Diosbulbin B (BioDeep_00000017223)

 

Secondary id: BioDeep_00000265919

human metabolite PANOMIX_OTCML-2023 Endogenous


代谢物信息卡片


(3R,5S,6R,8R,11R,12S,13S)-3-(Furan-3-yl)-5-methyl-2,9,14-trioxapentacyclo[11.2.1.18,11.01,5.06,12]heptadecane-10,15-dione

化学式: C19H20O6 (344.125982)
中文名称: 黄药子素 B, 黄独素B
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 6.25%

分子结构信息

SMILES: CC12CC(c3ccoc3)OC13CC(OC3=O)C1C3CC(CC12)OC3=O
InChI: InChI=1S/C19H20O6/c1-18-6-13(9-2-3-22-8-9)25-19(18)7-14(24-17(19)21)15-11-4-10(5-12(15)18)23-16(11)20/h2-3,8,10-15H,4-7H2,1H3

描述信息

Diosbulbin B is found in root vegetables. Diosbulbin B is a constituent of Dioscorea bulbifera (air potato).
Constituent of Dioscorea bulbifera (air potato). Diosbulbin B is found in root vegetables.
Diosbulbin B is a diterpene lactone isolated from D. bulbifera L., with anti-tumor activity. Diosbulbin B can induce liver injury[1][2].
Diosbulbin B is a diterpene lactone isolated from D. bulbifera L., with anti-tumor activity. Diosbulbin B can induce liver injury[1][2].

同义名列表

8 个代谢物同义名

(3R,5S,6R,8R,11R,12S,13S)-3-(Furan-3-yl)-5-methyl-2,9,14-trioxapentacyclo[11.2.1.18,11.01,5.06,12]heptadecane-10,15-dione; 3-(furan-3-yl)-5-methyl-2,9,14-trioxapentacyclo[11.2.1.1⁸,¹¹.0¹,⁵.0⁶,¹²]heptadecane-10,15-dione; 3-(furan-3-yl)-5-methyl-2,9,14-trioxapentacyclo[11.2.1.18,11.01,5.06,12]heptadecane-10,15-dione; 8b,12a:15,16-Diepoxy-19-nor-13(16),14-clerodadiene-17,6b:18,2a-diolide; diosbulbin B; Diosbulbin-B; CID 15559043; Diosbulbin



数据库引用编号

11 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)

