-9-1014. [PMID: 14577630]
  • V Robin, A Irurzun, M Amoros, J Boustie, L Carrasco. Antipoliovirus flavonoids from Psiadia dentata. Antiviral chemistry & chemotherapy. 2001 Sep; 12(5):283-91. doi: 10.1177/095632020101200503. [PMID: 11900347]
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