Gigantol (BioDeep_00000229870)
natural product
代谢物信息卡片
5-[2-(3-Hydroxy-5-methoxyphenyl)ethyl]-2-methoxyphenol; 3,3-Dihydroxy-5,4-dimethoxybibenzyl; Gigantol
化学式: C16H18O4 (274.1205028)
中文名称: 石斛酚
谱图信息:
最多检出来源 Viridiplantae(plant) 83.33%
分子结构信息
SMILES: COC1=C(C=C(C=C1)CCC2=CC(=CC(=C2)OC)O)O
InChI: InChI=1S/C16H18O4/c1-19-14-8-12(7-13(17)10-14)4-3-11-5-6-16(20-2)15(18)9-11/h5-10,17-18H,3-4H2,1-2H3
描述信息
Gigantol is a natural product found in Cymbidium aloifolium, Cymbidium goeringii, and other organisms with data available.
同义名列表
6 个代谢物同义名
Gigantol; 5-[2-(3-Hydroxy-5-methoxyphenyl)ethyl]-2-methoxyphenol; 3,3-Dihydroxy-5,4-dimethoxybibenzyl; Gigantol; Phenol, 5-[2-(3-hydroxy-5-methoxyphenyl)ethyl]-2-methoxy-; 5-[2-(3-hydroxy-5-methoxyphenyl)ethyl]-2-methoxyphenol; 5-(3-hydroxy-5-methoxyphenethyl)-2-methoxyphenol; 3,3-dihydroxy-5,4-dimethoxybibenzyl
数据库引用编号
8 个数据库交叉引用编号
- PubChem: 3085362
- ChEMBL: CHEMBL426871
- MeSH: gigantol
- ChemIDplus: 0067884304
- KNApSAcK: C00030387
- CAS: 67884-30-4
- MoNA: CCMSLIB00005463851
- PMhub: MS000096401
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)
0 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
- Weilai Yu, Boyang Li, Luxi Chen, Qiu Chen, QingQing Song, Xiaosheng Jin, Yandan Yin, Haibin Tong, Liwei Xue. Gigantol ameliorates DSS-induced colitis via suppressing β2 integrin mediated adhesion and chemotaxis of macrophage.
Journal of ethnopharmacology.
2024 Jun; 328(?):118123. doi:
10.1016/j.jep.2024.118123. [PMID: 38554854] - Shujie Li, Hualing Li, Dandan Yin, Xiaojing Xue, Xiaoling Chen, Xiaoyue Li, Junwei Li, Yongxiang Yi. Effect of gigantol on the proliferation of hepatocellular carcinoma cells tested by a network-based pharmacological approach and experiments.
Frontiers in bioscience (Landmark edition).
2022 01; 27(1):25. doi:
10.31083/j.fbl2701025. [PMID: 35090330] - Huanan Kang, Yiming Sun, Xijiao Hu, Li Liu. Gigantol inhibits proliferation and enhanced oxidative stress-mediated apoptosis through modulating of Wnt/β-catenin signaling pathway in HeLa cells.
Journal of biochemical and molecular toxicology.
2022 Jan; 36(1):e22944. doi:
10.1002/jbt.22944. [PMID: 34729850] - Ya-Ru Xue, Sheng Yao, Qian Liu, Zhao-Liang Peng, Qiang-Qiang Deng, Bo Liu, Zheng-Hua Ma, Le Wang, Hu Zhou, Yang Ye, Guo-Yu Pan. Dihydro-stilbene gigantol relieves CCl4-induced hepatic oxidative stress and inflammation in mice via inhibiting C5b-9 formation in the liver.
Acta pharmacologica Sinica.
2020 Nov; 41(11):1433-1445. doi:
10.1038/s41401-020-0406-6. [PMID: 32404983] - Pichayatri Khoonrit, Alp Mirdogan, Adeline Dehlinger, Wanwimon Mekboonsonglarp, Kittisak Likhitwitayawuid, Josef Priller, Chotima Böttcher, Boonchoo Sritularak. Immune modulatory effect of a novel 4,5-dihydroxy-3,3´,4´-trimethoxybibenzyl from Dendrobium lindleyi.
PloS one.
2020; 15(9):e0238509. doi:
10.1371/journal.pone.0238509. [PMID: 32870935] - Mei-Fen Chen, Shorong-Shii Liou, Tang-Yao Hong, Shung-Te Kao, I-Min Liu. Gigantol has Protective Effects against High Glucose-Evoked Nephrotoxicity in Mouse Glomerulus Mesangial Cells by Suppressing ROS/MAPK/NF-κB Signaling Pathways.
Molecules (Basel, Switzerland).
2018 Dec; 24(1):. doi:
10.3390/molecules24010080. [PMID: 30587838] - Shubin Yu, Zhongyuan Wang, Zijie Su, Jiaxing Song, Liang Zhou, Qi Sun, Shanshan Liu, Shiyue Li, Ying Li, Meina Wang, Guo-Qiang Zhang, Xue Zhang, Zhong-Jian Liu, Desheng Lu. Gigantol inhibits Wnt/β-catenin signaling and exhibits anticancer activity in breast cancer cells.
