TZ-93 (BioDeep_00000230325)

 

Secondary id: BioDeep_00000267995

PANOMIX_OTCML-2023


代谢物信息卡片


(2R,4aS,6aS,12bR,14aS,14bR)-9-formyl-10,11-dihydroxy-2,4a,6a,12b,14a-pentamethyl-8-oxo-1,2,3,4,4a,5,6,6a,8,12b,13,14,14a,14b-tetradecahydropicene-2-carboxylic acid

化学式: C29H36O6 (480.2511756)
中文名称: 去甲泽拉木醛, 去甲泽拉木醛
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 2.38%

分子结构信息

SMILES: CC12CCC(CC1C3(CCC4(C5=CC(=C(C(=C5C(=O)C=C4C3(CC2)C)C=O)O)O)C)C)(C)C(=O)O
InChI: InChI=1S/C29H36O6/c1-25-6-7-26(2,24(34)35)14-21(25)29(5)11-9-27(3)17-12-19(32)23(33)16(15-30)22(17)18(31)13-20(27)28(29,4)10-8-25/h12-13,15,21,32-33H,6-11,14H2,1-5H3,(H,34,35)/t21-,25-,26-,27+,28-,29+/m1/s1

描述信息

Demethylzeylasteral is a carbopolycyclic compound with formula C29H36O6, originally isolated from Tripterygium wilfordii. It has a role as a plant metabolite, an EC 2.4.1.17 (glucuronosyltransferase) inhibitor, an immunosuppressive agent, an anti-inflammatory agent and a nephroprotective agent. It is a carbopolycyclic compound, an enone, a cyclic ketone, an arenecarbaldehyde, an oxo monocarboxylic acid and a member of benzenediols.
Demethylzeylasteral is a natural product found in Tripterygium regelii, Tripterygium hypoglaucum, and Tripterygium wilfordii with data available.
A carbopolycyclic compound with formula C29H36O6, originally isolated from Tripterygium wilfordii.
Demethylzeylasteral is a triterpene compound isolated from Tripterygium wilfordii Hook F, with anti-inflammatory, immunosuppressive and anti-tumor activities[1][2][3][4][5]. Demethylzeylasteral can significantly alleviates atherosclerosis (AS)[5]. Demethylzeylasteral inhibits triple-negative breast cancer invasion by blocking the canonical and non-canonical TGF-β signaling pathways[2].

同义名列表

8 个代谢物同义名

(2R,4aS,6aS,12bR,14aS,14bR)-9-formyl-10,11-dihydroxy-2,4a,6a,12b,14a-pentamethyl-8-oxo-1,2,3,4,4a,5,6,6a,8,12b,13,14,14a,14b-tetradecahydropicene-2-carboxylic acid; (2R,4aS,6aR,6aS,14aS,14bR)-9-formyl-10,11-dihydroxy-2,4a,6a,6a,14a-pentamethyl-8-oxo-1,3,4,5,6,13,14,14b-octahydropicene-2-carboxylic acid; (9beta,13alpha,14beta,20alpha)-2,3-Dihydroxy-9,13-dimethyl-6,23-dioxo-24,25,26-trinoroleana-1,3,5(10),7-tetraen-29-oic acid; Demethylzeylasteral (T-96); Demethylzeylasteral; T-96 compound; TZ 93; TZ-93



数据库引用编号

7 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)

