Mulberrin (BioDeep_00000017316)

   

human metabolite PANOMIX_OTCML-2023 Endogenous natural product


代谢物信息卡片


2-(2,4-Dihydroxy-phenyl)-5,7-dihydroxy-8-((Z)-3-methyl-but-2-enyl)-3-(3-methyl-but-2-enyl)-1-benzopyran-4-one

化学式: C25H26O6 (422.17292960000003)
中文名称: 桑皮黄素, 桑黄酮
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 79.63%

分子结构信息

SMILES: C/C(C)=C\CC1=C2C(C(C(C/C=C(C)\C)=C(C3=C(C=C(O)C=C3)O)O2)=O)=C(O)C=C1O
InChI: InChI=1S/C25H26O6/c1-13(2)5-8-17-20(28)12-21(29)22-23(30)18(9-6-14(3)4)24(31-25(17)22)16-10-7-15(26)11-19(16)27/h5-7,10-12,26-29H,8-9H2,1-4H3

描述信息

Mulberrin is a natural product found in Morus alba var. multicaulis, Artocarpus fretessii, and other organisms with data available.
Mulberrin is found in fruits. Mulberrin is a constituent of the root bark of Morus alba (white mulberry)
Constituent of the root bark of Morus alba (white mulberry). Mulberrin is found in jackfruit and fruits.
D000893 - Anti-Inflammatory Agents
Mulberrin is a strong inhibitor of organic anion-transporting polypeptide 2B1 (OATP2B1)-mediated estrone-3-sulfate (E3S) uptake with an IC50 value being 1.8?±1.5 μM.
Mulberrin is a strong inhibitor of organic anion-transporting polypeptide 2B1 (OATP2B1)-mediated estrone-3-sulfate (E3S) uptake with an IC50 value being 1.8?±1.5 μM.

同义名列表

19 个代谢物同义名

2-(2,4-Dihydroxy-phenyl)-5,7-dihydroxy-8-((Z)-3-methyl-but-2-enyl)-3-(3-methyl-but-2-enyl)-1-benzopyran-4-one; 2-(2,4-Dihydroxyphenyl)-5,7-dihydroxy-8-((Z)-3-methyl-but-2-enyl)-3-(3-methyl-but-2-enyl)-1-benzopyran-4-one; 2-(2,4-Dihydroxyphenyl)-5,7-dihydroxy-3,8-bis(3-methyl-2-butenyl)-4H-1-benzopyran-4-one, 9CI; 2-(2,4-Dihydroxyphenyl)-5,7-dihydroxy-3,8-bis(3-methyl-2-butenyl)-4H-1-benzopyran-4-one; 2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-3,8-bis(3-methylbut-2-en-1-yl)-4H-chromen-4-one; 2-(2,4-Dihydroxyphenyl)-5,7-dihydroxy-3,8-bis(3-methyl-2-buten-1-yl)-4H-chromen-4-one; 2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-3,8-bis(3-methylbut-2-enyl)chromen-4-one; Mulberrin (Kuwanon C); Kuwanon CKuwanon C; Norartocarpin; Mul compoound; MEGxp0_001037; Kuwanon C, 4; ACon1_001122; ACon0_000342; KUWANON-C; Kuwanon C; Mulberrin; Kuwanonc



数据库引用编号

13 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)

