Pyrrole (BioDeep_00000003040)

 

Secondary id: BioDeep_00000865917, BioDeep_00001867625

human metabolite


代谢物信息卡片


1H-Pyrrole, potassium salt

化学式: C4H5N (67.0422)
中文名称: 聚吡咯, 吡咯
谱图信息: 最多检出来源 Homo sapiens(lipidsearch) 36.07%

分子结构信息

SMILES: C1=CNC=C1
InChI: InChI=1S/C4H5N/c1-2-4-5-3-1/h1-5H

描述信息

Pyrrole is found in corn. Pyrrole is a flavouring ingredient Pyrrole has very low basicity compared to conventional amines and some other aromatic compounds like pyridine. This decreased basicity is attributed to the delocalization of the lone pair of electrons of the nitrogen atom in the aromatic ring. Pyrrole is a very weak base with a pKaH of about 4. Protonation results in loss of aromaticity, and is, therefore, unfavorable. Pyrrole is a heterocyclic aromatic organic compound, a five-membered ring with the formula C4H4NH. Substituted derivatives are also called pyrroles. For example, C4H4NCH3 is N-methylpyrrole. Porphobilinogen is a trisubstituted pyrrole, which is the biosynthetic precursor to many natural products. The starting materials in the Piloty-Robinson pyrrole synthesis are 2 equivalents of an aldehyde and hydrazine. The product is a pyrrole with specific substituents in the 3 and 4 positions. The aldehyde reacts with the diamine to an intermediate di-imine (R C=N N=C R), which, with added hydrochloric acid, gives ring-closure and loss of ammonia to the pyrrole
CONFIDENCE standard compound; INTERNAL_ID 8155
Flavouring ingredient

同义名列表

21 个代谢物同义名

1H-Pyrrole, potassium salt; 1-Aza-2,4-cyclopentadiene; 1H-Pyrrole, homopolymer; Divinyleneimine; Divinylenimine; Polypyrrole; Monopyrrole; 1H-Pyrrole; FEMA 3386; Pyrroline; Pyrroles; Pyrolle; Pyrrhol; Imidole; PYRROLE; PPY 12; Indole; Pyrrol; Azole; Pyrrole; Pyrrole



数据库引用编号

21 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)

6 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, AXIN2, CASP3, CAT, CYP2C19, CYP3A4, HMGB1, PMP2, PPY, TUBB4B
Peripheral membrane protein 3 CYP1B1, HMGB1, SQLE
Endoplasmic reticulum membrane 8 CD4, CYP19A1, CYP1B1, CYP2C19, CYP3A4, CYP51A1, HSP90B1, SQLE
Nucleus 6 AXIN2, CASP3, HMGB1, HSP90B1, PMP2, TUBB4B
cytosol 9 ARAF, ATP12A, AXIN2, CASP3, CAT, HSP90B1, MB, PMP2, TUBB4B
centrosome 1 AXIN2
nucleoplasm 2 CASP3, HMGB1
Cell membrane 3 ABCB1, CD4, HMGB1
Multi-pass membrane protein 3 ABCB1, ATP12A, CYP19A1
Synapse 1 TAC1
cell surface 2 ABCB1, HMGB1
glutamatergic synapse 1 CASP3
neuronal cell body 2 CASP3, TAC1
smooth endoplasmic reticulum 1 HSP90B1
endosome 1 HMGB1
plasma membrane 6 ABCB1, ATP12A, AXIN2, CD4, CYP2C19, HMGB1
Membrane 8 ABCB1, CAT, CYP19A1, CYP1B1, CYP3A4, CYP51A1, HSP90B1, SQLE
apical plasma membrane 2 ABCB1, ATP12A
axon 1 TAC1
basolateral plasma membrane 1 ATP12A
extracellular exosome 6 ABCB1, CAT, HSP90B1, MB, PMP2, TUBB4B
endoplasmic reticulum 4 CYP19A1, HMGB1, HSP90B1, SQLE
extracellular space 3 HMGB1, PPY, TAC1
perinuclear region of cytoplasm 1 HSP90B1
mitochondrion 3 ARAF, CAT, CYP1B1
protein-containing complex 2 CAT, HSP90B1
intracellular membrane-bounded organelle 6 CAT, CYP1B1, CYP2C19, CYP3A4, CYP51A1, SQLE
Microsome membrane 5 CYP19A1, CYP1B1, CYP3A4, CYP51A1, SQLE
postsynaptic density 1 CASP3
Single-pass type I membrane protein 1 CD4
Secreted 2 HMGB1, PPY
extracellular region 6 CAT, HMGB1, HSP90B1, PPY, TAC1, TUBB4B
Single-pass membrane protein 1 CYP51A1
mitochondrial matrix 1 CAT
Extracellular side 1 HMGB1
external side of plasma membrane 1 CD4
Extracellular vesicle 1 TUBB4B
actin cytoskeleton 1 ATP12A
beta-catenin destruction complex 1 AXIN2
microtubule cytoskeleton 1 TUBB4B
midbody 1 HSP90B1
sarcoplasm 1 MB
Early endosome 1 CD4
Apical cell membrane 2 ABCB1, ATP12A
Membrane raft 1 CD4
Cytoplasm, cytoskeleton 1 TUBB4B
focal adhesion 2 CAT, HSP90B1
microtubule 1 TUBB4B
Peroxisome 1 CAT
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
collagen-containing extracellular matrix 1 HSP90B1
mitotic spindle 1 TUBB4B
Chromosome 1 HMGB1
cytoskeleton 1 TUBB4B
intercellular bridge 1 TUBB4B
Cytoplasm, cytoskeleton, flagellum axoneme 1 TUBB4B
sperm flagellum 1 TUBB4B
axonemal microtubule 1 TUBB4B
Melanosome 1 HSP90B1
myelin sheath 1 PMP2
sperm plasma membrane 1 HSP90B1
ficolin-1-rich granule lumen 2 CAT, HMGB1
secretory granule lumen 2 CAT, HMGB1
endoplasmic reticulum lumen 2 CD4, HSP90B1
transcription repressor complex 1 HMGB1
azurophil granule lumen 1 TUBB4B
clathrin-coated endocytic vesicle membrane 1 CD4
Sarcoplasmic reticulum lumen 1 HSP90B1
endoplasmic reticulum-Golgi intermediate compartment 1 HMGB1
external side of apical plasma membrane 1 ABCB1
death-inducing signaling complex 1 CASP3
condensed chromosome 1 HMGB1
endocytic vesicle lumen 1 HSP90B1
T cell receptor complex 1 CD4
Cytoplasm, sarcoplasm 1 MB
catalase complex 1 CAT
alphav-beta3 integrin-HMGB1 complex 1 HMGB1
endoplasmic reticulum chaperone complex 1 HSP90B1
potassium:proton exchanging ATPase complex 1 ATP12A