4 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

  • Pan Shen, Xuan Deng, Tingting Li, Xiaoqi Chen, Xiaoyan Wu. Demethylzeylasteral protects against renal interstitial fibrosis by attenuating mitochondrial complex I-mediated oxidative stress. Journal of ethnopharmacology. 2024 Jun; 327(?):117986. doi: 10.1016/j.jep.2024.117986. [PMID: 38437887]
  • Yi Wang, Ban Zhao, Xin Dang, Ling-Fei Kong, Yi-Cong Geng, Ping He, Zheng-Ying Li, Yong-Hui Mao, Cai Tie. A novel SPE-LC-MRM strategy for serum demethylzeylasteral quantitation developed with an 18O-labeled internal standard. Analytical and bioanalytical chemistry. 2024 Jan; 416(2):467-474. doi: 10.1007/s00216-023-05049-z. [PMID: 37993551]
  • Meng Li, Qiong Luo, Xi Chen, Furong Qiu, Yanyan Tao, Xin Sun, Chenghai Liu. Screening of major hepatotoxic components of Tripterygium wilfordii based on hepatotoxic injury patterns. BMC complementary medicine and therapies. 2023 Jan; 23(1):9. doi: 10.1186/s12906-023-03836-w. [PMID: 36627617]
  • Lengnan Xu, Ban Zhao, Liping Yang, Xinyi Dong, Xue Yang, Yonghui Mao. Demethylzeylasteral reduces the level of proteinuria in diabetic nephropathy: Screening of network pharmacology and verification by animal experiment. Pharmacology research & perspectives. 2022 08; 10(4):e00976. doi: 10.1002/prp2.976. [PMID: 35716119]
  • Zhengjie Shen, Yongjuan Gu, Ruiyang Jiang, Heya Qian, Siyuan Li, Lixian Xu, Wenzhe Gu, Yun Zuo. Antitumor Effect of Demethylzeylasteral (T-96) on Triple-Negative Breast Cancer via LSD1-Mediate Epigenetic Mechanisms. Analytical cellular pathology (Amsterdam). 2022; 2022(?):2522597. doi: 10.1155/2022/2522597. [PMID: 36276611]
  • Zhi-Ling Zhu, Xiao-Dan Qiu, Shuo Wu, Yi-Tong Liu, Ting Zhao, Zhong-Hao Sun, Zhuo-Rong Li, Guang-Zhi Shan. Blocking Effect of Demethylzeylasteral on the Interaction between Human ACE2 Protein and SARS-CoV-2 RBD Protein Discovered Using SPR Technology. Molecules (Basel, Switzerland). 2020 Dec; 26(1):. doi: 10.3390/molecules26010057. [PMID: 33374387]
  • Yun Yu, Bian Yong, Changliang Xu, Luyong Zhang. T-96 attenuates inflammation by inhibiting NF-κB in adjuvant-induced arthritis. Frontiers in bioscience (Landmark edition). 2020 01; 25(3):498-512. doi: 10.2741/4816. [PMID: 31585899]
  • Liu Li, Yi Ji, Junting Fan, Furong Li, Yan Li, Mianhua Wu, Haibo Cheng, Changliang Xu. Demethylzeylasteral (T-96) inhibits triple-negative breast cancer invasion by blocking the canonical and non-canonical TGF-β signaling pathways. Naunyn-Schmiedeberg's archives of pharmacology. 2019 05; 392(5):593-603. doi: 10.1007/s00210-019-01614-5. [PMID: 30729271]
  • Luoluo Yang, Yan Xia, Lianhua An, Dan Zhou. An LC-MS/MS method for quantification of demethylzeylasteral, a novel immunosuppressive agent in rat plasma and the application to a pharmacokinetic study. Biomedical chromatography : BMC. 2018 Aug; 32(8):e4247. doi: 10.1002/bmc.4247. [PMID: 29574824]
  • Qiang Wang, Yanmei Xiao, Tongwei Liu, Haibo Yuan, Chunwu Li. Demethylzeylasteral ameliorates inflammation in a rat model of unilateral ureteral obstruction through inhibiting activation of the NF‑κB pathway. Molecular medicine reports. 2017 Jul; 16(1):373-379. doi: 10.3892/mmr.2017.6584. [PMID: 28534978]
  • Tuanjie Wang, Fei Shen, Shulan Su, Yongliang Bai, Sheng Guo, Hui Yan, Tao Ji, Yanyan Wang, Dawei Qian, Jin-Ao Duan. Comparative analysis of four terpenoids in root and cortex of Tripterygium wilfordii Radix by different drying methods. BMC complementary and alternative medicine. 2016 Nov; 16(1):476. doi: 10.1186/s12906-016-1453-x. [PMID: 27881165]
  • Huimin An, Yu Zhu, Wenping Xu, Yujun Liu, Jianping Zhang, Zongming Lin. Evaluation of Immunosuppressive Activity of Demethylzeylasteral in a Beagle Dog Kidney Transplantation Model. Cell biochemistry and biophysics. 2015 Dec; 73(3):673-9. doi: 10.1007/s12013-015-0684-7. [PMID: 27259309]
  • Qiongyi Hu, Chunxin Yang, Qiang Wang, Haiying Zeng, Wanzhang Qin. Demethylzeylasteral (T-96) Treatment Ameliorates Mice Lupus Nephritis Accompanied by Inhibiting Activation of NF-κB Pathway. PloS one. 2015; 10(7):e0133724. doi: 10.1371/journal.pone.0133724. [PMID: 26208003]
  • Su-Lin Liu, Shu-Yao Zhang, Miao-Jun Wang, Hong Jiang, Yu-Xian Yang, Lei Chen. Demethylzeylasteral exhibits dose-dependent inhibitory behaviour towards estradiol glucuronidation. European journal of drug metabolism and pharmacokinetics. 2014 Jun; 39(2):99-102. doi: 10.1007/s13318-013-0147-8. [PMID: 23807732]
  • Wenping Xu, Zongming Lin, Chunxin Yang, Yongkang Zhang, Guomin Wang, Xunhui Xu, Qianzhou Lv, Yushen Ren, Ying Dong. Immunosuppressive effects of demethylzeylasteral in a rat kidney transplantation model. International immunopharmacology. 2009 Jul; 9(7-8):996-1001. doi: 10.1016/j.intimp.2009.04.007. [PMID: 19383554]
  • Jun-Ping Bai, Yu-Liang Shi. Inhibition of Ca(2+) channels in mouse spermatogenic cells by male antifertility compounds from Tripterygium wilfordii Hook. f. Contraception. 2002 Jun; 65(6):441-5. doi: 10.1016/s0010-7824(02)00312-8. [PMID: 12127645]
  • V Ramgolam, S G Ang, Y H Lai, C S Loh, H K Yap. Traditional Chinese medicines as immunosuppressive agents. Annals of the Academy of Medicine, Singapore. 2000 Jan; 29(1):11-6. doi: . [PMID: 10748958]
  • S Ushiro, M Ono, J Nakayama, T Fujiwara, Y Komatsu, K Sugimachi, M Kuwano. New nortriterpenoid isolated from anti-rheumatoid arthritic plant, Tripterygium wilfordii, modulates tumor growth and neovascularization. International journal of cancer. 1997 Aug; 72(4):657-63. doi: 10.1002/(sici)1097-0215(19970807)72:4<657::aid-ijc18>3.0.co;2-8. [PMID: 9259407]
  • T Tamaki, A Kawamura, Y Komatsu, H Kawamura, H Maruyama, T Morota. Phenolic nortriterpene demethylzeylasteral: a new immunosuppressive component of Tripterygium Wilfordii Hook f. Transplantation proceedings. 1996 Jun; 28(3):1379-80. doi: ". [PMID: 8658703]
  • Y Ariyoshi, Y Osawa. Improved assay for urinary 17-hydroxycorticosteroids. Clinical chemistry. 1976 Feb; 22(2):232-4. doi: 10.1093/clinchem/22.2.232. [PMID: 2392]