Kukoamine B (BioDeep_00000000060)

 

Secondary id: BioDeep_00000266757, BioDeep_00001867461

human metabolite PANOMIX_OTCML-2023


代谢物信息卡片


Benzenepropanamide, N-(3-aminopropyl)-N-(4-((3-((3-(3,4-dihydroxyphenyl)-1-oxopropyl)amino)propyl)amino)butyl)-3,4-dihydroxy-

化学式: C28H42N4O6 (530.3104)
中文名称: 地骨皮乙素
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1=CC(=C(C=C1CCC(=O)NCCCNCCCCN(CCCN)C(=O)CCC2=CC(=C(C=C2)O)O)O)O
InChI: InChI=1S/C28H42N4O6/c29-13-3-18-32(28(38)12-8-22-6-10-24(34)26(36)20-22)17-2-1-14-30-15-4-16-31-27(37)11-7-21-5-9-23(33)25(35)19-21/h5-6,9-10,19-20,30,33-36H,1-4,7-8,11-18,29H2,(H,31,37)

描述信息

Kukoamine B (KB), a natural alkaloid compound with high affinity for both LPS and CpG DNA, was isolated from a traditional Chinese herb cortex Lycii. Kukoamine B, a novel dual inhibitor of LPS and CpG DNA, is a potential candidate for sepsis treatment. (PMID: 7487870) UK scientists at the Institute for Food Research have identified blood pressure-lowering compounds called kukoamines in potatoes. Previously only found in Lycium chinense, an exotic herbal plant whose bark is used to make an infusion in Chinese herbal medicine (http://www.whfoods.com/genpage.php?tname=foodspice&dbid=48)
Kukoamine B is an amine.
Kukoamine B is a natural product found in Lycium chinense and Solanum tuberosum with data available.
Kukoamine B is a component of Lycii Cortex, with anti-oxidant, anti-acute inflammatory and anti-diabetic properties[1].
Kukoamine B is a component of Lycii Cortex, with anti-oxidant, anti-acute inflammatory and anti-diabetic properties[1].

同义名列表

11 个代谢物同义名

Benzenepropanamide, N-(3-aminopropyl)-N-(4-((3-((3-(3,4-dihydroxyphenyl)-1-oxopropyl)amino)propyl)amino)butyl)-3,4-dihydroxy-; N-(3-Aminopropyl)-3-(3,4-dihydroxyphenyl)-N-{4-[(3-{[3-(3,4-dihydroxyphenyl)propanoyl]amino}propyl)amino]butyl}propanamide; N-(3-Aminopropyl)-N-(4-((3-((3-(3,4-dihydroxyphenyl)-1-oxopropyl)amino)propyl)amino)butyl)-3,4-dihydroxybenzenepropanamide; N-[3-({4-[N-(3-aminopropyl)-3-(3,4-dihydroxyphenyl)propanamido]butyl}amino)propyl]-3-(3,4-dihydroxyphenyl)propanamide; N-(3-aminopropyl)-3-(3,4-dihydroxyphenyl)-N-(4-((3-(3-(3,4-dihydroxyphenyl)propanamido)propyl)amino)butyl)propanamide; N-[3-[4-[3-aminopropyl-[3-(3,4-dihydroxyphenyl)propanoyl]amino]butylamino]propyl]-3-(3,4-dihydroxyphenyl)propanamide; Kukoamine B Mesylate; UNII-XZE94LC57W; Kukoamine B; XZE94LC57W; Kukoamine



数据库引用编号

13 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)