文献列表

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  • Baojun Su, Gaowu Huang, Shanshan Zhu, Yaqi Wang, Qian Lan, Yue Hou, Dong Liang. N-Cinnamoylpyrrole-derived alkaloids from the genus Piper as promising agents for ischemic stroke by targeting eEF1A1. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2024 Jun; 128(?):155455. doi: 10.1016/j.phymed.2024.155455. [PMID: 38513376]
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  • Giuseppe Forlani, Giuseppe Sabbioni, Simone Barera, Dietmar Funck. A complex array of factors regulate the activity of Arabidopsis thaliana δ1 -pyrroline-5-carboxylate synthetase isoenzymes to ensure their specific role in plant cell metabolism. Plant, cell & environment. 2024 Apr; 47(4):1348-1362. doi: 10.1111/pce.14817. [PMID: 38223941]
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  • Qun Wang, Jinxin Wang, Dianping Yu, Qing Zhang, Hongmei Hu, Mengting Xu, Hongwei Zhang, Saisai Tian, Guangyong Zheng, Dong Lu, Jiajia Hu, Mengmeng Guo, Minchen Cai, Xiangxin Geng, Yanyan Zhang, Jianhua Xia, Xing Zhang, Ang Li, Sanhong Liu, Weidong Zhang. Benzosceptrin C induces lysosomal degradation of PD-L1 and promotes antitumor immunity by targeting DHHC3. Cell reports. Medicine. 2024 Feb; 5(2):101357. doi: 10.1016/j.xcrm.2023.101357. [PMID: 38237597]
  • Zhao Ma, Zeyu Qiu, Hongming Li, Long Jiang, Zhen Qian, Bo Yuan, Runlong Hao. Multimedia Mercury Recovery from Coal-Fired Power Plants Utilizing N-Containing Conjugated Polymer Functionalized Fly Ash. Environmental science & technology. 2024 Feb; 58(5):2574-2583. doi: 10.1021/acs.est.3c08527. [PMID: 38266484]
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  • Kobra Khodarahmian, Alireza Ghiasvand, Abdullah Barkhordari. Exploring the optimal electropolymerization strategy for the preparation of solid-phase microextraction fibers using pyrrole-dopamine copolymers. Journal of chromatography. A. 2024 Jan; 1714(?):464562. doi: 10.1016/j.chroma.2023.464562. [PMID: 38065025]
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  • Shanshan Song, Miao Yang, Fei He, Xiao Zhang, Yijun Gao, Baichao An, He Ding, Shili Gai, Piaoping Yang. Multiple therapeutic mechanisms of pyrrolic N-rich g-C3N4 nanosheets with enzyme-like function in the tumor microenvironment. Journal of colloid and interface science. 2023 Nov; 650(Pt B):1125-1137. doi: 10.1016/j.jcis.2023.06.177. [PMID: 37473473]
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  • Yao Zheng, Cécile Cabassa-Hourton, Holger Eubel, Guillaume Chevreux, Laurent Lignieres, Emilie Crilat, Hans-Peter Braun, Sandrine Lebreton, Arnould Savouré. Pyrroline-5-carboxylate metabolism protein complex detected in Arabidopsis thaliana leaf mitochondria. Journal of experimental botany. 2023 Oct; ?(?):. doi: 10.1093/jxb/erad406. [PMID: 37843921]
  • Qi Wang, Mei-Juan Li, Jia-En Zhang, Zi-Qiang Liu, Kai Yang, Hong-Ru Li, Ming-Zhu Luo. Suitable stocking density of fish in paddy field contributes positively to 2-acetyl-1-pyrroline synthesis in grain and improves rice quality. Journal of the science of food and agriculture. 2023 Aug; 103(10):5126-5137. doi: 10.1002/jsfa.12597. [PMID: 37005496]
