Norartocarpetin (BioDeep_00000017498)

 

Secondary id: BioDeep_00000270593, BioDeep_00000865066

human metabolite PANOMIX_OTCML-2023 Endogenous Antitumor activity natural product


代谢物信息卡片


2-(2,4-Dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one, 9CI

化学式: C15H10O6 (286.047736)
中文名称:
谱图信息: 最多检出来源 Rattus norvegicus(lipidomics) 0.75%

分子结构信息

SMILES: C1(O)=CC2OC(C3C(O)=CC(O)=CC=3)=CC(=O)C=2C(O)=C1
InChI: InChI=1S/C15H10O6/c16-7-1-2-9(10(18)3-7)13-6-12(20)15-11(19)4-8(17)5-14(15)21-13/h1-6,16-19H

描述信息

Norartocarpetin is a member of flavones.
Norartocarpetin is a natural product found in Dalbergia sissoo, Ficus formosana, and other organisms with data available.
Norartocarpetin is found in fruits. Norartocarpetin is a constituent of the heartwood of Artocarpus heterophyllus (jackfruit)
Constituent of the heartwood of Artocarpus heterophyllus (jackfruit). Norartocarpetin is found in jackfruit and fruits.
Norartocarpetin is a tyrosinase inhibitor. Norartocarpetin has strong tyrosinase inhibitory activity with an IC50 value of 0.47 μM. Norartocarpetin as an antibrowning agent can be used for the research of food systems. Norartocarpetin also has a significant anticancer activity in lung carcinoma cells (NCI-H460) with an IC50 value of 22 μM. Norartocarpetin has antiproliferative effects are mediated via targeting Ras/Raf/MAPK signalling pathway, mitochondrial mediated apoptosis, S-phase cell cycle arrest and suppression of cell migration and invasion in human lung carcinoma cells[1][2].
Norartocarpetin is a tyrosinase inhibitor. Norartocarpetin has strong tyrosinase inhibitory activity with an IC50 value of 0.47 μM. Norartocarpetin as an antibrowning agent can be used for the research of food systems. Norartocarpetin also has a significant anticancer activity in lung carcinoma cells (NCI-H460) with an IC50 value of 22 μM. Norartocarpetin has antiproliferative effects are mediated via targeting Ras/Raf/MAPK signalling pathway, mitochondrial mediated apoptosis, S-phase cell cycle arrest and suppression of cell migration and invasion in human lung carcinoma cells[1][2].

同义名列表

14 个代谢物同义名

2-(2,4-Dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one, 9CI; 4H-1-Benzopyran-4-one, 2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-; 2-(2,4-Dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one; 2-(2,4-BIS(OXIDANYL)PHENYL)-5,7-BIS(OXIDANYL)CHROMEN-4-ONE; 2-(2,4-Dihydroxy-phenyl)-5,7-dihydroxy-1-benzopyran-4-one; 2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one; 2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-chromen-4-one; 2-(2,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one; 5,7,2,4-tetrahydroxyflavone; 2,4,5,7-Tetrahydroxyflavone; Norartocarpetin, 5; Norartocarpetin; UNII-L2Y5RSY4BM; L2Y5RSY4BM



数据库引用编号

14 个数据库交叉引用编号

分类词条

相关代谢途径

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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)

