Wangzaozin B (BioDeep_00000229981)

   

PANOMIX_OTCML-2023


代谢物信息卡片


(1R,2R,4S,9R,10S,13S,16R)-2,16-dihydroxy-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-6,15-dione

化学式: C20H28O4 (332.19874880000003)
中文名称: 蓝萼甲素, 蓝萼甲素
谱图信息: 最多检出来源 Anoectochilus roxburghii(viridiplantae) 44.44%

分子结构信息

SMILES: CC1(C)C(CC[C@@]2(C)[C@@]3([H])[C@@]4(C(C([C@H](CC3)[C@H]4O)=C)=O)[C@H](O)C[C@]12[H])=O
InChI: InChI=1S/C20H28O4/c1-10-11-5-6-12-19(4)8-7-14(21)18(2,3)13(19)9-15(22)20(12,16(10)23)17(11)24/h11-13,15,17,22,24H,1,5-9H2,2-4H3/t11-,12-,13+,15+,17+,19-,20-/m0/s1

描述信息

Glaucocalyxin A is a natural product found in Isodon pharicus, Isodon japonicus, and other organisms with data available.
Glaucocalyxin A, an ent-kauranoid diterpene from Rabdosia japonica var., induces apoptosis in osteosarcoma by inhibiting nuclear translocation of Five-zinc finger Glis 1 (GLI1) via regulating PI3K/Akt signaling pathway. Glaucocalyxin A has antitumor effect[1].
Glaucocalyxin A, an ent-kauranoid diterpene from Rabdosia japonica var., induces apoptosis in osteosarcoma by inhibiting nuclear translocation of Five-zinc finger Glis 1 (GLI1) via regulating PI3K/Akt signaling pathway. Glaucocalyxin A has antitumor effect[1].

同义名列表

6 个代谢物同义名

(1R,2R,4S,9R,10S,13S,16R)-2,16-dihydroxy-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-6,15-dione; (7R,14R)-ent-7,14,dihydroxy-(-)-kaur-16-en-3,15-dione; 7alpha,14beta-dihydroxy-ent-kaur-16-ene-3,5-dione; Glaucocalyxin A; Wangzaozin B; Leukamenin F



数据库引用编号

4 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)

