(-)-Kawain (BioDeep_00000171476)

   

human metabolite blood metabolite natural product


代谢物信息卡片


4-methoxy-6-(2-phenylethenyl)-5,6-dihydro-2H-pyran-2-one

化学式: C14H14O3 (230.0943)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: COC1=CC(=O)OC(C1)C=CC1=CC=CC=C1
InChI: InChI=1S/C14H14O3/c1-16-13-9-12(17-14(15)10-13)8-7-11-5-3-2-4-6-11/h2-8,10,12H,9H2,1H3

描述信息

同义名列表

12 个代谢物同义名

4-methoxy-6-(2-phenylethenyl)-5,6-dihydro-2H-pyran-2-one; 4-methoxy-6-(2-phenylethenyl)-5,6-dihydropyran-2-one; kavain, (E)-(+-)-isomer; kavain, (R)-(E)-isomer; kavain, (+-)-isomer; kavain, (R)-isomer; (-)-Kawain; Neuronika; Neuronica; kavaine; kawain; cavain



数据库引用编号

5 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)

22 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 8 ABCB1, ADIG, CCL5, CYP2C19, LITAF, MAPK1, MYD88, TNFSF11
Peripheral membrane protein 1 LITAF
Endosome membrane 3 ATP6V0D2, LITAF, MYD88
Endoplasmic reticulum membrane 1 CYP2C19
Nucleus 5 ADIG, LITAF, MAPK1, MYD88, PPARGC1A
cytosol 5 ACP5, MAPK1, MYD88, PPARGC1A, TNFRSF11A
centrosome 1 MAPK1
nucleoplasm 3 LITAF, MAPK1, PPARGC1A
Cell membrane 4 ABCB1, LITAF, TNF, TNFSF11
Cytoplasmic side 1 LITAF
Early endosome membrane 1 LITAF
Multi-pass membrane protein 3 ABCB1, CACNA1I, PROM1
Golgi apparatus membrane 1 LITAF
Synapse 1 MAPK1
cell surface 5 ABCB1, ADIPOQ, MYD88, PROM1, TNF
Golgi apparatus 2 LITAF, MAPK1
Golgi membrane 1 LITAF
lysosomal membrane 2 ATP6V0D2, LITAF
neuronal cell body 1 TNF
Lysosome 1 ACP5
plasma membrane 11 ABCB1, CACNA1I, CYP2C19, IFNLR1, LITAF, MAPK1, MYD88, PROM1, TNF, TNFRSF11A, TNFSF11
Membrane 7 ABCB1, ACP5, ADIG, ATP6V0D2, CACNA1I, IFNLR1, TNFSF11
apical plasma membrane 3 ABCB1, ATP6V0D2, PROM1
caveola 1 MAPK1
extracellular exosome 4 ABCB1, ATP6V0D2, MMP9, PROM1
Lysosome membrane 1 LITAF
endoplasmic reticulum 2 ADIPOQ, PROM1
extracellular space 8 ADIPOQ, CCL11, CCL5, IL10, MMP9, PROM1, TNF, TNFSF11
mitochondrion 1 MAPK1
protein-containing complex 1 MYD88
intracellular membrane-bounded organelle 2 CYP2C19, LITAF
Single-pass type I membrane protein 2 IFNLR1, TNFRSF11A
Secreted 6 ADIG, ADIPOQ, CCL11, CCL5, IL10, TNFSF11
extracellular region 9 ADIG, ADIPOQ, CCL11, CCL5, IL10, MAPK1, MMP9, TNF, TNFSF11
cytoplasmic side of plasma membrane 1 LITAF
Single-pass membrane protein 1 ADIG
photoreceptor outer segment 1 PROM1