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。

亚细胞结构定位 关联基因列表
Cytoplasm 7 AIMP2, BCL2, MAPK8, MYD88, PIK3CA, TLR4, TLR9
Endosome membrane 3 MYD88, TLR4, TLR9
Endoplasmic reticulum membrane 3 BCL2, RRBP1, TLR9
Nucleus 6 AIMP2, BCL2, MAPK8, MPO, MYD88, PPARA
cytosol 5 AIMP2, BCL2, MAPK8, MYD88, PIK3CA
phagocytic vesicle 1 TLR9
nucleoplasm 3 MAPK8, MPO, PPARA
Cell membrane 4 DPP4, TLR4, TNF, VCAM1
lamellipodium 2 DPP4, PIK3CA
Early endosome membrane 1 TLR9
Golgi apparatus membrane 1 TLR9
Synapse 1 MAPK8
cell junction 1 DPP4
cell surface 6 DPP4, ICAM1, MYD88, TLR4, TNF, VCAM1
Golgi apparatus 1 VCAM1
Golgi membrane 2 INS, TLR9
lysosomal membrane 1 DPP4
neuronal cell body 3 GIP, IAPP, TNF
sarcolemma 1 VCAM1
Cytoplasm, cytosol 1 AIMP2
Lysosome 3 MPO, SGSH, TLR9
endosome 1 TLR9
plasma membrane 8 DPP4, ICAM1, MYD88, PIK3CA, TLR4, TLR9, TNF, VCAM1
Membrane 8 AIMP2, BCL2, DPP4, ICAM1, RRBP1, TLR4, TLR9, VCAM1
apical plasma membrane 2 DPP4, TLR9
axon 1 MAPK8
basolateral plasma membrane 1 TLR9
extracellular exosome 5 DPP4, ICAM1, MPO, SGSH, VCAM1
endoplasmic reticulum 4 BCL2, RRBP1, TLR9, VCAM1
extracellular space 7 GIP, IAPP, ICAM1, INS, MPO, TNF, VCAM1
lysosomal lumen 1 SGSH
perinuclear region of cytoplasm 2 PIK3CA, TLR4
intercalated disc 1 PIK3CA
intercellular canaliculus 1 DPP4
mitochondrion 1 BCL2
protein-containing complex 2 BCL2, MYD88
intracellular membrane-bounded organelle 1 MPO
filopodium 1 VCAM1
Single-pass type I membrane protein 4 ICAM1, TLR4, TLR9, VCAM1
Secreted 3 DPP4, IAPP, INS
extracellular region 7 DPP4, GIP, IAPP, INS, MPO, TLR9, TNF
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 3 BCL2, DPP4, RRBP1
mitochondrial outer membrane 1 BCL2
anchoring junction 1 DPP4
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 1 BCL2
external side of plasma membrane 4 ICAM1, TLR4, TNF, VCAM1
Early endosome 2 TLR4, VCAM1
apical part of cell 1 VCAM1
recycling endosome 1 TNF
Single-pass type II membrane protein 2 DPP4, TNF
Apical cell membrane 1 DPP4
Membrane raft 3 DPP4, ICAM1, TNF
pore complex 1 BCL2
focal adhesion 2 DPP4, ICAM1
collagen-containing extracellular matrix 1 ICAM1
secretory granule 1 MPO
Cell projection, ruffle 1 TLR4
ruffle 1 TLR4
receptor complex 1 TLR4
chromatin 1 PPARA
phagocytic cup 2 TLR4, TNF
podosome 1 VCAM1
Endomembrane system 1 DPP4
endosome lumen 1 INS
microvillus 1 VCAM1
myelin sheath 1 BCL2
azurophil granule 1 MPO
lipopolysaccharide receptor complex 1 TLR4
secretory granule lumen 2 GIP, INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 2 GIP, INS
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
endocytic vesicle 1 DPP4
transport vesicle 1 INS
Single-pass type III membrane protein 1 RRBP1
azurophil granule lumen 1 MPO
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
immunological synapse 1 ICAM1
phagocytic vesicle lumen 1 MPO
extrinsic component of cytoplasmic side of plasma membrane 1 MYD88
endolysosome membrane 1 TLR9
basal dendrite 1 MAPK8
aminoacyl-tRNA synthetase multienzyme complex 1 AIMP2
early phagosome 1 TLR9
Cytoplasmic vesicle, phagosome 1 TLR9
extrinsic component of plasma membrane 1 MYD88
lamellipodium membrane 1 DPP4
ribosome 1 RRBP1
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
Cell projection, lamellipodium membrane 1 DPP4
Cell projection, invadopodium membrane 1 DPP4
BAD-BCL-2 complex 1 BCL2
endolysosome 1 TLR9
[Vascular cell adhesion protein 1]: Cell membrane 1 VCAM1
[Soluble Vascular Cell Adhesion Molecule-1]: Secreted 1 VCAM1
alpha9-beta1 integrin-vascular cell adhesion molecule-1 complex 1 VCAM1
[Dipeptidyl peptidase 4 soluble form]: Secreted 1 DPP4