59 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

  • Siwen Li, Jiaqi Xie, Keman Li, Yiang Bai, Zhihao Jiang, Xuan Xiong. Mulberrin alleviates triclocarban induced hepatic apoptosis and inflammation by regulating the ROS/NF-κB pathway in grass carp. Comparative biochemistry and physiology. Toxicology & pharmacology : CBP. 2023 Nov; 273(?):109734. doi: 10.1016/j.cbpc.2023.109734. [PMID: 37673375]
  • Xi Chen, Yue Han, Lu Chen, Qian-Lin Tian, Yu-Ling Yin, Qi Zhou, Shi-Zhu Zang, Jie Hou. Discovery and characterization of the flavonoids in Cortex Mori Radicis as naturally occurring inhibitors against intestinal nitroreductases. Chemico-biological interactions. 2022 Dec; 368(?):110222. doi: 10.1016/j.cbi.2022.110222. [PMID: 36244406]
  • Xiaodi Niu, Li Lin, Lu Liu, Yiding Yu, Hongsu Wang. Antifungal activity and molecular mechanisms of mulberrin derivatives against Colletotrichum gloeosporioides for mango storage. International journal of food microbiology. 2022 Oct; 378(?):109817. doi: 10.1016/j.ijfoodmicro.2022.109817. [PMID: 35759883]
  • Chenxu Ge, Jun Tan, Deshuai Lou, Liancai Zhu, Zixuan Zhong, Xianling Dai, Yan Sun, Qin Kuang, Junjie Zhao, Longyan Wang, Jin Liu, Bochu Wang, Minxuan Xu. Mulberrin confers protection against hepatic fibrosis by Trim31/Nrf2 signaling. Redox biology. 2022 05; 51(?):102274. doi: 10.1016/j.redox.2022.102274. [PMID: 35240537]
  • Jiayin Hu, Tingting Hu, Zhe Guo, Yonggui Song, Lina Shan, Xianbao Shi. Species Difference in the Metabolism of Mulberrin in Vitro and Its Inhibitory Effect on Cytochrome P450 and UDP-Glucuronosyltransferase Enzymes. Chemical & pharmaceutical bulletin. 2022; 70(10):669-678. doi: 10.1248/cpb.c22-00093. [PMID: 36184449]
  • Seung-Hwa Baek, Sungbo Hwang, Tamina Park, Yoon-Ju Kwon, Myounglae Cho, Daeui Park. Evaluation of Selective COX-2 Inhibition and In Silico Study of Kuwanon Derivatives Isolated from Morus alba. International journal of molecular sciences. 2021 Apr; 22(7):. doi: 10.3390/ijms22073659. [PMID: 33915826]
  • Wonmin Ko, Chi-Su Yoon, Kwan-Woo Kim, Hwan Lee, Nayeon Kim, Eun-Rhan Woo, Youn-Chul Kim, Dae Gill Kang, Ho Sub Lee, Hyuncheol Oh, Dong-Sung Lee. Neuroprotective and Anti-Inflammatory Effects of Kuwanon C from Cudrania tricuspidata Are Mediated by Heme Oxygenase-1 in HT22 Hippocampal Cells, RAW264.7 Macrophage, and BV2 Microglia. International journal of molecular sciences. 2020 Jul; 21(14):. doi: 10.3390/ijms21144839. [PMID: 32650596]
  • 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]
  • Xu-Dong Hou, Guang-Bo Ge, Zi-Miao Weng, Zi-Ru Dai, Yue-Hong Leng, Le-Le Ding, Ling-Ling Jin, Yang Yu, Yun-Feng Cao, Jie Hou. Natural constituents from Cortex Mori Radicis as new pancreatic lipase inhibitors. Bioorganic chemistry. 2018 10; 80(?):577-584. doi: 10.1016/j.bioorg.2018.07.011. [PMID: 30032067]
  • Yan-Qiong Guo, Gui-Hua Tang, Lan-Lan Lou, Wei Li, Bei Zhang, Bo Liu, Sheng Yin. Prenylated flavonoids as potent phosphodiesterase-4 inhibitors from Morus alba: Isolation, modification, and structure-activity relationship study. European journal of medicinal chemistry. 2018 Jan; 144(?):758-766. doi: 10.1016/j.ejmech.2017.12.057. [PMID: 29291443]
  • 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]
  • Hana Zelová, Zuzana Hanáková, Zuzana Čermáková, Karel Šmejkal, Stefano Dalĺ Acqua, Petr Babula, Josef Cvačka, Jan Hošek. Evaluation of anti-inflammatory activity of prenylated substances isolated from Morus alba and Morus nigra. Journal of natural products. 2014 Jun; 77(6):1297-303. doi: 10.1021/np401025f. [PMID: 24901948]
  • Mei-Hua Yu, Ting Zhao, Gui-Rui Yan, Hong-Xun Yang, He-Yao Wang, Ai-Jun Hou. New isoprenylated flavones and stilbene derivative from Artocarpus hypargyreus. Chemistry & biodiversity. 2012 Feb; 9(2):394-402. doi: 10.1002/cbdv.201100072. [PMID: 22344915]
  • 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]
  • 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]
  • Enos Tangke Arung, Keisuke Yoshikawa, Kuniyoshi Shimizu, Ryuichiro Kondo. Isoprenoid-substituted flavonoids from wood of Artocarpus heterophyllus on B16 melanoma cells: cytotoxicity and structural criteria. Fitoterapia. 2010 Mar; 81(2):120-3. doi: 10.1016/j.fitote.2009.08.001. [PMID: 19686821]
  • Ting Zhao, Gui-Rui Yan, Sheng-Li Pan, He-Yao Wang, Ai-Jun Hou. New isoprenylated 2-arylbenzofurans and pancreatic lipase inhibitory constituents from Artocarpus nitidus. Chemistry & biodiversity. 2009 Dec; 6(12):2209-16. doi: 10.1002/cbdv.200900130. [PMID: 20020453]
  • 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]
  • Yan-Lan Xu, Xu-E Li, Yu-Xiao Zou, Ji-Jun Chen. [Studies on chemical constituents from twigs of Morus atropurpurea]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2008 Nov; 33(21):2499-502. doi: . [PMID: 19149258]
  • Enos Tangke Arung, Kuniyoshi Shimizu, Ryuichiro Kondo. Inhibitory effect of isoprenoid-substituted flavonoids isolated from Artocarpus heterophyllus on melanin biosynthesis. Planta medica. 2006 Jul; 72(9):847-50. doi: 10.1055/s-2006-931606. [PMID: 16732541]
  • H H Ko, S M Yu, F N Ko, C M Teng, C N Lin. Bioactive constituents of Morus australis and Broussonetia papyrifera. Journal of natural products. 1997 Oct; 60(10):1008-11. doi: 10.1021/np970186o. [PMID: 9358644]