  • Sanjay Bandyopadhyay, Shambo Samrat Samajdar, Saibal Das. Effects of saroglitazar in the treatment of non-alcoholic fatty liver disease or non-alcoholic steatohepatitis: A systematic review and meta-analysis. Clinics and research in hepatology and gastroenterology. 2023 08; 47(7):102174. doi: 10.1016/j.clinre.2023.102174. [PMID: 37380128]
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  • Hyein Kim, Lina Gu, Huisu Yeo, Umji Choi, Chang-Ro Lee, Haiyang Yu, Sangho Koo. Rapid Assembly of Pyrrole-Ligated 1,3,4-Oxadiazoles and Excellent Antibacterial Activity of Iodophenol Substituents. Molecules (Basel, Switzerland). 2023 Apr; 28(8):. doi: 10.3390/molecules28083638. [PMID: 37110872]
  • Bahar Arican Tarim, Francesco Fici, Istemihan Tengiz, Saadet Avunduk, Yurdaer Ozcan, Gokhan Faikoglu, Elif Ari, Nicolás Roberto Robles, Guido Grassi. Do Statins Counteract the Effect of Antidiabetic Drugs? Results of the SCEAD Study. Yonsei medical journal. 2023 Mar; 64(3):175-180. doi: 10.3349/ymj.2022.0287. [PMID: 36825343]
  • Juan Jin, Yuhao Xie, Jin-Shi Zhang, Jing-Quan Wang, Shi-Jie Dai, Wen-Fang He, Shou-Ye Li, Charles R Ashby, Zhe-Sheng Chen, Qiang He. Sunitinib resistance in renal cell carcinoma: From molecular mechanisms to predictive biomarkers. Drug resistance updates : reviews and commentaries in antimicrobial and anticancer chemotherapy. 2023 Mar; 67(?):100929. doi: 10.1016/j.drup.2023.100929. [PMID: 36739809]
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  • Amina Ashraf, Ruba Munir, Gadah Albasher, Madiha Ghamkhar, Amna Muneer, Muhammad Yaseen, Tamsal Murtza, Saima Noreen. Utilization of ZnFe2O4-Polyaniline (PANI), ZnFe2O4-Polystyrene (PST), and ZnFe2O4-Polypyrrole (PPy) nanocomposites for removal of Red X-GRL and Direct Sky Blue dyes from wastewater: Equilibrium, kinetic and thermodynamic studies. Journal of environmental science and health. Part A, Toxic/hazardous substances & environmental engineering. 2023; 58(11):914-934. doi: 10.1080/10934529.2023.2263323. [PMID: 37800681]
  • Michela Puxeddu, Jianchao Wu, Ruoli Bai, Michele D'Ambrosio, Marianna Nalli, Antonio Coluccia, Simone Manetto, Alessia Ciogli, Domiziana Masci, Andrea Urbani, Cinzia Fionda, Sonia Coni, Rosa Bordone, Gianluca Canettieri, Chiara Bigogno, Giulio Dondio, Ernest Hamel, Te Liu, Romano Silvestri, Giuseppe La Regina. Induction of Ferroptosis in Glioblastoma and Ovarian Cancers by a New Pyrrole Tubulin Assembly Inhibitor. Journal of medicinal chemistry. 2022 12; 65(23):15805-15818. doi: 10.1021/acs.jmedchem.2c01457. [PMID: 36395526]
  • Magdalena Kondeva-Burdina, Emilio Mateev, Borislav Angelov, Virginia Tzankova, Maya Georgieva. In Silico Evaluation and In Vitro Determination of Neuroprotective and MAO-B Inhibitory Effects of Pyrrole-Based Hydrazones: A Therapeutic Approach to Parkinson's Disease. Molecules (Basel, Switzerland). 2022 Dec; 27(23):. doi: 10.3390/molecules27238485. [PMID: 36500572]
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