(R)-Canadine (BioDeep_00000016725)

   


代谢物信息卡片


(R)-Canadine

化学式: C20H21NO4 (339.14705060000006)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(bile_acids) 1.47%

分子结构信息

SMILES: COC1=C(C2=C(CC3C4=CC5=C(C=C4CCN3C2)OCO5)C=C1)OC
InChI: InChI=1S/C20H21NO4/c1-22-17-4-3-12-7-16-14-9-19-18(24-11-25-19)8-13(14)5-6-21(16)10-15(12)20(17)23-2/h3-4,8-9,16H,5-7,10-11H2,1-2H3/t16-/m1/s1

描述信息

D006401 - Hematologic Agents > D010975 - Platelet Aggregation Inhibitors
D002317 - Cardiovascular Agents > D002121 - Calcium Channel Blockers
D002317 - Cardiovascular Agents > D000889 - Anti-Arrhythmia Agents
D000077264 - Calcium-Regulating Hormones and Agents
D049990 - Membrane Transport Modulators
A canadine which has R configuration.

同义名列表

1 个代谢物同义名

(R)-Canadine



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

2 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(1)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(1)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

20 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

  • Guilan Wei, Ning Huang, Mengyao Li, Fengkun Guan, Liping Chen, Yingyi Liao, Xingyu Xie, Yucui Li, Ziren Su, Jiannan Chen, Yuhong Liu. Tetrahydroberberine alleviates high-fat diet-induced hyperlipidemia in mice via augmenting lipoprotein assembly-induced clearance of low-density lipoprotein and intermediate-density lipoprotein. European journal of pharmacology. 2024 Apr; 968(?):176433. doi: 10.1016/j.ejphar.2024.176433. [PMID: 38369273]
  • Binjun Yan, Zi-Ao Huang, Noorfatimah Yahaya, David Da Yong Chen. Enantioselective analysis in complex matrices using capillary electrophoresis-mass spectrometry: A case study of the botanical drug Corydalis Rhizoma. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2020 Sep; 1152(?):122216. doi: 10.1016/j.jchromb.2020.122216. [PMID: 32531643]
  • Manead Khin, Nadja B Cech, Joshua J Kellogg, Lindsay K Caesar. Chemical Evaluation of the Effects of Storage Conditions on the Botanical Goldenseal using Marker-based and Metabolomics Approaches. The Yale journal of biology and medicine. 2020 06; 93(2):265-275. doi: . [PMID: 32607087]
  • Zhong-Min Zhao, Xiao-Fei Shang, Raymond Kobla Lawoe, Ying-Qian Liu, Rui Zhou, Yu Sun, Yin-Fang Yan, Jun-Cai Li, Guan-Zhou Yang, Cheng-Jie Yang. Anti-phytopathogenic activity and the possible mechanisms of action of isoquinoline alkaloid sanguinarine. Pesticide biochemistry and physiology. 2019 Sep; 159(?):51-58. doi: 10.1016/j.pestbp.2019.05.015. [PMID: 31400784]
  • Phuong Mai Le, Clément Milande, Estelle Martineau, Patrick Giraudeau, Jonathan Farjon. Quantification of natural products in herbal supplements: A combined NMR approach applied on goldenseal. Journal of pharmaceutical and biomedical analysis. 2019 Feb; 165(?):155-161. doi: 10.1016/j.jpba.2018.11.062. [PMID: 30544050]
  • Bhawani Datt Joshi, Anubha Srivastava, Poonam Tandon, Sudha Jain, A P Ayala. A combined experimental (IR, Raman and UV-Vis) and quantum chemical study of canadine. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy. 2018 Feb; 191(?):249-258. doi: 10.1016/j.saa.2017.10.008. [PMID: 29040931]
  • Dujun Wang, Kai Wang, Danjuan Sui, Zhen Ouyang, Haiyu Xu, Yuan Wei. Effects of tetrahydroberberine and tetrahydropalmatine on hepatic cytochrome P450 expression and their toxicity in mice. Chemico-biological interactions. 2017 Apr; 268(?):47-52. doi: 10.1016/j.cbi.2017.02.019. [PMID: 28257954]
  • Stephanie Galanie, Christina D Smolke. Optimization of yeast-based production of medicinal protoberberine alkaloids. Microbial cell factories. 2015 Sep; 14(?):144. doi: 10.1186/s12934-015-0332-3. [PMID: 26376732]