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 1 MAPK1
external side of plasma membrane 2 TNF, TNFRSF11A
Secreted, extracellular space, extracellular matrix 1 MMP9
Early endosome 2 ATP6V0D2, MAPK1
recycling endosome 1 TNF
Single-pass type II membrane protein 2 TNF, TNFSF11
vesicle 1 PROM1
Apical cell membrane 2 ABCB1, PROM1
Membrane raft 2 TNF, TNFRSF11A
Cell junction, focal adhesion 1 MAPK1
Cytoplasm, cytoskeleton, spindle 1 MAPK1
focal adhesion 1 MAPK1
spindle 1 MAPK1
collagen trimer 1 ADIPOQ
Nucleus, PML body 1 PPARGC1A
PML body 1 PPARGC1A
collagen-containing extracellular matrix 2 ADIPOQ, MMP9
Late endosome 1 MAPK1
cilium 1 PROM1
chromatin 1 PPARGC1A
Late endosome membrane 1 LITAF
phagocytic cup 1 TNF
phagocytic vesicle membrane 1 ATP6V0D2
mitotic spindle 1 MAPK1
cytoskeleton 1 MAPK1
Cell projection, cilium, photoreceptor outer segment 1 PROM1
Cell projection, microvillus membrane 1 PROM1
microvillus membrane 1 PROM1
microvillus 1 PROM1
Lipid droplet 1 ADIG
Membrane, caveola 1 MAPK1
pseudopodium 1 MAPK1
ficolin-1-rich granule lumen 2 MAPK1, MMP9
endoplasmic reticulum lumen 1 MAPK1
voltage-gated calcium channel complex 1 CACNA1I
tertiary granule lumen 1 MMP9
azurophil granule lumen 1 MAPK1
[Isoform 2]: Cytoplasm 1 TNFSF11
[Tumor necrosis factor ligand superfamily member 11, soluble form]: Secreted 1 TNFSF11
endoplasmic reticulum-Golgi intermediate compartment 1 PROM1
[Isoform 1]: Nucleus 1 PPARGC1A
extrinsic component of cytoplasmic side of plasma membrane 1 MYD88
proton-transporting V-type ATPase, V0 domain 1 ATP6V0D2
external side of apical plasma membrane 1 ABCB1
[Isoform 1]: Cell membrane 1 TNFRSF11A
photoreceptor outer segment membrane 1 PROM1
prominosome 1 PROM1
extrinsic component of plasma membrane 1 MYD88
vacuolar proton-transporting V-type ATPase complex 1 ATP6V0D2
cytoplasmic side of lysosomal membrane 1 LITAF
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
cytoplasmic side of early endosome membrane 1 LITAF
plasma membrane proton-transporting V-type ATPase complex 1 ATP6V0D2
interleukin-28 receptor complex 1 IFNLR1
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF
cytoplasmic side of late endosome membrane 1 LITAF
[Isoform B4]: Nucleus 1 PPARGC1A
[Isoform B4-8a]: Cytoplasm 1 PPARGC1A
[Isoform B5]: Nucleus 1 PPARGC1A
[Isoform 9]: Nucleus 1 PPARGC1A
[Isoform RANK-e5a]: Cell membrane 1 TNFRSF11A