71 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

  • Navneet Kishore, Pradeep Kumar, Karuna Shanker, Akhilesh Kumar Verma. Human disorders associated with inflammation and the evolving role of natural products to overcome. European journal of medicinal chemistry. 2019 Oct; 179(?):272-309. doi: 10.1016/j.ejmech.2019.06.034. [PMID: 31255927]
  • Mai T T Nguyen, Tho H Le, Hai X Nguyen, Phu H Dang, Truong N V Do, Manabu Abe, Ryukichi Takagi, Nhan T Nguyen. Artocarmins G-M, Prenylated 4-Chromenones from the Stems of Artocarpus rigida and Their Tyrosinase Inhibitory Activities. Journal of natural products. 2017 12; 80(12):3172-3178. doi: 10.1021/acs.jnatprod.7b00453. [PMID: 29227656]
  • Ji Yeon Jeong, Yang Hee Jo, Seon Beom Kim, Qing Liu, Jin Woo Lee, Eun Jin Mo, Ki Yong Lee, Bang Yeon Hwang, Mi Kyeong Lee. Pancreatic lipase inhibitory constituents from Morus alba leaves and optimization for extraction conditions. Bioorganic & medicinal chemistry letters. 2015 Jun; 25(11):2269-74. doi: 10.1016/j.bmcl.2015.04.045. [PMID: 25935644]
  • Christian D A Fozing, Zulfiqar Ali, Bonaventure T Ngadjui, M Iqbal Choudhary, Gilbert D W F Kapche, Berhanu M Abegaz, Ikhlas A Khan. Phosphodiesterase I-inhibiting Diels-Alder adducts from the leaves of Morus mesozygia. Planta medica. 2012 Jan; 78(2):154-9. doi: 10.1055/s-0031-1280338. [PMID: 22083899]
  • Enos Tangke Arung, Kuniyoshi Shimizu, Ryuichiro Kondo. Artocarpus plants as a potential source of skin whitening agents. Natural product communications. 2011 Sep; 6(9):1397-402. doi: . [PMID: 21941923]
  • Huihui Ti, Ping Wu, Lidong Lin, Xiaoyi Wei. Stilbenes and flavonoids from Artocarpus nitidus subsp. lingnanensis. Fitoterapia. 2011 Jun; 82(4):662-5. doi: 10.1016/j.fitote.2011.02.001. [PMID: 21316425]
  • Jung Keun Cho, Young Bae Ryu, Marcus J Curtis-Long, Ji Young Kim, Doman Kim, Sun Lee, Woo Song Lee, Ki Hun Park. Inhibition and structural reliability of prenylated flavones from the stem bark of Morus lhou on β-secretase (BACE-1). Bioorganic & medicinal chemistry letters. 2011 May; 21(10):2945-8. doi: 10.1016/j.bmcl.2011.03.060. [PMID: 21511472]
  • Lei Wang, Yan Yang, Chao Liu, Ruo-Yun Chen. Three new compounds from Morus nigra L. Journal of Asian natural products research. 2010 Jun; 12(6):431-7. doi: 10.1080/10286020.2010.489824. [PMID: 20552479]
  • Yan Yang, Hong-Qing Wang, Ruo-Yun Chen. [Flavonoids from the leaves of Morus alba L]. Yao xue xue bao = Acta pharmaceutica Sinica. 2010 Jan; 45(1):77-81. doi: . [PMID: 21351454]
  • Young Bae Ryu, Marcus J Curtis-Long, Ji Won Lee, Hyung Won Ryu, Jun Young Kim, Woo Song Lee, Ki Hun Park. Structural characteristics of flavanones and flavones from Cudrania tricuspidata for neuraminidase inhibition. Bioorganic & medicinal chemistry letters. 2009 Sep; 19(17):4912-5. doi: 10.1016/j.bmcl.2009.07.098. [PMID: 19660948]
  • Zong-Ping Zheng, Sibao Chen, Shiyun Wang, Xia-Chang Wang, Ka-Wing Cheng, Jia-Jun Wu, Dajiang Yang, Mingfu Wang. Chemical components and tyrosinase inhibitors from the twigs of Artocarpus heterophyllus. Journal of agricultural and food chemistry. 2009 Aug; 57(15):6649-55. doi: 10.1021/jf9014685. [PMID: 19588925]
  • Y B Ryu, T J Ha, M J Curtis-Long, H W Ryu, S W Gal, K H Park. Inhibitory effects on mushroom tyrosinase by flavones from the stem barks of Morus lhou (S.) Koidz. Journal of enzyme inhibition and medicinal chemistry. 2008 Dec; 23(6):922-30. doi: 10.1080/14756360701810207. [PMID: 18608767]
  • Zong-Ping Zheng, Ka-Wing Cheng, James Tsz-Kin To, Haitao Li, Mingfu Wang. Isolation of tyrosinase inhibitors from Artocarpus heterophyllus and use of its extract as antibrowning agent. Molecular nutrition & food research. 2008 Dec; 52(12):1530-8. doi: 10.1002/mnfr.200700481. [PMID: 18683821]
  • Ya-Wen Sheu, Lien-Chai Chiang, Ih-Sheng Chen, Yu-Chang Chen, Ian-Lih Tsai. Cytotoxic flavonoids and new chromenes from Ficus formosana f. formosana. Planta medica. 2005 Dec; 71(12):1165-7. doi: 10.1055/s-2005-873163. [PMID: 16395655]
  • Bao-Ning Su, Muriel Cuendet, Michael E Hawthorne, Leonardus B S Kardono, Soedarsono Riswan, Harry H S Fong, Rajendra G Mehta, John M Pezzuto, A Douglas Kinghorn. Constituents of the bark and twigs of Artocarpus dadah with cyclooxygenase inhibitory activity. Journal of natural products. 2002 Feb; 65(2):163-9. doi: 10.1021/np010451c. [PMID: 11858749]
  • G A Tanner, P K Carmines, W B Kinter. Excretion of phenol red by the Necturus kidney. The American journal of physiology. 1979 May; 236(5):F442-7. doi: 10.1152/ajprenal.1979.236.5.f442. [PMID: 443381]