(1R,4E,6S,7S,17R)-4-Ethylidene-7-hydroxy-7-(hydroxymethyl)-6-methyl-2,9-dioxa-14-azatricyclo[9.5.1.014,17]heptadec-11-ene-3,8-dione (BioDeep_00000171575)

   

human metabolite blood metabolite


代谢物信息卡片


(1R,4E,6S,7S,17R)-4-Ethylidene-7-hydroxy-7-(hydroxymethyl)-6-methyl-2,9-dioxa-14-azatricyclo[9.5.1.014,17]heptadec-11-ene-3,8-dione

化学式: C18H25NO6 (351.1682)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(blood) 5.29%

分子结构信息

SMILES: CC=C1CC(C)C(O)(CO)C(=O)OCC2=CCN3CCC(OC1=O)C23
InChI: InChI=1S/C18H25NO6/c1-3-12-8-11(2)18(23,10-20)17(22)24-9-13-4-6-19-7-5-14(15(13)19)25-16(12)21/h3-4,11,14-15,20,23H,5-10H2,1-2H3

描述信息

同义名列表

6 个代谢物同义名

(1R,4E,6S,7S,17R)-4-Ethylidene-7-hydroxy-7-(hydroxymethyl)-6-methyl-2,9-dioxa-14-azatricyclo[9.5.1.014,17]heptadec-11-ene-3,8-dione; 4-ethylidene-7-hydroxy-7-(hydroxymethyl)-6-methyl-2,9-dioxa-14-azatricyclo[9.5.1.0¹⁴,¹⁷]heptadec-11-ene-3,8-dione; retrorsine hydrochloride; retrorsine, (15E)-isomer; retrorsine; Usaramine



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)

