Dihydrochelerythrine (BioDeep_00000178287)

   

human metabolite PANOMIX_OTCML-2023 blood metabolite


代谢物信息卡片


17,18-dimethoxy-21-methyl-5,7-dioxa-21-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁹]henicosa-1,3,8,10,12,14,16,18-octaene

化学式: C21H19NO4 (349.1314014000001)
中文名称: 二氢白屈菜红碱
谱图信息: 最多检出来源 Viridiplantae(plant) 0.05%

分子结构信息

SMILES: CN1C(C2=CC(OCO3)=C3C=C2C=C4)=C4C5=CC=C(OC)C(OC)=C5C1
InChI: InChI=1S/C21H19NO4/c1-22-10-16-13(6-7-17(23-2)21(16)24-3)14-5-4-12-8-18-19(26-11-25-18)9-15(12)20(14)22/h4-9H,10-11H2,1-3H3

描述信息

Dihydrochelerythrine is a natural compound isolated from Corydalis yanhusuo; has antifungal activity. IC50 value: Target: in vitro: Dihydrochelerythrine showed the highest antifungal activity against B. cinerea Pers, with 98.32\\% mycelial growth inhibition at 50 μg/mL. Dihydrochelerythrine inhibited spore germination in vitro in a concentration-dependent manner [1]. Dihydrochelerythrine appeared to be less cytotoxic since the viability of cells exposed to 20 microM dihydrochelerythrine for 24h was reduced only to 53\\%. A dose-dependent induction of apoptosis and necrosis by chelerythrine and dihydrochelerythrine was confirmed by annexin V/propidium iodide dual staining flow cytometry [2]. Dihydrochelerythrine (4) exhibited strong activity against methicillin-resistant Staphylococcus aureus SK1 and moderate activity against Escherichia coli TISTR 780 with MIC values of 8 and 16 μg/mL, respectively [3].
Dihydrochelerythrine is a natural compound isolated from Corydalis yanhusuo; has antifungal activity. IC50 value: Target: in vitro: Dihydrochelerythrine showed the highest antifungal activity against B. cinerea Pers, with 98.32\% mycelial growth inhibition at 50 μg/mL. Dihydrochelerythrine inhibited spore germination in vitro in a concentration-dependent manner [1]. Dihydrochelerythrine appeared to be less cytotoxic since the viability of cells exposed to 20 microM dihydrochelerythrine for 24h was reduced only to 53\%. A dose-dependent induction of apoptosis and necrosis by chelerythrine and dihydrochelerythrine was confirmed by annexin V/propidium iodide dual staining flow cytometry [2]. Dihydrochelerythrine (4) exhibited strong activity against methicillin-resistant Staphylococcus aureus SK1 and moderate activity against Escherichia coli TISTR 780 with MIC values of 8 and 16 μg/mL, respectively [3].

同义名列表

3 个代谢物同义名

17,18-dimethoxy-21-methyl-5,7-dioxa-21-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁹]henicosa-1,3,8,10,12,14,16,18-octaene; Dihydrochelerythrine; 12,13-Dihydrochelerythrine



数据库引用编号

6 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

3 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(1)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(2)

