Xanthyletin (BioDeep_00000003809)

 

Secondary id: BioDeep_00000407861

human metabolite PANOMIX_OTCML-2023 natural product


代谢物信息卡片


8,8-dimethyl-2H,8H-pyrano[3,2-g]chromen-2-one

化学式: C14H12O3 (228.0786)
中文名称: 花椒树皮素甲
谱图信息: 最多检出来源 Viridiplantae(plant) 36.37%

分子结构信息

SMILES: CC1(C)C=Cc2cc3ccc(=O)oc3cc2O1
InChI: InChI=1S/C14H12O3/c1-14(2)6-5-10-7-9-3-4-13(15)16-11(9)8-12(10)17-14/h3-8H,1-2H3

描述信息

Xanthyletin is a member of the class of compounds known as linear pyranocoumarins. Linear pyranocoumarins are organic compounds containing a pyran (or a hydrogenated derivative) linearly fused to a coumarin moiety. Xanthyletin is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Xanthyletin can be found in lemon, lime, mandarin orange (clementine, tangerine), and sweet orange, which makes xanthyletin a potential biomarker for the consumption of these food products.

同义名列表

5 个代谢物同义名

8,8-dimethyl-2H,8H-pyrano[3,2-g]chromen-2-one; Xanthyletine; Xanthyletin; Xanthyletin; Xanthyletin



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

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)

168 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 10 ABCB1, API5, CASP3, CLU, EGFR, ELANE, FPR1, MSMP, ST13, TYR
Peripheral membrane protein 1 CLU
Endosome membrane 1 EGFR
Endoplasmic reticulum membrane 1 EGFR
Mitochondrion membrane 1 CLU
Nucleus 5 API5, CASP3, CLU, EGFR, KLF6
cytosol 6 CASP3, CLU, ELANE, KLF6, NGF, ST13
dendrite 1 NGF
mitochondrial membrane 1 CLU
phagocytic vesicle 1 ELANE
nucleoplasm 2 CASP3, KLF6
Cell membrane 3 ABCB1, EGFR, FPR1
Cytoplasmic side 1 CLU
ruffle membrane 1 EGFR
Early endosome membrane 1 EGFR
Multi-pass membrane protein 2 ABCB1, FPR1
Synapse 1 CLU
cell junction 1 EGFR
cell surface 4 ABCB1, CLU, EGFR, ELANE
glutamatergic synapse 2 CASP3, EGFR
Golgi apparatus 1 CLU
Golgi membrane 1 EGFR
mitochondrial inner membrane 1 CLU
neuronal cell body 1 CASP3
synaptic vesicle 1 NGF
Cytoplasm, cytosol 1 CLU
Lysosome 1 TYR
endosome 1 EGFR
plasma membrane 5 ABCB1, BCHE, EGFR, F2, FPR1
Membrane 4 ABCB1, API5, EGFR, FPR1
apical plasma membrane 2 ABCB1, EGFR
axon 1 NGF
basolateral plasma membrane 1 EGFR
extracellular exosome 5 ABCB1, CLU, ELANE, F2, ST13
endoplasmic reticulum 1 CLU
extracellular space 7 BCHE, CLU, EGFR, ELANE, F2, MSMP, NGF
perinuclear region of cytoplasm 3 CLU, EGFR, TYR
mitochondrion 1 CLU
protein-containing complex 2 CLU, EGFR
intracellular membrane-bounded organelle 3 CLU, KLF6, TYR
postsynaptic density 1 CASP3
Single-pass type I membrane protein 2 EGFR, TYR
Secreted 5 BCHE, CLU, F2, MSMP, NGF
extracellular region 5 BCHE, CLU, ELANE, F2, NGF
nuclear membrane 1 EGFR
nucleolus 1 KLF6
Melanosome membrane 1 TYR
Golgi-associated vesicle 1 TYR
Apical cell membrane 1 ABCB1
Cytoplasm, perinuclear region 1 CLU
Membrane raft 1 EGFR
focal adhesion 1 EGFR
intracellular vesicle 1 EGFR
collagen-containing extracellular matrix 3 CLU, ELANE, F2
secretory granule 1 ELANE
nuclear speck 1 API5
receptor complex 1 EGFR
chromatin 1 KLF6
blood microparticle 3 BCHE, CLU, F2
spliceosomal complex 1 API5
fibrillar center 1 KLF6
endosome lumen 1 NGF
Melanosome 1 TYR
basal plasma membrane 1 EGFR
[Isoform 4]: Cytoplasm 1 CLU
synaptic membrane 1 EGFR
Microsome 1 CLU
secretory granule membrane 1 FPR1
Golgi lumen 2 F2, NGF
endoplasmic reticulum lumen 2 BCHE, F2
transcription repressor complex 1 ELANE
platelet alpha granule lumen 1 CLU
specific granule lumen 1 ELANE
azurophil granule membrane 1 FPR1
azurophil granule lumen 1 ELANE
nuclear envelope lumen 1 BCHE
clathrin-coated endocytic vesicle membrane 1 EGFR
ficolin-1-rich granule membrane 1 FPR1
external side of apical plasma membrane 1 ABCB1
apical dendrite 1 CLU
death-inducing signaling complex 1 CASP3
Cytoplasmic vesicle, phagosome 1 ELANE
spherical high-density lipoprotein particle 1 CLU
multivesicular body, internal vesicle lumen 1 EGFR
Shc-EGFR complex 1 EGFR
[Isoform 1]: Secreted 1 CLU
neurofibrillary tangle 1 CLU
Cytoplasmic vesicle, secretory vesicle, chromaffin granule 1 CLU
chromaffin granule 1 CLU
[Isoform 6]: Cytoplasm 1 CLU
perinuclear endoplasmic reticulum lumen 1 CLU