BMC complementary and alternative medicine.
2018 Feb; 18(1):59. doi:
10.1186/s12906-018-2108-x. [PMID: 29444668] - Dan Du, Tao Jin, Rui Zhang, Liqiang Hu, Zhihua Xing, Na Shi, Yan Shen, Meng Gong. Phenolic compounds isolated from Dioscorea zingiberensis protect against pancreatic acinar cells necrosis induced by sodium taurocholate.
Bioorganic & medicinal chemistry letters.
2017 03; 27(6):1467-1470. doi:
10.1016/j.bmcl.2017.01.014. [PMID: 28228364] - Jie Wu, Xue Li, Wencheng Wan, Qiaohong Yang, Weifeng Ma, Dan Chen, Jiangmiao Hu, C-Y Oliver Chen, Xiaoyong Wei. Gigantol from Dendrobium chrysotoxum Lindl. binds and inhibits aldose reductase gene to exert its anti-cataract activity: An in vitro mechanistic study.
Journal of ethnopharmacology.
2017 Feb; 198(?):255-261. doi:
10.1016/j.jep.2017.01.026. [PMID: 28104409] - Huanhuan Chen, Yuechun Huang, Junbin Huang, Lizhen Lin, Gang Wei. Gigantol attenuates the proliferation of human liver cancer HepG2 cells through the PI3K/Akt/NF-κB signaling pathway.
Oncology reports.
2017 Feb; 37(2):865-870. doi:
10.3892/or.2016.5299. [PMID: 27959444] - Hua Fang, Xiaohong Hu, Meiling Wang, Wencheng Wan, Qiaohong Yang, Xiaosheng Sun, Qiong Gu, Xinxin Gao, Zhengtao Wang, Lianquan Gu, C-Y Oliver Chen, Xiaoyong Wei. Anti-osmotic and antioxidant activities of gigantol from Dendrobium aurantiacum var. denneanum against cataractogenesis in galactosemic rats.
Journal of ethnopharmacology.
2015 Aug; 172(?):238-46. doi:
10.1016/j.jep.2015.06.034. [PMID: 26119284] - Yuanmin Fan, Han Han, Chunyong He, Li Yang, Zhengtao Wang. Identification of the metabolites of gigantol in rat urine by ultra-performance liquid chromatography combined with electrospray ionization quadrupole time-of-flight tandem mass spectrometry.
Biomedical chromatography : BMC.
2014 Dec; 28(12):1808-15. doi:
10.1002/bmc.3224. [PMID: 24899569] - Hongxing Diao, Yanqun Yi, Hui Qi, Xinxin Gao, Hua Fang, Xiaoyong Wei, Qiong Gu, Ling Wang, Zhengtao Wang, Lianquan Gu. [Study on anti-cataract effect of gigantol combined with syringic acid and their mechanism].
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.
2012 Aug; 37(16):2429-34. doi:
. [PMID: 23234143] - Lei Wang, Chao-feng Zhang, Zheng-tao Wang, Mian Zhang, Li Shao, Luo-shan Xu. [Studies on chemical constituents of Dendrobium crystallinum].
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.
2008 Aug; 33(15):1847-8. doi:
. [PMID: 19007013] - Myrna Déciga-Campos, Juan Francisco Palacios-Espinosa, Adelfo Reyes-Ramírez, Rachel Mata. Antinociceptive and anti-inflammatory effects of compounds isolated from Scaphyglottis livida and Maxillaria densa.
Journal of ethnopharmacology.
2007 Nov; 114(2):161-8. doi:
10.1016/j.jep.2007.07.021. [PMID: 17855030] - Yanet Hernández-Romero, Laura Acevedo, María de los Angeles Sánchez, W Thomas Shier, Hamed K Abbas, Rachel Mata. Phytotoxic activity of bibenzyl derivatives from the orchid Epidendrum rigidum.
Journal of agricultural and food chemistry.
2005 Aug; 53(16):6276-80. doi:
10.1021/jf0508044. [PMID: 16076106] - Yanet Hernández-Romero, Juana-Isela Rojas, Rafael Castillo, Alejandra Rojas, Rachel Mata. Spasmolytic effects, mode of action, and structure-activity relationships of stilbenoids from Nidema boothii.
Journal of natural products.
2004 Feb; 67(2):160-7. doi:
10.1021/np030303h. [PMID: 14987052] - Hai-lin Qin, Jian-xin Zhang, Zheng-tao Wang, Xiao-sheng Yang, Luo-shan Xu, Xiao-jiang Hao. [Analysis of 1H-NMR fingerprint in stem of Dendrobium loddigesii].
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.
2002 Dec; 27(12):919-23. doi:
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