5 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

  • Yehai An, Qian Zhang, Yu Chen, Fei Xia, Yin-Kwan Wong, Hengkai He, Mingjing Hao, Jiahang Tian, Xiaoyong Zhang, Piao Luo, Jigang Wang. Chemoproteomics Reveals Glaucocalyxin A Induces Mitochondria-Dependent Apoptosis of Leukemia Cells via Covalently Binding to VDAC1. Advanced biology. 2023 Dec; ?(?):e2300538. doi: 10.1002/adbi.202300538. [PMID: 38105424]
  • Ru Qu, Wang Zhang, Zhuang Ma, Qianwen Ma, Mingju Chen, Tian Lan, Lin Zhou, Xuguang Hu. Glaucocalyxin A attenuates carbon tetrachloride-induced liver fibrosis and improves the associated gut microbiota imbalance. Chemical biology & drug design. 2023 07; 102(1):51-64. doi: 10.1111/cbdd.14241. [PMID: 37060267]
  • Xin Wang, Ming-Jing He, Xiao-Jie Chen, Yu-Ting Bai, Gang Zhou. Glaucocalyxin A impairs tumor growth via amplification of the ATF4/CHOP/CHAC1 cascade in human oral squamous cell carcinoma. Journal of ethnopharmacology. 2022 May; 290(?):115100. doi: 10.1016/j.jep.2022.115100. [PMID: 35151835]
  • Keiko Hosohata, Denan Jin, Shinji Takai. Glaucocalyxin A Ameliorates Hypoxia/Reoxygenation-Induced Injury in Human Renal Proximal Tubular Epithelial Cell Line HK-2 Cells. International journal of molecular sciences. 2021 Dec; 23(1):. doi: 10.3390/ijms23010446. [PMID: 35008870]
  • Chuan Zhang, Kun Ma, Yanmei Yang, Fuqiang Wang, Wuyin Li. Glaucocalyxin A suppresses inflammatory responses and induces apoptosis in TNF-a-induced human rheumatoid arthritis via modulation of the STAT3 pathway. Chemico-biological interactions. 2021 May; 341(?):109451. doi: 10.1016/j.cbi.2021.109451. [PMID: 33798506]
  • Zhipeng Deng, Qian Liu, Jixiang He, Sixi Zhang, Wei Zhou. Validation of an UHPLC-MS/MS Method for the Determination of Glaucocalyxin A, a Novel Potent Negative Akt Regulator in Rat Plasma, Lung and Brain Tissues: Application to a Pharmacokinetic Study. Journal of chromatographic science. 2020 Apr; 58(3):234-240. doi: 10.1093/chromsci/bmz095. [PMID: 31711232]
  • Xiaorong Hou, Guang Xu, Zhilei Wang, Xiaoyan Zhan, Huifang Li, Ruisheng Li, Wei Shi, Chunyu Wang, Yuanyuan Chen, Yongqiang Ai, Xiaohe Xiao, Zhaofang Bai. Glaucocalyxin A alleviates LPS-mediated septic shock and inflammation via inhibiting NLRP3 inflammasome activation. International immunopharmacology. 2020 Apr; 81(?):106271. doi: 10.1016/j.intimp.2020.106271. [PMID: 32062071]
  • Weili Huang, Xiaohui Guan, Yongchen Lv. Simultaneous determination of glaucocalyxin A and glaucocalyxin B in rat plasma by LC-MS/MS and its application to a pharmacokinetic study after oral administration of Rabdosia japonica extract. Biomedical chromatography : BMC. 2018 Feb; 32(2):. doi: 10.1002/bmc.4089. [PMID: 28873500]
  • Meihua Han, Zhitao Li, Yifei Guo, Jian Zhang, Xiangtao Wang. A nanoparticulate drug-delivery system for glaucocalyxin A: formulation, characterization, increased in vitro, and vivo antitumor activity. Drug delivery. 2016 Sep; 23(7):2457-2463. doi: 10.3109/10717544.2015.1012311. [PMID: 25715810]
  • Jing Yang, Yanli Liu, Chengwen Xue, Wei Yu, Jian Zhang, Chunhua Qiao. Synthesis and biological evaluation of glaucocalyxin A derivatives as potential anticancer agents. European journal of medicinal chemistry. 2014 Oct; 86(?):235-41. doi: 10.1016/j.ejmech.2014.08.061. [PMID: 25164762]
  • Jianping Yang, Jingyu Li, Miaomiao Sun, Kuisheng Chen. Studies of traditional Chinese medicine monomer on HeLa cell of cervical cancer. Pakistan journal of pharmaceutical sciences. 2014 Jul; 27(4 Suppl):1063-8. doi: ". [PMID: 25016267]
  • Wen Hua Yang, Zhen Zhang, Yang Hu Sima, Jian Zhang, Jian Wen Wang. Glaucocalyxin A and B-induced cell death is related to GSH perturbation in human leukemia HL-60 cells. Anti-cancer agents in medicinal chemistry. 2013 Oct; 13(8):1280-90. doi: 10.2174/18715206113139990200. [PMID: 23796245]
  • Yong Zhao, Jian-Xin Pu, Sheng-Xiong Huang, Li-Sheng Ding, Ying-Li Wu, Xian Li, Li-Bin Yang, Wei-Lie Xiao, Guo-Qiang Chen, Han-Dong Sun. ent-Kaurane diterpenoids from Isodon pharicus. Journal of natural products. 2009 Jun; 72(6):988-93. doi: 10.1021/np9000366. [PMID: 19425589]
  • Luye Cao, Jin Sun, Yun Shen Li, Zijun Chen, Yikui Li. Pharmacokinetic analysis of glaucocalyxin A in rat plasma by liquid-liquid extraction and HPLC. Planta medica. 2009 May; 75(6):629-31. doi: 10.1055/s-0029-1185401. [PMID: 19263345]
  • Zi-jun Chen, Yun-sen Li, Ji-yan Zhou, Zheng-tao Wang. [Effect of glaucocalyxin A on level of Th1/Th2 type cytokines in mice]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2006 Aug; 31(15):1257-60. doi: ". [PMID: 17048571]
  • Y R Jin, M Y Gui, B Z Wang. [Studies on chemical constituents in the roots of Rabdosia japonica (Burm.f). Hara var. glaucocalyx (Maxin) Hara]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2000 Nov; 25(11):678-9. doi: . [PMID: 12525072]
  • Y Zhang, D Sha, M Sha, C Yuan. [Determination of glaucocalyxin A in the leaves of Plectranthus japonicus (Burm.) Koidz. var. glaucocalyx (Maxim.) Koidz. by HPLC]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 1991 Nov; 16(11):679-80, 704. doi: ". [PMID: 1804175]
  • T Giraldi, I Ferlan, D Romeo. Antitumor activity of equinatoxin. Chemico-biological interactions. 1976 Jun; 13(3-4):199-203. doi: 10.1016/0009-2797(76)90073-9. [PMID: 5194]