Jolkinolide B (BioDeep_00000395860)

   

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


Bisoxireno[1,4]phenanthro[3,2-b]furan-9(7aH)-one, 1,2, 3,4,4a,5,6,11a,11b,11c-decahydro-4,4,8,11c-tetramethyl-, [4aR-(4a.alpha.,6aS*,7a.beta.,10aR*,11a.beta.,11b.alpha.,11c.beta,)]-

化学式: C20H26O4 (330.18309960000005)
中文名称: 岩大戟内酯 B, 岩大戟内酯B
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 91.67%

分子结构信息

SMILES: CC1=C2C3C4(O3)CCC5C(CCCC5(C4C6C2(O6)OC1=O)C)(C)C
InChI: InChI=1S/C20H26O4/c1-10-12-14-19(22-14)9-6-11-17(2,3)7-5-8-18(11,4)13(19)15-20(12,23-15)24-16(10)21/h11,13-15H,5-9H2,1-4H3/t11-,13+,14-,15-,18-,19+,20-/m1/s1

描述信息

Jolkinolide B is a diterpene lactone. It has a role as a metabolite.
Jolkinolide B is a natural product found in Euphorbia fischeriana, Euphorbia portulacoides, and other organisms with data available.
A natural product found in Euphorbia fischeriana.

同义名列表

9 个代谢物同义名

Bisoxireno[1,4]phenanthro[3,2-b]furan-9(7aH)-one, 1,2, 3,4,4a,5,6,11a,11b,11c-decahydro-4,4,8,11c-tetramethyl-, [4aR-(4a.alpha.,6aS*,7a.beta.,10aR*,11a.beta.,11b.alpha.,11c.beta,)]-; Bisoxireno(1,10a:3,4)phenanthro(3,2-b)furan-9(7aH)-one, 1,2,3,4,4a,5,6,11a,11b,11c-decahydro-4,4,8,11c-tetramethyl-, (4aR-(4aalpha,6aS*,7abeta,10aR*,11abeta,11balpha,11cbeta))-; (4aR,6aS,7aR,10aR,11aR,11bR,11cR)-4,4,8,11c-tetramethyl-1,2,3,4,4a,5,6,11a,11b,11c-decahydrobis(oxireno)[2,3:1,10a;2,3:3,4]phenanthro[3,2-b]furan-9(7aH)-one; 4,4,8,11b-tetramethyl-2,3,4,4a,5,6,6a,7,10a,11,11a,11b-dodecahydro- 1H,9H-6a:7,10a:11-diepoxyphenanthro[3,2-b]furan-9-one; (1S,3R,8R,10R,11R,12R,17R)-5,12,16,16-tetramethyl-2,7,9-trioxahexacyclo[9.8.0.01,3.04,8.08,10.012,17]nonadec-4-en-6-one; 4,4,8,11c-Tetramethyl-1,2,3,4,4a,5,6,11a,11b,11c-decahydrobisoxireno[3,4:1,10a]phenanthro[3,2-b]furan-9(7aH)-one; (1S,3R,8R,10R,11R,12R,17R)-5,12,16,16-tetramethyl-2,7,9-trioxahexacyclo[9.8.0.0,.0,.0,.0,nonadec-4-en-6-one; Jolkinolide B; NCI60_035896



数据库引用编号

9 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)

