Lambertine (BioDeep_00000017359)

 

Secondary id: BioDeep_00000618512

human metabolite PANOMIX_OTCML-2023


代谢物信息卡片


16,17-dimethoxy-5,7-dioxa-13-azapentacyclo[11.8.0.0^{2,10}.0^{4,8}.0^{15,20}]henicosa-1(21),2(10),3,8,15,17,19-heptaene

化学式: C20H19NO4 (337.1314014000001)
中文名称: 二氢小檗碱
谱图信息: 最多检出来源 Viridiplantae(plant) 0.14%

分子结构信息

SMILES: COC1=C(C2=C(C=C1)C=C3C4=CC5=C(C=C4CCN3C2)OCO5)OC
InChI: InChI=1S/C20H19NO4/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/h3-4,7-9H,5-6,10-11H2,1-2H3

描述信息

Lambertine is an alkaloid.
Dihydroberberine is a natural product found in Thalictrum foliolosum, Berberis vulgaris, and other organisms with data available.
Lambertine is found in fruits. Lambertine is an alkaloid from Berberis vulgaris (barberry).
Alkaloid from Berberis vulgaris (barberry). Lambertine is found in tea and fruits.

同义名列表

22 个代谢物同义名

16,17-dimethoxy-5,7-dioxa-13-azapentacyclo[11.8.0.0^{2,10}.0^{4,8}.0^{15,20}]henicosa-1(21),2(10),3,8,15,17,19-heptaene; 16,17-dimethoxy-5,7-dioxa-13-azapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-1(21),2,4(8),9,15(20),16,18-heptaene; 16,17-dimethoxy-5,7-dioxa-13-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁵,²⁰]henicosa-1(21),2,4(8),9,15,17,19-heptaene; 9,10-Dimethoxy-5,8-dihydro-6H-[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinoline; 9,10-Dimethoxy-6,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinoline; 9,10-Dimethoxy-6,8-dihydro-5H-1,3-dioxolo[4,5-g]isoquinolino[3,2-a]isoquinoline; 9,10-Dimethoxy-5,8-dihydro-6H-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinoline #; 9,10-Dimethoxy-5,8-dihydro-6H-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinoline; 6H-Benzo(g)-1,3-benzodioxolo(5,6-a)quinolizine, 5,8-dihydro-9,10-dimethoxy-; BERBINE, 13,13a-DIDEHYDRO-9,10-DIMETHOXY-2,3-(METHYLENEDIOXY)-; 9,10-Dimethoxy-2,3-(methylenedioxy)-13,13a-didehydroberbine; 4-27-00-06505 (Beilstein Handbook Reference); Dihydroberberine/dihydroumbellatine; dihydroberberine hydrochloride; 7,8-Dihydroberberine; Berberine, dihydro-; Dihydroumbellatine; Dihydroberberine; Dihydroberbine; Lambertine; lambertin; 3bti



数据库引用编号

16 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)