文献列表

  • Lina Barragán-Mendoza, Dalia M Sotelo-García, Lisa Dalla Via, Hortensia Parra-Delgado. Biological properties of aqueous extract and pyranocoumarins obtained from the bark of Brosimum alicastrum tree. Journal of ethnopharmacology. 2022 May; 290(?):115128. doi: 10.1016/j.jep.2022.115128. [PMID: 35196529]
  • Márcio Santos Soares, Danielle Fernandes da Silva, Jéssica Cristina Amaral, Michelli Masaroli da Silva, Moacir Rossi Forim, Edson Rodrigues-Filho, Maria Fátima das Graças Fernandes da Silva, João Batista Fernandes, Marcos Antônio Machado, Alessandra Alves de Souza, Carlos Henrique Gomes Martins. Rapid differentiation of graft Citrus sinensis with and without Xylella fastidiosa infection by mass spectrometry. Rapid communications in mass spectrometry : RCM. 2020 Sep; 34 Suppl 3(?):e8745. doi: 10.1002/rcm.8745. [PMID: 32053855]
  • Xin-Yu Li, Yuan-Yuan Zu, Wei Ning, Ming-Xu Tang, Chi Gong, Sheng-Li Niu, Hui-Ming Hua. A new xanthyletin-type coumarin from the roots of Peucedanum praeruptorum. Journal of Asian natural products research. 2020 Mar; 22(3):287-294. doi: 10.1080/10286020.2018.1551887. [PMID: 30621449]
  • Kittiya Wittayapipath, Saline Laolit, Chavi Yenjai, Sirinart Chio-Srichan, Maitree Pakarasang, Ratree Tavichakorntrakool, Chularut Prariyachatigul. Analysis of xanthyletin and secondary metabolites from Pseudomonas stutzeri ST1302 and Klebsiella pneumoniae ST2501 against Pythium insidiosum. BMC microbiology. 2019 04; 19(1):78. doi: 10.1186/s12866-019-1452-4. [PMID: 30991991]
  • Tasmia Tahsin, Jean Duplex Wansi, Afaf Al-Groshi, Andrew Evans, Lutfun Nahar, Claire Martin, Satyajit Dey Sarker. Cytotoxic Properties of the Stem Bark of Citrus reticulata Blanco (Rutaceae). Phytotherapy research : PTR. 2017 Aug; 31(8):1215-1219. doi: 10.1002/ptr.5842. [PMID: 28568378]
  • Jaeyoung Kwon, Nguyen Tuan Hiep, Dong-Woo Kim, Sungeun Hong, Yuanqiang Guo, Bang Yeon Hwang, Hak Ju Lee, Woongchon Mar, Dongho Lee. Chemical Constituents Isolated from the Root Bark of Cudrania tricuspidata and Their Potential Neuroprotective Effects. Journal of natural products. 2016 08; 79(8):1938-51. doi: 10.1021/acs.jnatprod.6b00204. [PMID: 27420919]
  • Hang Liu, Ji-zhong Shen, Hai-xia Zhang. [Chemical constituents from stems of Clausena excavata]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2014 Nov; 37(11):2012-5. doi: . [PMID: 26027123]
