Gamabufogenin (BioDeep_00000000053)

   

PANOMIX_OTCML-2023 Volatile Flavor Compounds


代谢物信息卡片


5-[(3S,5R,8R,9S,10S,11R,13R,14S,17R)-3,11,14-trihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]pyran-2-one

化学式: C24H34O5 (402.24061140000003)
中文名称: 日蟾蜍他灵，和蟾蜍他灵, 日蟾蜍他灵, 和蟾蜍他灵
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 3.94%

分子结构信息

SMILES: C1[C@]2(C)[C@@]3([H])[C@H](O)C[C@]4(C)[C@@]([H])(C5=COC(=O)C=C5)CC[C@]4(O)[C@]3([H])CC[C@]2([H])C[C@@H](O)C1
InChI: InChI=1S/C24H34O5/c1-22-9-7-16(25)11-15(22)4-5-18-21(22)19(26)12-23(2)17(8-10-24(18,23)28)14-3-6-20(27)29-13-14/h3,6,13,15-19,21,25-26,28H,4-5,7-12H2,1-2H3/t15-,16+,17-,18-,19-,21-,22+,23-,24+/m1/s1

描述信息

Gamabufogenin is a steroid lactone. It is functionally related to a bufanolide.
Gamabufotalin is a natural product found in Bufotes viridis, Bufo, and other organisms with data available.
D020011 - Protective Agents > D002316 - Cardiotonic Agents > D002301 - Cardiac Glycosides
D020011 - Protective Agents > D002316 - Cardiotonic Agents > D002018 - Bufanolides
Gamabufotalin (Gamabufagin), a main active compound isolated from Chinese medicine Chansu, has been shown to strongly inhibit cancer cell growth and inflammatory response. Gamabufotalin could inhibite angiogenesis by inhibiting the activation of VEGFR-2 signaling pathways.
Gamabufotalin (Gamabufagin), a main active compound isolated from Chinese medicine Chansu, has been shown to strongly inhibit cancer cell growth and inflammatory response. Gamabufotalin could inhibite angiogenesis by inhibiting the activation of VEGFR-2 signaling pathways.

同义名列表

20 个代谢物同义名

5-[(3S,5R,8R,9S,10S,11R,13R,14S,17R)-3,11,14-trihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]pyran-2-one; Bufa-20,22-dienolide, 3,11,14-trihydroxy-, (3-beta,5-beta,11-alpha)-; (3.BETA.,5.BETA.,11.ALPHA.)-3,11,14-TRIHYDROXYBUFA-20,22-DIENOLIDE; 5-beta-BUFA-20,22-DIENOLIDE, 3-beta,11-alpha,14-TRIHYDROXY-; Bufa-20, 3,11,14-trihydroxy-, (3.beta.,5.beta.,11.alpha.)-; 3beta,11alpha,14beta-trihydroxy-5beta-bufa-20,22-dienolide; 3-beta,11-alpha,14-Trihydroxy-5-beta-bufa-20,22-dienolide; 5beta-Bufa-20,22-dienolide, 3beta,11alpha,14-trihydroxy-; Bufa-20,22-dienolide,3,11,14-trihydroxy-, (3b,5b,11a)-; 5.beta.-Bufa-20, 3.beta.,11.alpha.,14-trihydroxy-; GAMABUFOTALIN [MI]; UNII-5HH3KM165O; Gammabufotalin; Gamabufotalin; Gamabufogenin; Gamabufalin; Gamabufagin; 5HH3KM165O; ST 24:4;O5; Gamabufogenin



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(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)