3 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

  • Huiling Chen, Chenchen Liu, Meng Li, Yida Zhang, Zhendong Wang, Qiyao Jiang, Jianxin Wang, Qi Wang, Yue Zhuo. Ferulic acid prevents Diosbulbin B-induced liver injury by inhibiting covalent modifications on proteins. Drug metabolism and pharmacokinetics. 2023 Mar; 50(?):100507. doi: 10.1016/j.dmpk.2023.100507. [PMID: 37075616]
  • Dongju Lin, Jie Liu, Xiaojin Chang, Bufan Yang, Xiaofei Gu, Weiwei Li. Glycyrrhetinic acid ameliorates diosbulbin B-induced hepatotoxicity in mice by modulating metabolic activation of diosbulbin B. Journal of applied toxicology : JAT. 2023 Feb; ?(?):. doi: 10.1002/jat.4450. [PMID: 36807597]
  • Chunfeng Li, Shumin Liu, Jian Zheng, Yingwei Xue. Angelica sinensis polysaccharide (ASP) attenuates diosbulbin-B (DB)-induced hepatotoxicity through activating the MEK/ERK pathway. Bioengineered. 2021 12; 12(1):3516-3524. doi: 10.1080/21655979.2021.1950280. [PMID: 34229534]
  • Zhengyu Zhang, Hui Li, Wei Li, Yukun Feng, Zixia Hu, Shenzhi Zhou, Na Zhang, Ying Peng, Jiang Zheng. Evidence for Polyamine, Biogenic Amine, and Amino Acid Adduction Resulting from Metabolic Activation of Diosbulbin B. Chemical research in toxicology. 2020 07; 33(7):1761-1769. doi: 10.1021/acs.chemrestox.0c00017. [PMID: 32515193]
  • Fan Yang, Li Li, Rui Yang, Mengjuan Wei, Yuchen Sheng, Lili Ji. Identification of serum microRNAs as potential toxicological biomarkers for toosendanin-induced liver injury in mice. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2019 May; 58(?):152867. doi: 10.1016/j.phymed.2019.152867. [PMID: 30844585]
  • Yi Zhang, Hui Miao, Huida Guan, Changhong Wang, Zhengtao Wang, Lili Ji. Long-term diosbulbin B treatment induced liver fibrosis in mice. Chemico-biological interactions. 2019 Jan; 298(?):15-23. doi: 10.1016/j.cbi.2018.10.015. [PMID: 30401638]
  • Dongju Lin, Weiwei Li, Xutong Tian, Ying Peng, Jiang Zheng. In Vitro DNA Adduction Resulting from Metabolic Activation of Diosbulbin B and 8-Epidiosbulbin E Acetate. Chemical research in toxicology. 2019 01; 32(1):38-48. doi: 10.1021/acs.chemrestox.8b00071. [PMID: 30520628]
  • Rui Yang, Mengjuan Wei, Fan Yang, Yuchen Sheng, Lili Ji. Diosbulbin B induced G2/M cell cycle arrest in hepatocytes by miRNA-186-3p and miRNA-378a-5p-mediated the decreased expression of CDK1. Toxicology and applied pharmacology. 2018 10; 357(?):1-9. doi: 10.1016/j.taap.2018.08.016. [PMID: 30145177]
  • Zixia Hu, Shenzhi Zhou, Na Zhang, Weiwei Li, Dongju Lin, Ying Peng, Jiang Zheng. Development of Polyclonal Antibodies for Detection of Diosbulbin B-Derived cis-Enedial Protein Adducts. Chemical research in toxicology. 2018 04; 31(4):231-237. doi: 10.1021/acs.chemrestox.7b00299. [PMID: 29569913]
  • Wei Shi, Cai Zhang, Dongsheng Zhao, Lingli Wang, Ping Li, Huijun Li. Discovery of Hepatotoxic Equivalent Combinatorial Markers from Dioscorea bulbifera tuber by Fingerprint-Toxicity Relationship Modeling. Scientific reports. 2018 01; 8(1):462. doi: 10.1038/s41598-017-18929-z. [PMID: 29323207]
  • Rui Yang, Fan Yang, Zhenlin Huang, Yao Jin, Yuchen Sheng, Lili Ji. Serum microRNA-122-3p, microRNA-194-5p and microRNA-5099 are potential toxicological biomarkers for the hepatotoxicity induced by Airpotato yam. Toxicology letters. 2017 Oct; 280(?):125-132. doi: 10.1016/j.toxlet.2017.08.017. [PMID: 28844483]
  • Ling-Li Wang, Dong-Sheng Zhao, Wei Shi, Zhuo-Qing Li, Zi-Tian Wu, Ping Li, Hui-Jun Li. Describing the holistic toxicokinetics of hepatotoxic Chinese herbal medicines by a novel integrated strategy: Dioscorea bulbifera rhizome as a case study. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2017 Oct; 1064(?):40-48. doi: 10.1016/j.jchromb.2017.08.040. [PMID: 28910661]
  • Kai Wang, Dongju Lin, Xiucai Guo, Wenlin Huang, Ying Peng, Jiang Zheng. Chemical Identity of Interaction of Protein with Reactive Metabolite of Diosbulbin B In Vitro and In Vivo. Toxins. 2017 08; 9(8):. doi: 10.3390/toxins9080249. [PMID: 28805726]
  • Zhengyu Zhang, Dongju Lin, Weiwei Li, Huiyuan Gao, Ying Peng, Jiang Zheng. Sensitive bromine-based screening of potential toxic furanoids in Dioscorea bulbifera L. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2017 Jul; 1057(?):1-14. doi: 10.1016/j.jchromb.2017.04.033. [PMID: 28477535]
  • Xiao-Yu Qu, Li-Na Tao, Si-Xi Zhang, Jing-Meng Sun, Jun-Qi Niu, Yan-Hua Ding, Yan-Qing Song. The role of Ntcp, Oatp2, Bsep and Mrp2 in liver injury induced by Dioscorea bulbifera L. and Diosbulbin B in mice. Environmental toxicology and pharmacology. 2017 Apr; 51(?):16-22. doi: 10.1016/j.etap.2017.02.023. [PMID: 28262508]
