Lupenone (BioDeep_00000313760)

Main id: BioDeep_00000000090

 

PANOMIX_OTCML-2023 Antitumor activity natural product


代谢物信息卡片


(1R,3aR,4S,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-1-Isopropenyl-3a,5a,5b,8,8,11a-hexamethyl-eicosahydro-cyclopenta[a]chrysen-9-one

化学式: C30H48O (424.37049579999996)
中文名称: 羽扇烯酮
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C=C(C)[C@@H]1CC[C@]2(C)CC[C@]3(C)[C@H](CC[C@@H]4[C@@]5(C)CCC(=O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]12
InChI: InChI=1S/C30H48O/c1-19(2)20-11-14-27(5)17-18-29(7)21(25(20)27)9-10-23-28(6)15-13-24(31)26(3,4)22(28)12-16-30(23,29)8/h20-23,25H,1,9-18H2,2-8H3/t20-,21+,22-,23+,25+,27+,28-,29+,30+/m0/s1

描述信息

Lupenone, isolated from Musa basjoo, belongs to lupane type triterpenoids. Lupenone shows various pharmacological activities including anti-inflammatory, anti-virus, anti-diabetes, anti-cancer, improving Chagas disease without major toxicity[1][2].
Lupenone is an orally active lupine-type triterpenoid that can be isolated from Musa basjoo. Lupenone Lupenone plays a role through the PI3K/Akt/mTOR and NF-κB signaling pathways. Lupenone has anti-inflammatory, antiviral, antidiabetic and anticancer activities[1][2][3].
Lupenone, isolated from Musa basjoo, belongs to lupane type triterpenoids. Lupenone shows various pharmacological activities including anti-inflammatory, anti-virus, anti-diabetes, anti-cancer, improving Chagas disease without major toxicity[1][2].

同义名列表

8 个代谢物同义名

(1R,3aR,4S,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-1-Isopropenyl-3a,5a,5b,8,8,11a-hexamethyl-eicosahydro-cyclopenta[a]chrysen-9-one; Lup-20(29)-en-3-one (8CI)(9CI); ZINC04081760; AIDS-082905; AIDS082905; NSC 281807; 1617-70-5; Lupenone



数据库引用编号

11 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)

523 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

  • Xiangpei Wang, Mei Liu, Xiaofen Li, Mei Zhang, Feng Xu, Hongyun Liu, Hongmei Wu. Utilizing molecular docking and cell validation to explore the potential mechanisms of lupenone attenuating the inflammatory response via NF-κB pathway. Scientific reports. 2024 01; 14(1):625. doi: 10.1038/s41598-024-51150-3. [PMID: 38182871]
  • Hongmei Wu, Feng Xu, Xulong Huang, Xiaofen Li, Piao Yu, Lingling Zhang, Xiaosong Yang, Juan Kong, Cheng Zhen, Xiangpei Wang. Lupenone improves type 2 diabetic nephropathy by regulating NF-κB pathway-mediated inflammation and TGF-β1/Smad/CTGF-associated fibrosis. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2023 Sep; 118(?):154959. doi: 10.1016/j.phymed.2023.154959. [PMID: 37478684]
  • Sandip Debnath, Taha Alqahtani, Ali Alqahtani, Hanan M Alharbi, Shopnil Akash. Lupenone, a wonder chemical obtained from Euphorbia segetalis to boost affinity for the transcriptional factor escalating drought-tolerance in Solanum Lycopersicum: A cutting-edge computational biology approach. PloS one. 2023; 18(11):e0281293. doi: 10.1371/journal.pone.0281293. [PMID: 37939107]
  • Feng Xu, Mei Zhang, Hongmei Wu, Yuanmin Wang, Ye Yang, Xiangpei Wang. Study on the mechanism of lupenone for treating type 2 diabetes by integrating pharmacological evaluation and network pharmacology. Pharmaceutical biology. 2022 Dec; 60(1):997-1010. doi: 10.1080/13880209.2022.2067568. [PMID: 35635284]
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  • Feng Xu, Hongmei Wu, Yuanmin Wang, Ye Yang, Yuan Gao, Xiangpei Wang. Determination of lupenone and β-sitosterol in Rhizoma Musae by UPLC with DAD and ELSD. Journal of chromatographic science. 2015 Nov; 53(10):1714-9. doi: 10.1093/chromsci/bmv079. [PMID: 26126840]
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  • Feng Xu, Hongmei Wu, Xiangpei Wang, Ye Yang, Yuanmin Wang, Haibing Qian, Yanyan Zhang. RP-HPLC characterization of lupenone and β-sitosterol in rhizoma musae and evaluation of the anti-diabetic activity of lupenone in diabetic Sprague-Dawley rats. Molecules (Basel, Switzerland). 2014 Sep; 19(9):14114-27. doi: 10.3390/molecules190914114. [PMID: 25207716]
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  • Eun-Kyung Ahn, Joa Sub Oh. Lupenone isolated from Adenophora triphylla var. japonica extract inhibits adipogenic differentiation through the downregulation of PPARγ in 3T3-L1 cells. Phytotherapy research : PTR. 2013 May; 27(5):761-6. doi: 10.1002/ptr.4779. [PMID: 22848028]
  • Myra O Villareal, Junkyu Han, Kyoko Matsuyama, Yukiko Sekii, Abderrazek Smaoui, Hideyuki Shigemori, Hiroko Isoda. Lupenone from Erica multiflora leaf extract stimulates melanogenesis in B16 murine melanoma cells through the inhibition of ERK1/2 activation. Planta medica. 2013 Mar; 79(3-4):236-43. doi: 10.1055/s-0032-1328189. [PMID: 23408272]
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  • Yu-lan Li, Xian Fan, Yong-liang Wang, Yao-lan Li, Shao-yu Xu, Ying-zhou Cen. [Studies on the triterpenoids constituents from Phyllodium elegans]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2010 May; 33(5):720-1. doi: ". [PMID: 20873553]
  • Minkyun Na, Bo Yeon Kim, Hiroyuki Osada, Jong Seog Ahn. Inhibition of protein tyrosine phosphatase 1B by lupeol and lupenone isolated from Sorbus commixta. Journal of enzyme inhibition and medicinal chemistry. 2009 Aug; 24(4):1056-9. doi: 10.1080/14756360802693312. [PMID: 19548777]
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