8 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

  • Ling Liu, Dan Shi, Zi-Yi Xia, Bo-Wen Wang, Xue-Li Wang, Xiao-Ting Wang, Guo-Li Wang, Min-Jing Li, Qiu-Sheng Zheng, Defang Li, Bo-Han Li. Gamabufotalin Induces Apoptosis and Cytoprotective Autophagy through the mTOR Signaling Pathway in Hepatocellular Carcinoma. Journal of natural products. 2023 Apr; 86(4):966-978. doi: 10.1021/acs.jnatprod.2c01155. [PMID: 37043698]
  • Yu-Long Lan, Cheng Chen, Xun Wang, Jia-Cheng Lou, Jin-Shan Xing, Shuang Zou, Ji-Liang Hu, Wen Lyu, Bo Zhang. Gamabufotalin induces a negative feedback loop connecting ATP1A3 expression and the AQP4 pathway to promote temozolomide sensitivity in glioblastoma cells by targeting the amino acid Thr794. Cell proliferation. 2020 Jan; 53(1):e12732. doi: 10.1111/cpr.12732. [PMID: 31746080]
  • Yujie Feng, Chao Wang, Xiangge Tian, Xiaokui Huo, Lei Feng, Chengpeng Sun, Guangbo Ge, Ling Yang, Jing Ning, Xiaochi Ma. In vitro phase I metabolism of gamabufotalin and arenobufagin: Reveal the effect of substituent group on metabolic stability. Fitoterapia. 2017 Sep; 121(?):38-45. doi: 10.1016/j.fitote.2017.06.022. [PMID: 28666968]
  • Liyuan Zhang, Zhenlong Yu, Yan Wang, Xiaobo Wang, Lianru Zhang, Chao Wang, Qingxi Yue, Xun Wang, Sa Deng, Xiaokui Huo, Xiangge Tian, Shanshan Huang, Baojing Zhang, Xiaochi Ma. Quantitative proteomics reveals molecular mechanism of gamabufotalin and its potential inhibition on Hsp90 in lung cancer. Oncotarget. 2016 Nov; 7(47):76551-76564. doi: 10.18632/oncotarget.10388. [PMID: 27384878]
  • Ning Tang, Lei Shi, Zhenlong Yu, Peipei Dong, Chao Wang, Xiaokui Huo, Baojing Zhang, Shanshan Huang, Sa Deng, Kexin Liu, Tonghui Ma, Xiaobo Wang, Lijun Wu, Xiao-Chi Ma. Gamabufotalin, a major derivative of bufadienolide, inhibits VEGF-induced angiogenesis by suppressing VEGFR-2 signaling pathway. Oncotarget. 2016 Jan; 7(3):3533-47. doi: 10.18632/oncotarget.6514. [PMID: 26657289]
  • Zongyun Li, Huimin Gao, Jinhua Wang, Ting Qu, Liangmian Chen, Zhimin Wang, Qiwei Zhang. [Inhibitory effect of total bufadienolides from toad venom against H22 tumor in mice and their metabolites]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2011 Nov; 36(21):2987-93. doi: . [PMID: 22308689]
  • Yinhui Dong, Shutao Yin, Jinghua Li, Cheng Jiang, Min Ye, Hongbo Hu. Bufadienolide compounds sensitize human breast cancer cells to TRAIL-induced apoptosis via inhibition of STAT3/Mcl-1 pathway. Apoptosis : an international journal on programmed cell death. 2011 Apr; 16(4):394-403. doi: 10.1007/s10495-011-0573-5. [PMID: 21259053]
  • Jingkui Li, Xiaochi Ma, Fengyun Li, Jingkui Wang, Huirong Chen, Gang Wang, Xia Lv, Changkai Sun, Jingming Jia. Preparative separation and purification of bufadienolides from Chinese traditional medicine of ChanSu using high-speed counter-current chromatography. Journal of separation science. 2010 May; 33(9):1325-30. doi: 10.1002/jssc.200900782. [PMID: 20201046]
  • Xiao Chi Ma, Bao Jing Zhang, Xin Lan Xin, Shan Shan Huang, Sha Deng, Hou Li Zhang, Xiao Hong Shu, Yun Peng Diao, Jian Cui. Simultaneous quantification of seven major bufadienolides in three traditional Chinese medicinal preparations of chansu by HPLC-DAD. Natural product communications. 2009 Feb; 4(2):179-84. doi: . [PMID: 19370919]
  • T Nogawa, Y Kamano, A Yamashita, G R Pettit. Isolation and structure of five new cancer cell growth inhibitory bufadienolides from the Chinese traditional drug Ch'an Su. Journal of natural products. 2001 Sep; 64(9):1148-52. doi: 10.1021/np0101088. [PMID: 11575946]