  • Xue-Li Cao, Jing Xu, Ge Bai, Hong Zhang, Yan Liu, Jun-Feng Xiang, Ya-Lin Tang. Isolation of anti-tumor compounds from the stem bark of Zanthoxylum ailanthoides Sieb. & Zucc. by silica gel column and counter-current chromatography. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2013 Jun; 929(?):6-10. doi: 10.1016/j.jchromb.2013.04.006. [PMID: 23660246]
  • Rohan A Davis, Daniela Vullo, Alfonso Maresca, Claudiu T Supuran, Sally-Ann Poulsen. Natural product coumarins that inhibit human carbonic anhydrases. Bioorganic & medicinal chemistry. 2013 Mar; 21(6):1539-43. doi: 10.1016/j.bmc.2012.07.021. [PMID: 22892213]
  • Tao Feng, Rui-Rui Wang, Xiang-Hai Cai, Yong-Tang Zheng, Xiao-Dong Luo. Anti-human immunodeficiency virus-1 constituents of the bark of Poncirus trifoliata. Chemical & pharmaceutical bulletin. 2010 Jul; 58(7):971-5. doi: 10.1248/cpb.58.971. [PMID: 20606349]
  • Cristiane de Melo Cazal, Vanessa de Cássia Domingues, Jaqueline Raquel Batalhão, Odair Corrêa Bueno, Edson Rodrigues Filho, Maria Fátima G Fernandes da Silva, Paulo Cezar Vieira, João Batista Fernandes. Isolation of xanthyletin, an inhibitor of ants' symbiotic fungus, by high-speed counter-current chromatography. Journal of chromatography. A. 2009 May; 1216(19):4307-12. doi: 10.1016/j.chroma.2009.02.066. [PMID: 19296958]
  • Jih-Jung Chen, Ching-Yi Chung, Tsong-Long Hwang, Jinn-Fen Chen. Amides and benzenoids from Zanthoxylum ailanthoides with inhibitory activity on superoxide generation and elastase release by neutrophils. Journal of natural products. 2009 Jan; 72(1):107-11. doi: 10.1021/np800689b. [PMID: 19128011]
  • Shu Fang Wang, Yong Ju, Xing Guo Chen, Zhi De Hu. Separation and determination of coumarins in the root bark of three citrus plants by micellar electrokinetic capillary chromatography. Planta medica. 2003 May; 69(5):483-6. doi: 10.1055/s-2003-39697. [PMID: 12802740]
  • S Y Kang, K Y Lee, S H Sung, M J Park, Y C Kim. Coumarins isolated from Angelica gigas inhibit acetylcholinesterase: structure-activity relationships. Journal of natural products. 2001 May; 64(5):683-5. doi: 10.1021/np000441w. [PMID: 11374978]
  • M Ahsan, T A Zaman, C M Hasan, C Ito, S K Islam. Constituents and cytotoxicity of Zanthoxylum rhesta stem bark. Fitoterapia. 2000 Dec; 71(6):697-700. doi: 10.1016/s0367-326x(00)00214-8. [PMID: 11077179]