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

  • Qiyan Lin, Chao Ma, Huida Guan, Liangni Chen, Qi Xie, Xuemei Cheng, Changhong Wang. Metabolites identification and reversible interconversion of chelerythrine and dihydrochelerythrine in vitro/in vivo in rats using ultra-performance liquid chromatography combined with electrospray ionization quadrupole time-of-flight tandem mass spectrometry. Journal of pharmaceutical and biomedical analysis. 2020 Sep; 189(?):113462. doi: 10.1016/j.jpba.2020.113462. [PMID: 32659571]
  • Nan-Xi Hu, Mei Chen, Yi-Song Liu, Qi Shi, Bo Yang, Huan-Cheng Zhang, Pi Cheng, Qi Tang, Zhao-Ying Liu, Jian-Guo Zeng. Pharmacokinetics of sanguinarine, chelerythrine, and their metabolites in broiler chickens following oral and intravenous administration. Journal of veterinary pharmacology and therapeutics. 2019 Mar; 42(2):197-206. doi: 10.1111/jvp.12729. [PMID: 30350369]
  • Bo-Lin Qiu, Ling-Yan Wang, Gui-Yang Xia, Jing-Fang Zhang, Yu-Zhuo Wu, Rui Li, Biao-Bing Xiao, Wan-Chao Zhong, Peng-Cheng Lin, Sheng Lin. [Study on structural conversion of dihydrochelerythrine in different solvents]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2018 Aug; 43(16):3315-3321. doi: 10.19540/j.cnki.cjcmm.20180511.002. [PMID: 30200735]
  • Zhi-xing Qing, Yu-qin Xu, Peng Yang, Kun Yu, Yi Peng, Zi Zuo, Jian-guo Zeng. [Study on Alkaloids of Fruit from Macleaya cordata]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2016 Feb; 39(2):312-4. doi: . [PMID: 30080360]
  • Yang Liu, An-Jun Deng, Lin Ma, Hai-Jing Zhang, Zhi-Hui Zhang, Lian-Qiu Wu, Zhu-Fang Shen, Wen-Jie Wang, Hai-Lin Qin. [Chemical constituents of the roots of Macleaya microcarpa and activation efficacy of benzophenanthridine alkaloids for the transcription of xbp1 gene]. Yao xue xue bao = Acta pharmaceutica Sinica. 2015 Feb; 50(2):207-10. doi: . [PMID: 25975030]
  • Jan Vacek, Barbora Papoušková, Pavel Kosina, Adéla Galandáková, Jitka Ulrichová. Mass spectrometric investigation of chelerythrine and dihydrochelerythrine biotransformation patterns in human hepatocytes. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2013 Dec; 941(?):17-24. doi: 10.1016/j.jchromb.2013.09.037. [PMID: 24184831]
  • Xuan Luo, David Pires, José A Aínsa, Begoña Gracia, Noélia Duarte, Silva Mulhovo, Elsa Anes, Maria-José U Ferreira. Zanthoxylum capense constituents with antimycobacterial activity against Mycobacterium tuberculosis in vitro and ex vivo within human macrophages. Journal of ethnopharmacology. 2013 Mar; 146(1):417-22. doi: 10.1016/j.jep.2013.01.013. [PMID: 23337743]
  • Jia-yun Yao, Zhi-ming Zhou, Xi-lian Li, Wen-lin Yin, Hong-shun Ru, Xiao-yi Pan, Gui-jie Hao, Yang Xu, Jin-yu Shen. Antiparasitic efficacy of dihydrosanguinarine and dihydrochelerythrine from Macleaya microcarpa against Ichthyophthirius multifiliis in richadsin (Squaliobarbus curriculus). Veterinary parasitology. 2011 Dec; 183(1-2):8-13. doi: 10.1016/j.vetpar.2011.07.021. [PMID: 21813242]
  • Gang Feng, Jing Zhang, Ying-Qian Liu. Inhibitory activity of dihydrosanguinarine and dihydrochelerythrine against phytopathogenic fungi. Natural product research. 2011 Jul; 25(11):1082-9. doi: 10.1080/14786419.2010.487187. [PMID: 21500094]
  • Fanyan Meng, Guoying Zuo, Xiaoyan Hao, Genchun Wang, Haitao Xiao, Jiquan Zhang, Guili Xu. Antifungal activity of the benzo[c]phenanthridine alkaloids from Chelidonium majus Linn against resistant clinical yeast isolates. Journal of ethnopharmacology. 2009 Sep; 125(3):494-6. doi: 10.1016/j.jep.2009.07.029. [PMID: 19647059]
  • V Navarro, G Delgado. Two antimicrobial alkaloids from Bocconia arborea. Journal of ethnopharmacology. 1999 Aug; 66(2):223-6. doi: 10.1016/s0378-8741(98)00182-2. [PMID: 10433482]