文献列表

  • Zhongbo Liu, Liankun Song, Jun Xie, Xue-Ru Wu, Greg E Gin, Beverly Wang, Edward Uchio, Xiaolin Zi. Kavalactone Kawain Impedes Urothelial Tumorigenesis in UPII-Mutant Ha-Ras Mice via Inhibition of mTOR Signaling and Alteration of Cancer Metabolism. Molecules (Basel, Switzerland). 2023 Feb; 28(4):. doi: 10.3390/molecules28041666. [PMID: 36838656]
  • Rafael Rocha da Silva Santos, Matheus Corrêa Ramos, Juliana Veloso Ferreira, José Eduardo Gonçalves, Isabela Costa César. Biopharmaceutical evaluation of kavain in Piper methysticum G. Forst dried extract: Equilibrium solubility and intestinal permeability in Caco-2 cell model. Journal of ethnopharmacology. 2022 Oct; 296(?):115480. doi: 10.1016/j.jep.2022.115480. [PMID: 35716919]
  • Juliana Veloso Ferreira, Isabella Campolina Pierotte, Felipe Fernandes Rodrigues, Larissa Camila Ribeiro de Souza, Rafael Wesley Bastos, Paulo Henrique Fonseca Carmo, Geovanni Dantas Cassali, Carlos Alberto Tagliati, Renes Resende Machado, Daniel Assis Santos, Gerson Antônio Pianetti, Isabela Costa César. Acute oral toxicity, antinociceptive and antimicrobial activities of kava dried extracts and synthetic kavain. Natural product research. 2022 Aug; 36(16):4221-4226. doi: 10.1080/14786419.2021.1973459. [PMID: 34491148]
  • Erasmo P DO Vale Junior, Marcos Vitor R Ferreira, Bianca Cristina S Fernandes, Thais T DA Silva, Francielle Alline Martins, Pedro Marcos DE Almeida. Protective effect of kavain in meristematic cells of Allium cepa L. Anais da Academia Brasileira de Ciencias. 2022; 94(2):e20200520. doi: 10.1590/0001-3765202220200520. [PMID: 35703688]
  • Xiaojun Zhao, Chao Su, Ruru Ren, Bo Zhang, Yingli Wang, Xiaojuan Su, Fangfang Lu, Rong Zong, Lingling Yang, Wannian Zhang, Xueqin Ma. Simultaneous determination of both kavalactone and flavokawain constituents by different single-marker methods in kava. Journal of separation science. 2021 Jul; 44(14):2705-2716. doi: 10.1002/jssc.202100198. [PMID: 33951745]
  • Agnès Barnabé, Yves Moulard, Stephane Trevisiol, Sophie Boyer, Mylène Caroff, Wafek Taleb, Sophie Tendon, Laura Drif, Vivian Delcourt, Marie-Agnès Popot, Ludovic Bailly-Chouriberry. Kavain detection in post-race equine urine sample: A case report. Drug testing and analysis. 2021 Apr; 13(4):883-886. doi: 10.1002/dta.2996. [PMID: 33496057]
  • Antonio Celentano, Callisthenis Yiannis, Rita Paolini, Pangzhen Zhang, Camile S Farah, Nicola Cirillo, Tami Yap, Michael McCullough. Kava constituents exert selective anticancer effects in oral squamous cell carcinoma cells in vitro. Scientific reports. 2020 09; 10(1):15904. doi: 10.1038/s41598-020-73058-4. [PMID: 32985597]
  • Juliana Veloso Ferreira, Alysson Vinícius Braga, Renes de Resende Machado, Deborah Michel, Gerson Antônio Pianetti, Anas El-Aneed, Isabela Costa César. Liquid chromatography-tandem mass spectrometry bioanalytical method for the determination of kavain in mice plasma: Application to a pharmacokinetic study. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2020 Jan; 1137(?):121939. doi: 10.1016/j.jchromb.2019.121939. [PMID: 31877429]
  • Pengcheng Wang, Junjie Zhu, Amina I Shehu, Jie Lu, Jing Chen, Xiao-Bo Zhong, Xiaochao Ma. Enzymes and Pathways of Kavain Bioactivation and Biotransformation. Chemical research in toxicology. 2019 07; 32(7):1335-1342. doi: 10.1021/acs.chemrestox.9b00098. [PMID: 31265262]
  • Ying Liu, Jensen A Lund, Susan J Murch, Paula N Brown. Single-Lab Validation for Determination of Kavalactones and Flavokavains in Piper methysticum (Kava). Planta medica. 2018 Nov; 84(16):1213-1218. doi: 10.1055/a-0637-2400. [PMID: 29940660]
  • Qiang Guo, Zhen Cao, Bo Wu, Fangxiao Chen, Jennifer Tickner, Ziyi Wang, Heng Qiu, Chao Wang, Kai Chen, Renxiang Tan, Qile Gao, Jiake Xu. Modulating calcium-mediated NFATc1 and mitogen-activated protein kinase deactivation underlies the inhibitory effects of kavain on osteoclastogenesis and bone resorption. Journal of cellular physiology. 2018 01; 234(1):789-801. doi: 10.1002/jcp.26893. [PMID: 30078210]
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