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Wenlong Nie, Yun Liu, Jinshuai Lan, Ting Li, Yitian He, Zhe Li, Tong Zhang, Yue Ding. Self-Assembled Nanoparticles from Xie-Bai-San Decoction: Isolation, Characterization and Enhancing Oral Bioavailability. International journal of nanomedicine. 2024; 19(?):3405-3421. doi: 10.2147/ijn.s449268. [PMID: 38617795]
  • Jinrong Wei, Aysha Arif Chahel, Yuan Ni, Xiaoyi Wei, Yuling Zhao, Ying Wang, Shaohua Zeng. Lycium RIN negatively modulate the biosynthesis of kukoamine A in hairy roots through decreasing thermospermine synthase expression. International journal of biological macromolecules. 2023 Aug; ?(?):126246. doi: 10.1016/j.ijbiomac.2023.126246. [PMID: 37567520]
  • Shumin Jiang, Xueli Wu, Yi Wang, Jingtao Zou, Xiaoping Zhao. The potential DPP-4 inhibitors from Xiao-Ke-An improve the glucolipid metabolism via the activation of AKT/GSK-3β pathway. European journal of pharmacology. 2020 Sep; 882(?):173272. doi: 10.1016/j.ejphar.2020.173272. [PMID: 32535096]
  • Xiao Xiao, Wei Ren, Nan Zhang, Tao Bing, Xiangjun Liu, Zhenwen Zhao, Dihua Shangguan. Comparative Study of the Chemical Constituents and Bioactivities of the Extracts from Fruits, Leaves and Root Barks of Lycium barbarum. Molecules (Basel, Switzerland). 2019 Apr; 24(8):. doi: 10.3390/molecules24081585. [PMID: 31013650]
  • Zhenlei Wang, Qian Zhao, Lili Li, Pei Hu, Kai Dong, Shuai Chen, Ji Jiang. Development and validation of a rapid and sensitive UPLC-MS/MS method for quantification of kukoamine B in human plasma: Application to a clinical pharmacokinetic study. Journal of pharmaceutical and biomedical analysis. 2017 Jan; 132(?):1-6. doi: 10.1016/j.jpba.2016.09.032. [PMID: 27693755]
  • Qian Zhao, Lili Li, Zhenlei Wang, Ji Jiang, Kai Dong, Shuai Chen, Pei Hu. Ultra performance liquid chromatography tandem mass spectrometry assay for determination of kukoamine B in human blood and urine. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2016 Sep; 1031(?):8-14. doi: 10.1016/j.jchromb.2016.07.025. [PMID: 27447928]
  • Xiao-Long Hu, Li-Ping Guo, Qi Song, Qiao Zhang, Ying Chen, Jian Wang, Wei-Hong Meng, Qing-Chun Zhao. Kukoamine B, an amide alkaloid, protects against NMDA-induced neurotoxicity and potential mechanisms in vitro. Neurochemistry international. 2015 Aug; 87(?):66-76. doi: 10.1016/j.neuint.2015.06.001. [PMID: 26065936]
  • Xiao-Long Hu, Yi-Xuan Niu, Qiao Zhang, Xing Tian, Ling-Yue Gao, Li-Ping Guo, Wei-Hong Meng, Qing-Chun Zhao. Neuroprotective effects of Kukoamine B against hydrogen peroxide-induced apoptosis and potential mechanisms in SH-SY5Y cells. Environmental toxicology and pharmacology. 2015 Jul; 40(1):230-40. doi: 10.1016/j.etap.2015.06.017. [PMID: 26164594]
  • Wei-Ting Qin, Xu Wang, Wei-Chang Shen, Bing-Wei Sun. A novel role of kukoamine B: Inhibition of the inflammatory response in the livers of lipopolysaccharide-induced septic mice via its unique property of combining with lipopolysaccharide. Experimental and therapeutic medicine. 2015 Mar; 9(3):725-732. doi: 10.3892/etm.2015.2188. [PMID: 25667619]
  • Wanghui Lyu, Weiting Qin, Jinli Zhang, Weichang Shen, Xu Wang, Bingwei Sun. [Inhibitory effects of Kukoamine B on the inflammatory response of small intestine in lipopolysaccharide-induced septic mice and its potential mechanisms]. Zhonghua wei zhong bing ji jiu yi xue. 2015 Feb; 27(2):121-6. doi: 10.3760/cma.j.issn.2095-4352.2015.02.009. [PMID: 25665611]
  • Jinli Zhang, Weiting Qin, Wanghui Lyu, Weichang Shen, Xu Wang, Bingwei Sun. [Inhibitory effect of kukoamine B on lung inflammatory responses in mice with sepsis]. Zhonghua wei zhong bing ji jiu yi xue. 2014 Jul; 26(7):493-7. doi: 10.3760/cma.j.issn.2095-4352.2014.07.010. [PMID: 25027428]