  • Ji-Zong Jiang, Bao-Hua Yang, Li-Li Ji, Li Yang, Yu-Chang Mao, Zhuo-Han Hu, Zheng-Tao Wang, Chang-Hong Wang. Metabolic-induced cytotoxicity of diosbulbin B in CYP3A4-expressing cells. Toxicology in vitro : an international journal published in association with BIBRA. 2017 Feb; 38(?):59-66. doi: 10.1016/j.tiv.2016.11.006. [PMID: 27836570]
  • Chengwei Niu, Yuchen Sheng, Enyuan Zhu, Lili Ji, Zhengtao Wang. Ferulic acid prevents liver injury induced by Diosbulbin B and its mechanism. Bioscience trends. 2016 Nov; 10(5):386-391. doi: 10.5582/bst.2016.01152. [PMID: 27773891]
  • Weiwei Li, Dongju Lin, Huiyuan Gao, Youjun Xu, Dongya Meng, Charles Vincent Smith, Ying Peng, Jiang Zheng. Metabolic activation of furan moiety makes Diosbulbin B hepatotoxic. Archives of toxicology. 2016 Apr; 90(4):863-72. doi: 10.1007/s00204-015-1495-8. [PMID: 25851819]
  • Chengwei Niu, Yuchen Sheng, Rui Yang, Bin Lu, Qingyun Bai, Lili Ji, Zhengtao Wang. Scutellarin protects against the liver injury induced by diosbulbin B in mice and its mechanism. Journal of ethnopharmacology. 2015 Apr; 164(?):301-8. doi: 10.1016/j.jep.2015.02.031. [PMID: 25701748]
  • Dongju Lin, Chunyan Li, Ying Peng, Huiyuan Gao, Jiang Zheng. Cytochrome p450-mediated metabolic activation of diosbulbin B. Drug metabolism and disposition: the biological fate of chemicals. 2014 Oct; 42(10):1727-36. doi: 10.1124/dmd.114.059261. [PMID: 25024403]
  • Chengwei Niu, Junming Wang, Lili Ji, Zhengtao Wang. Protection of Angelica sinensis (Oliv) Diels against hepatotoxicity induced by Dioscorea bulbifera L. and its mechanism. Bioscience trends. 2014 Oct; 8(5):253-9. doi: 10.5582/bst.2014.01076. [PMID: 25382441]
  • Baohua Yang, Wei Liu, Kaixian Chen, Zhengtao Wang, Changhong Wang. Metabolism of diosbulbin B in vitro and in vivo in rats: formation of reactive metabolites and human enzymes involved. Drug metabolism and disposition: the biological fate of chemicals. 2014 Oct; 42(10):1737-50. doi: 10.1124/dmd.114.058222. [PMID: 25053620]
  • Yibo Ma, Chengwei Niu, Junming Wang, Lili Ji, Zhengtao Wang. Diosbulbin B-induced liver injury in mice and its mechanism. Human & experimental toxicology. 2014 Jul; 33(7):729-36. doi: 10.1177/0960327113506232. [PMID: 24107456]
  • Jun-ming Wang, Yu-chen Sheng, Li-li Ji, Zheng-tao Wang. Ferulic acid prevents liver injury and increases the anti-tumor effect of diosbulbin B in vivo. Journal of Zhejiang University. Science. B. 2014 Jun; 15(6):540-7. doi: 10.1631/jzus.b1300250. [PMID: 24903991]
  • Baohua Yang, Xintang Wang, Wei Liu, Qian Zhang, Kaixian Chen, Yueming Ma, Changhong Wang, Zhengtao Wang. Gender-related pharmacokinetics and absolute bioavailability of diosbulbin B in rats determined by ultra-performance liquid chromatography-tandem mass spectrometry. Journal of ethnopharmacology. 2013 Oct; 149(3):810-5. doi: 10.1016/j.jep.2013.08.010. [PMID: 23954278]
  • Yi-Bo Ma, Li-Li Ji, Shun-Chun Wang, Song-Shan Shi, Zheng-Tao Wang. [Protection of Grateloupia filicina polysaccharide against hepatotoxicity induced by Dioscorea bulbifera L]. Yao xue xue bao = Acta pharmaceutica Sinica. 2013 Aug; 48(8):1253-8. doi: NULL. [PMID: 24187832]
  • Yujuan Li, Yuan Tian, Lin Gan, Yongzhi Li, Bo Chen, Jinyuan Qiao. Determination of diosbulbin B in rat plasma and urine by LC-MS/MS and its application in pharmacokinetic and urinary excretion studies. Journal of pharmaceutical and biomedical analysis. 2013 Apr; 77(?):133-8. doi: 10.1016/j.jpba.2013.01.030. [PMID: 23420017]
  • Jun-Ming Wang, Li-Li Ji, Christopher J Branford-White, Zai-Yong Wang, Kai-Kai Shen, Hai Liu, Zheng-Tao Wang. Antitumor activity of Dioscorea bulbifera L. rhizome in vivo. Fitoterapia. 2012 Mar; 83(2):388-94. doi: 10.1016/j.fitote.2011.12.001. [PMID: 22178682]
  • Junming Wang, Qingning Liang, Lili Ji, Hai Liu, Changhong Wang, Zhengtao Wang. Gender-related difference in liver injury induced by Dioscorea bulbifera L. rhizome in mice. Human & experimental toxicology. 2011 Sep; 30(9):1333-41. doi: 10.1177/0960327110389926. [PMID: 21075805]
  • Ying Xu, Chong-Chong Chen, Li Yang, Jun-Ming Wang, Li-Li Ji, Zheng-Tao Wang, Zhi-Bi Hu. [Evaluation on hepatotoxicity caused by Dioscorea bulbifera based on analysis of bile acids]. Yao xue xue bao = Acta pharmaceutica Sinica. 2011 Jan; 46(1):39-44. doi: . [PMID: 21465807]