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

  • Jessica M Moon, Kayla M Ratliff, Anthony M Hagele, Richard A Stecker, Petey W Mumford, Chad M Kerksick. Absorption Kinetics of Berberine and Dihydroberberine and Their Impact on Glycemia: A Randomized, Controlled, Crossover Pilot Trial. Nutrients. 2021 Dec; 14(1):. doi: 10.3390/nu14010124. [PMID: 35010998]
  • Cailan Li, Na Dong, Bowen Wu, Zhimi Mo, Jianhui Xie, Qiang Lu. Dihydroberberine, an isoquinoline alkaloid, exhibits protective effect against dextran sulfate sodium-induced ulcerative colitis in mice. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2021 Sep; 90(?):153631. doi: 10.1016/j.phymed.2021.153631. [PMID: 34253428]
  • Lihua Tan, Yongfu Wang, Gaoxiang Ai, Chaodan Luo, Hanbin Chen, Cailan Li, Huifang Zeng, Jianhui Xie, Jiannan Chen, Ziren Su. Dihydroberberine, a hydrogenated derivative of berberine firstly identified in Phellodendri Chinese Cortex, exerts anti-inflammatory effect via dual modulation of NF-κB and MAPK signaling pathways. International immunopharmacology. 2019 Oct; 75(?):105802. doi: 10.1016/j.intimp.2019.105802. [PMID: 31401380]
  • Cai-Lan Li, Li-Hua Tan, Yong-Fu Wang, Chao-Dan Luo, Han-Bin Chen, Qiang Lu, Yu-Cui Li, Xiao-Bo Yang, Jian-Nan Chen, Yu-Hong Liu, Jian-Hui Xie, Zi-Ren Su. Comparison of anti-inflammatory effects of berberine, and its natural oxidative and reduced derivatives from Rhizoma Coptidis in vitro and in vivo. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2019 Jan; 52(?):272-283. doi: 10.1016/j.phymed.2018.09.228. [PMID: 30599908]
  • Beth Buchanan, Qingfang Meng, Mathieu-Marc Poulin, Jonathan Zuccolo, Chike Godwin Azike, Joseph Gabriele, David Charles Baranowski. Comparative pharmacokinetics and safety assessment of transdermal berberine and dihydroberberine. PloS one. 2018; 13(3):e0194979. doi: 10.1371/journal.pone.0194979. [PMID: 29579096]
  • Dahai Yu, Lin Lv, Li Fang, Bo Zhang, Junnan Wang, Ge Zhan, Lei Zhao, Xin Zhao, Baoxin Li. Inhibitory effects and mechanism of dihydroberberine on hERG channels expressed in HEK293 cells. PloS one. 2017; 12(8):e0181823. doi: 10.1371/journal.pone.0181823. [PMID: 28763460]
  • Ru Feng, Jia-Wen Shou, Zhen-Xiong Zhao, Chi-Yu He, Chao Ma, Min Huang, Jie Fu, Xiang-Shan Tan, Xiao-Yang Li, Bao-Ying Wen, Xi Chen, Xin-Yi Yang, Gang Ren, Yuan Lin, Yangchao Chen, Xue-Fu You, Yan Wang, Jian-Dong Jiang. Transforming berberine into its intestine-absorbable form by the gut microbiota. Scientific reports. 2015 Jul; 5(?):12155. doi: 10.1038/srep12155. [PMID: 26174047]
  • De-liang Liu, Li-jun Xu, Hui Dong, Guang Chen, Zhao-yi Huang, Xin Zou, Kai-fu Wang, Yun-huan Luo, Fu-er Lu. Inhibition of proprotein convertase subtilisin/kexin type 9: a novel mechanism of berberine and 8-hydroxy dihydroberberine against hyperlipidemia. Chinese journal of integrative medicine. 2015 Feb; 21(2):132-8. doi: 10.1007/s11655-014-1775-1. [PMID: 24893659]
  • Shi-Chao Wei, Su Dong, Li-Jun Xu, Chen-Yu Zhang. Intestinal absorption of berberine and 8-hydroxy dihydroberberine and their effects on sugar absorption in rat small intestine. Journal of Huazhong University of Science and Technology. Medical sciences = Hua zhong ke ji da xue xue bao. Yi xue Ying De wen ban = Huazhong keji daxue xuebao. Yixue Yingdewen ban. 2014 Apr; 34(2):186-189. doi: 10.1007/s11596-014-1256-6. [PMID: 24710930]
  • Hong Liu, Liang Wang, Yan Li, Jiang Liu, Maomao An, Shaolong Zhu, Yongbing Cao, Zhihui Jiang, Mingzhu Zhao, Zhan Cai, Li Dai, Tingjunhong Ni, Wei Liu, Simin Chen, Changqing Wei, Chengxu Zang, Shujuan Tian, Jingyu Yang, Chunfu Wu, Dazhi Zhang, Hua Liu, Yuanying Jiang. Structural optimization of berberine as a synergist to restore antifungal activity of fluconazole against drug-resistant Candida albicans. ChemMedChem. 2014 Jan; 9(1):207-16. doi: 10.1002/cmdc.201300332. [PMID: 24376206]
  • Zhe Cheng, An-Feng Chen, Fang Wu, Li Sheng, Han-Kun Zhang, Min Gu, Yuan-Yuan Li, Li-Na Zhang, Li-Hong Hu, Jing-Ya Li, Jia Li. 8,8-Dimethyldihydroberberine with improved bioavailability and oral efficacy on obese and diabetic mouse models. Bioorganic & medicinal chemistry. 2010 Aug; 18(16):5915-24. doi: 10.1016/j.bmc.2010.06.085. [PMID: 20663675]
  • G T Tan, J M Pezzuto, A D Kinghorn, S H Hughes. Evaluation of natural products as inhibitors of human immunodeficiency virus type 1 (HIV-1) reverse transcriptase. Journal of natural products. 1991 Jan; 54(1):143-54. doi: 10.1021/np50073a012. [PMID: 1710653]