23 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

  • Jun Sang, Chen-Kai Liu, Jue Liu, Guan-Cong Luo, Wei-Ji Zheng, Ya Bai, De-Yun Jiang, Jiang-Ni Pu, Su An, Tian-Rui Xu. Jolkinolide B synergistically potentiates the antitumor activity of GPX4 inhibitors via inhibiting TrxR1 in cisplatin-resistant bladder cancer cells. Biochemical pharmacology. 2024 May; 223(?):116194. doi: 10.1016/j.bcp.2024.116194. [PMID: 38583812]
  • Hao Zhang, Jiayi Qian, Ming Jin, Li Fan, SongJie Fan, Hong Pan, Yang Li, Ningning Wang, Baiyu Jian. Jolkinolide B induces cell cycle arrest and apoptosis in MKN45 gastric cancer cells and inhibits xenograft tumor growth in vivo. Bioscience reports. 2022 06; 42(6):. doi: 10.1042/bsr20220341. [PMID: 35674158]
  • Yang Wang, Shi-Yang Shen, Lei Liu, Xiao-Dong Zhang, Dan-Yang Liu, Na Liu, Bing-Hua Liu, Lei Shen. Jolkinolide B inhibits proliferation or migration and promotes apoptosis of MCF-7 or BT-474 breast cancer cells by downregulating the PI3K-Akt pathway. Journal of ethnopharmacology. 2022 Jan; 282(?):114581. doi: 10.1016/j.jep.2021.114581. [PMID: 34464697]
  • Yu Hong, Jicheng Liu, Wanying Kong, Hui Li, Ying Cui, Yuchao Liu, Zhihui Deng, Dezhi Ma, Keyong Zhang, Jinghui Li, Minhui Li. WASH regulates the oxidative stress Nrf2/ARE pathway to inhibit proliferation and promote apoptosis of HeLa cells under the action of Jolkinolide B. PeerJ. 2022; 10(?):e13499. doi: 10.7717/peerj.13499. [PMID: 35855902]
  • Mei Li, Yu Yan, Jun He, Yu-Ming Wang, Yu-Xuan Guo, Ze-Xing Wang, Wei-Ku Zhang, Hao-Jun Zhang, Jie-Kun Xu. Jolkinolide B alleviates renal fibrosis via anti-inflammation and inhibition of epithelial-mesenchymal transition in unilateral ureteral obstruction mice. Journal of Asian natural products research. 2022 Jan; 24(1):76-87. doi: 10.1080/10286020.2021.2016715. [PMID: 34937462]
  • Xin Xie, Hua Yang, Wenjun Yang, Tingshu Jiang. Euphorbia angustifolia lactone B inhibits A549 proliferation and induces apoptosis. Pakistan journal of pharmaceutical sciences. 2021 Nov; 34(6(Special)):2401-2407. doi: . [PMID: 35039251]
  • Tiancheng Ma, Yu Sun, Lei Liu, Jia Sun, Yukun Ma, Lina Guo, Qi Liu. Optimization of extraction for diterpenoids from Euphorbia fischeriana Steud using response surface methodology and structure identification by UPLC-Q-TOF-MS. Natural product research. 2021 Jul; 35(14):2458-2462. doi: 10.1080/14786419.2019.1678619. [PMID: 31621425]
  • Yulin Ren, A Douglas Kinghorn. Development of Potential Antitumor Agents from the Scaffolds of Plant-Derived Terpenoid Lactones. Journal of medicinal chemistry. 2020 12; 63(24):15410-15448. doi: 10.1021/acs.jmedchem.0c01449. [PMID: 33289552]
  • Mandisa Mangisa, Vuyelwa J Tembu, Gerda Fouche, Rudzani Nthambeleni, Xolani Peter, Moses K Langat. Ent-abietane diterpenoids from Suregada zanzibariensis Baill. (Euphorbiaceae), their cytotoxic and anticancer properties. Natural product research. 2019 Nov; 33(22):3240-3247. doi: 10.1080/14786419.2018.1470628. [PMID: 29741101]
  • Chun-Jie Wang, Qiu-Long Yan, Yu-Fang Ma, Cheng-Peng Sun, Chang-Ming Chen, Xiang-Ge Tian, Xiu-Yan Han, Chao Wang, Sa Deng, Xiao-Chi Ma. ent-Abietane and Tigliane Diterpenoids from the Roots of Euphorbia fischeriana and Their Inhibitory Effects against Mycobacterium smegmatis. Journal of natural products. 2017 05; 80(5):1248-1254. doi: 10.1021/acs.jnatprod.6b00786. [PMID: 28383891]
  • Qun Shi, Yi-Wei Sun, Dali Meng. Phytochemical and cytotoxic studies on the roots of Euphorbia fischeriana. Bioorganic & medicinal chemistry letters. 2017 01; 27(2):266-270. doi: 10.1016/j.bmcl.2016.11.063. [PMID: 27913179]