  • Thu-Thuy T Dang, Xue Chen, Peter J Facchini. Acetylation serves as a protective group in noscapine biosynthesis in opium poppy. Nature chemical biology. 2015 Feb; 11(2):104-6. doi: 10.1038/nchembio.1717. [PMID: 25485687]
  • Ji Won Jung, Yong Sam Kwon, Jin Seok Jeong, Miwon Son, Hee Eun Kang. Pharmacokinetics and brain distribution of tetrahydropalmatine and tetrahydroberberine after oral administration of DA-9701, a new botanical gastroprokinetic agent, in rats. Biological & pharmaceutical bulletin. 2015; 38(2):285-91. doi: 10.1248/bpb.b14-00678. [PMID: 25747988]
  • Jia-jia Yu, Deng-li Cong, Ying Jiang, Yuan Zhou, Yan Wang, Chun-fang Zhao. [Study on alkaloids of Corydalis ochotensis and their antitumor bioactivity]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2014 Oct; 37(10):1795-8. doi: . [PMID: 25895386]
  • Thu-Thuy T Dang, Peter J Facchini. Cloning and characterization of canadine synthase involved in noscapine biosynthesis in opium poppy. FEBS letters. 2014 Jan; 588(1):198-204. doi: 10.1016/j.febslet.2013.11.037. [PMID: 24316226]
  • Yinying Zhang, Kuan Shi, Jun Wen, Guorong Fan, Yifeng Chai, Zhanying Hong. Chiral HPLC determination and stereoselective pharmacokinetics of tetrahydroberberine enantiomers in rats. Chirality. 2012 Mar; 24(3):239-44. doi: 10.1002/chir.21988. [PMID: 22271601]
  • Mingyong Zhang, Jian Le, Jun Wen, Yifeng Chai, Guorong Fan, Zhanying Hong. Simultaneous determination of tetrahydropalmatine and tetrahydroberberine in rat urine using dispersive liquid-liquid microextraction coupled with high-performance liquid chromatography. Journal of separation science. 2011 Nov; 34(22):3279-86. doi: 10.1002/jssc.201100588. [PMID: 22028314]
  • Tae Ho Lee, Ki Hyun Kim, Sung Ok Lee, Kang Ro Lee, Miwon Son, Mirim Jin. Tetrahydroberberine, an isoquinoline alkaloid isolated from corydalis tuber, enhances gastrointestinal motor function. The Journal of pharmacology and experimental therapeutics. 2011 Sep; 338(3):917-24. doi: 10.1124/jpet.111.182048. [PMID: 21659472]
  • Keivan A Ettefagh, Johnna T Burns, Hiyas A Junio, Glenn W Kaatz, Nadja B Cech. Goldenseal (Hydrastis canadensis L.) extracts synergistically enhance the antibacterial activity of berberine via efflux pump inhibition. Planta medica. 2011 May; 77(8):835-40. doi: 10.1055/s-0030-1250606. [PMID: 21157683]
  • H Abdel-Haq, M F Cometa, M Palmery, M G Leone, B Silvestrini, L Saso. Relaxant effects of Hydrastis canadensis L. and its major alkaloids on guinea pig isolated trachea. Pharmacology & toxicology. 2000 Nov; 87(5):218-22. doi: 10.1034/j.1600-0773.2000.d01-77.x. [PMID: 11129501]
  • E J Gentry, H B Jampani, A Keshavarz-Shokri, M D Morton, D V Velde, H Telikepalli, L A Mitscher, R Shawar, D Humble, W Baker. Antitubercular natural products: berberine from the roots of commercial Hydrastis canadensis powder. Isolation of inactive 8-oxotetrahydrothalifendine, canadine, beta-hydrastine, and two new quinic acid esters, hycandinic acid esters-1 and -2. Journal of natural products. 1998 Oct; 61(10):1187-93. doi: 10.1021/np9701889. [PMID: 9784149]
  • B Xuan, W Wang, D X Li. Inhibitory effect of tetrahydroberberine on platelet aggregation and thrombosis. Zhongguo yao li xue bao = Acta pharmacologica Sinica. 1994 Mar; 15(2):133-5. doi: . [PMID: 8010106]
  • B Xuan, D X Li, W Wang. [Protective effects of tetrahydroprotoberberines on experimental myocardial infarction in rats]. Zhongguo yao li xue bao = Acta pharmacologica Sinica. 1992 Mar; 13(2):167-71. doi: . [PMID: 1598835]
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