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。

亚细胞结构定位 关联基因列表


文献列表

  • Lin Zhu, Junyi Xue, Yisheng He, Qingsu Xia, Peter P Fu, Ge Lin. Correlation Investigation between Pyrrole-DNA and Pyrrole-Protein Adducts in Male ICR Mice Exposed to Retrorsine, a Hepatotoxic Pyrrolizidine Alkaloid. Toxins. 2022 05; 14(6):. doi: 10.3390/toxins14060377. [PMID: 35737038]
  • Feifei Lin, Yan Ma, Anni Pan, Yang Ye, Jia Liu. Quantification of Usaramine and its N-Oxide Metabolite in Rat Plasma Using Liquid Chromatography-Tandem Mass Spectrometry. Journal of analytical toxicology. 2022 May; 46(5):512-518. doi: 10.1093/jat/bkab060. [PMID: 34086913]
  • Jiang Ma, Chunyuan Zhang, Yisheng He, Xinmeng Chen, Ge Lin. Fasting augments pyrrolizidine alkaloid-induced hepatotoxicity. Archives of toxicology. 2022 02; 96(2):639-651. doi: 10.1007/s00204-021-03193-y. [PMID: 34792613]
  • Jing Li, Mengyue Zhou, Xiaoqiong Lai, Yang Wang, Ying Zou, Kunna Li, Weiwei Li, Jiang Zheng. Toxicokinetic and bioavailability studies on retrorsine in mice, and ketoconazole-induced alteration in toxicokinetic properties. Biomedical chromatography : BMC. 2022 Feb; 36(2):e5270. doi: 10.1002/bmc.5270. [PMID: 34727371]
  • Lin Zhu, Chunyuan Zhang, Wei Zhang, Qingsu Xia, Jiang Ma, Xin He, Yisheng He, Peter P Fu, Wei Jia, Yuzheng Zhuge, Ge Lin. Developing urinary pyrrole-amino acid adducts as non-invasive biomarkers for identifying pyrrolizidine alkaloids-induced liver injury in human. Archives of toxicology. 2021 10; 95(10):3191-3204. doi: 10.1007/s00204-021-03129-6. [PMID: 34390356]
  • Li Guo, Li Zhang, Haiman Xu, Pei Yu, Zhigang Wang, Danyi Lu, Min Chen, Baojian Wu. Diurnal hepatic CYP3A11 contributes to chronotoxicity of the pyrrolizidine alkaloid retrorsine in mice. Xenobiotica; the fate of foreign compounds in biological systems. 2021 Sep; 51(9):1019-1028. doi: 10.1080/00498254.2021.1950867. [PMID: 34311664]
  • Xiaoyan Pang, Chongzhuang Tang, Peng Cao, Lei Zhou, Xiaoyan Chen. Metabolic Activation of Retrorsine may Disrupt Bile Acid Homeostasis in Mice through the Nrf2 Pathway. Current drug metabolism. 2021; 22(11):870-881. doi: 10.2174/1389200222666210427124332. [PMID: 33906588]
  • Xiaoyan Pang, Chongzhuang Tang, Fandi Kong, Meixia Chen, Xiaoyan Chen. CYP2C and CYP2B Mediated Metabolic Activation of Retrorsine in Cyp3a Knockout Mice. Current drug metabolism. 2020; 21(13):1040-1051. doi: 10.2174/1389200221666201202101715. [PMID: 33267758]
  • Yu Guo, Di Xiao, Xiaojing Yang, Jiang Zheng, Shuwei Hu, Panfeng Wu, Xiaoxia Li, Hao Kou, Hui Wang. Prenatal exposure to pyrrolizidine alkaloids induced hepatotoxicity and pulmonary injury in fetal rats. Reproductive toxicology (Elmsford, N.Y.). 2019 04; 85(?):34-41. doi: 10.1016/j.reprotox.2019.02.006. [PMID: 30771476]
  • Xiaojing Yang, Weiwei Li, Hui Li, Xu Wang, Yan Chen, Xiucai Guo, Ying Peng, Jiang Zheng. A Difference in Internal Exposure Makes Newly Weaned Mice More Susceptible to the Hepatotoxicity of Retrorsine Than Adult Mice. Chemical research in toxicology. 2018 12; 31(12):1348-1355. doi: 10.1021/acs.chemrestox.8b00220. [PMID: 30427168]
  • Meijuan Tu, Liping Li, Hongmei Lei, Zhiyuan Ma, Zhongjian Chen, Siyuan Sun, Siyun Xu, Hui Zhou, Su Zeng, Huidi Jiang. Involvement of organic cation transporter 1 and CYP3A4 in retrorsine-induced toxicity. Toxicology. 2014 Aug; 322(?):34-42. doi: 10.1016/j.tox.2014.04.007. [PMID: 24799337]
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  • Jiayin Han, Aihu Liang, Yan Yi. [Developmental toxicity of retrorsine on mouse embryos in vitro]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2011 Jul; 36(14):1901-4. doi: NULL. [PMID: 22016956]
  • Mitsuhiro Inagaki, Hiroyuki Furukawa, Yoshiyasu Satake, Yoko Okada, Shinichi Chiba, Yuji Nishikawa, Katsuhiro Ogawa. Replacement of liver parenchyma in analbuminemic rats with allogenic hepatocytes is facilitated by intrabone marrow-bone marrow transplantation. Cell transplantation. 2011; 20(9):1479-89. doi: 10.3727/096368910x547453. [PMID: 21176395]
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  • Faizullah Kakar, Zarif Akbarian, Toby Leslie, Mir Lais Mustafa, John Watson, Hans P van Egmond, Mohammad Fahim Omar, Jawad Mofleh. An outbreak of hepatic veno-occlusive disease in Western afghanistan associated with exposure to wheat flour contaminated with pyrrolizidine alkaloids. Journal of toxicology. 2010; 2010(?):313280. doi: 10.1155/2010/313280. [PMID: 20652038]
  • Biao Zhang, Mitsuhiro Inagaki, Bojian Jiang, Masaaki Miyakoshi, Jun Arikura, Katsuhiro Ogawa, Shinichi Kasai. Effects of bone marrow and hepatocyte transplantation on liver injury. The Journal of surgical research. 2009 Nov; 157(1):71-80. doi: 10.1016/j.jss.2008.12.013. [PMID: 19345373]
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  • Walber Toma, José Roberto Trigo, Ana Cláudia Bensuaski de Paula, Alba Regina Monteiro Souza Brito. Modulation of gastrin and epidermal growth factor by pyrrolizidine alkaloids obtained from Senecio brasiliensis in acute and chronic induced gastric ulcers. Canadian journal of physiology and pharmacology. 2004 May; 82(5):319-25. doi: 10.1139/y04-023. [PMID: 15213731]
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