  • Lei Shen, Shan-Qiang Zhang, Lei Liu, Yu Sun, Yu-Xuan Wu, Li-Ping Xie, Ji-Cheng Liu. Jolkinolide A and Jolkinolide B Inhibit Proliferation of A549 Cells and Activity of Human Umbilical Vein Endothelial Cells. Medical science monitor : international medical journal of experimental and clinical research. 2017 Jan; 23(?):223-237. doi: 10.12659/msm.902704. [PMID: 28087861]
  • Caixia Gao, Xinyan Yan, Bo Wang, Lina Yu, Jichun Han, Defang Li, Qiusheng Zheng. Jolkinolide B induces apoptosis and inhibits tumor growth in mouse melanoma B16F10 cells by altering glycolysis. Scientific reports. 2016 10; 6(?):36114. doi: 10.1038/srep36114. [PMID: 27796318]
  • Jin Woo Lee, Chul Lee, Qinghao Jin, Hari Jang, Dongho Lee, Ha-Jin Lee, Jong Won Shin, Sang Bae Han, Jin Tae Hong, Youngsoo Kim, Mi Kyeong Lee, Bang Yeon Hwang. Diterpenoids from the Roots of Euphorbia fischeriana with Inhibitory Effects on Nitric Oxide Production. Journal of natural products. 2016 Jan; 79(1):126-31. doi: 10.1021/acs.jnatprod.5b00789. [PMID: 26702644]
  • Zhi-guo Liu, Zhan-lin Li, Da-Hong Li, Ning Li, Jiao Bai, Feng Zhao, Da-li Meng, Hui-ming Hua. ent-Abietane-type diterpenoids from the roots of Euphorbia ebracteolata with their inhibitory activities on LPS-induced NO production in RAW 264.7 macrophages. Bioorganic & medicinal chemistry letters. 2016 Jan; 26(1):1-5. doi: 10.1016/j.bmcl.2015.11.080. [PMID: 26615888]
  • Hailing Yang, Yan Li, Pengfei Huo, Xiao-Ou Li, Daliang Kong, Wei Mu, Wei Fang, Lingxia Li, Ning Liu, Ling Fang, Hongjun Li, Chengyan He. Protective effect of Jolkinolide B on LPS-induced mouse acute lung injury. International immunopharmacology. 2015 May; 26(1):119-24. doi: 10.1016/j.intimp.2015.03.021. [PMID: 25819665]
  • Yang Li, Xiao-Li Liu, Zhen-Gang Cai, Si-Xi Zhang. LC-ESI-MS/MS analysis and pharmacokinetics of jolkinolide B, a potential antitumor active component isolated from Euphorbia fischeriana, in rat plasma. Biomedical chromatography : BMC. 2014 Feb; 28(2):193-6. doi: 10.1002/bmc.3000. [PMID: 23868721]
  • Guo Zhuang, Jun-Song Li, Bao-Chang Cai. [Study on HPLC chromatograms of different processed Euphorbia ebracteolata products and content change of three chemical components]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2013 May; 38(10):1526-30. doi: ". [PMID: 23947130]
  • Hui-Yu Xu, Zhi-Wei Chen, Jin-Cai Hou, Feng-Xia Du, Ji-Cheng Liu. Jolkinolide B induces apoptosis in MCF-7 cells through inhibition of the PI3K/Akt/mTOR signaling pathway. Oncology reports. 2013 Jan; 29(1):212-8. doi: 10.3892/or.2012.2113. [PMID: 23129237]
  • Takuhiro Uto, Guo-Wei Qin, Osamu Morinaga, Yukihiro Shoyama. 17-Hydroxy-jolkinolide B, a diterpenoid from Euphorbia fischeriana, inhibits inflammatory mediators but activates heme oxygenase-1 expression in lipopolysaccharide-stimulated murine macrophages. International immunopharmacology. 2012 Jan; 12(1):101-9. doi: 10.1016/j.intimp.2011.10.020. [PMID: 22080918]
  • Ren-Yi Yan, Yong-Xia Tan, Xi-Qiang Cui, Ruo-Yun Chen, De-Quan Yu. Diterpenoids from the roots of Suregada glomerulata. Journal of natural products. 2008 Feb; 71(2):195-8. doi: 10.1021/np0705211. [PMID: 18205316]
  • W K Liu, J C K Ho, Guowei Qin, Chun Tao Che. Jolkinolide B induces neuroendocrine differentiation of human prostate LNCaP cancer cell line. Biochemical pharmacology. 2002 Mar; 63(5):951-7. doi: 10.1016/s0006-2952(01)00938-8. [PMID: 11911847]
  • W Wang, X Ding. [Studies on diterpenoids from the roots of Euphorbia ebracteolata]. Yao xue xue bao = Acta pharmaceutica Sinica. 1998; 33(2):128-31. doi: ". [PMID: 11938948]