Catechol (BioDeep_00000002951)

 

Secondary id: BioDeep_00000014388, BioDeep_00000405407

natural product PANOMIX_OTCML-2023 BioNovoGene_Lab2019


代谢物信息卡片


InChI=1\C6H6O2\c7-5-3-1-2-4-6(5)8\h1-4,7-8

化学式: C6H6O2 (110.0368)
中文名称: 邻苯二酚, 儿茶酚
谱图信息: 最多检出来源 Homo sapiens(plant) 16.61%

分子结构信息

SMILES: C1=CC=C(C(=C1)O)O
InChI: InChI=1/C6H6O2/c7-5-3-1-2-4-6(5)8/h1-4,7-8H

描述信息

A benzenediol comprising of a benzene core carrying two hydroxy substituents ortho to each other.
Acquisition and generation of the data is financially supported in part by CREST/JST.

同义名列表

86 个代谢物同义名

Pyrocatechol suppliers in China; Catechol; InChI=1\C6H6O2\c7-5-3-1-2-4-6(5)8\h1-4,7-8; Durafur Developer CFouramine PCH; Pyrocatechinic acidPyrocatechol; C.I. Oxidation Base 26; ortho-Dihydroxybenzene; Catechol-pyrocatechol; Benzene, o-dihydroxy-; Pyrokatechin [Czech]; CI Oxidation Base 26; 1,2-Dihydroxybenzene; Pyrokatechol [Czech]; Pyrocatechinic acid; ortho-Hydroxyphenol; Durafur developer C; ortho-Phenylenediol; pyrocatechol-ul-14C; nchembio801-comp10; ortho-Dioxybenzene; Phthalhydroquinone; O-Dihydroxybenzene; ortho-Hydroquinone; ortho-Benzenediol; Catechol (phenol); Catechin (phenol); Benzene-1,2-diol; Katechol [Czech]; EINECS 204-427-5; Catechol-UL-14C; NCGC00091262-01; AB-131\40235236; 1,2-Benzenediol; O-Phenylenediol; NCGC00015283-01; 2-Hydroxyphenol; O-Hydroxyphenol; Oxyphenic acid; Pelagol grey C; O-Hydroquinone; O-Dioxybenzene; 430749_ALDRICH; Pyrocatechine; Fouramine PCH; O-Benzenediol; Lopac0_000280; Brenzcatechin; Lopac-C-9510; Pyrocatechin; pyrocatechol; ZINC00330145; Fourrine 68; BRN 0471401; CHEBI:18135; AIDS-108194; benzenediol; C9593_SIGMA; 135011_SIAL; EU-0100280; C9510_SIAL; 37349-32-9; o-Diphenol; 16474-89-8; NCI-C55856; C3561_SIAL; AIDS108194; C.I. 76500; 12385-08-9; WLN: QR BQ; 16474-90-1; HSDB 1436; CCRIS 741; AI3-03995; ST5214346; NSC 1573; 120-80-9; CI 76500; NSC1573; C00090; C15571; C01785; c0097; CAQ; Benzenediol; Catechol; Catechol



数据库引用编号

58 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(18)

PlantCyc(2)

代谢反应

190 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(55)

WikiPathways(3)

Plant Reactome(0)

INOH(0)

PlantCyc(108)

COVID-19 Disease Map(0)

PathBank(24)

PharmGKB(0)

151 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 AKT1, ALB, AXIN2, CAT, CYP1A1, HPGDS, KEAP1, NFE2L2, TH, TYR
Peripheral membrane protein 3 ACHE, CYP1A1, CYP1B1
Endoplasmic reticulum membrane 5 CYP19A1, CYP1A1, CYP1B1, DRD1, HMOX1
Nucleus 9 ACHE, AKT1, ALB, AXIN2, DRD1, HMOX1, KEAP1, NFE2L2, TH
cytosol 11 AKT1, ALB, AXIN2, CAT, COMT, HMOX1, HPGDS, KEAP1, NFE2L2, NGF, TH
dendrite 3 COMT, NGF, TH
centrosome 3 ALB, AXIN2, NFE2L2
nucleoplasm 5 AKT1, HMOX1, HPGDS, KEAP1, NFE2L2
RNA polymerase II transcription regulator complex 1 NFE2L2
Cell membrane 4 ACHE, AKT1, COMT, DRD1
Cytoplasmic side 1 HMOX1
lamellipodium 1 AKT1
Cell projection, axon 1 TH
Multi-pass membrane protein 2 CYP19A1, DRD1
Synapse 2 ACHE, COMT
cell cortex 1 AKT1
cell surface 1 ACHE
glutamatergic synapse 2 AKT1, DRD1
Golgi apparatus 3 ACHE, ALB, NFE2L2
Golgi membrane 1 INS
mitochondrial inner membrane 1 CYP1A1
neuromuscular junction 1 ACHE
postsynapse 1 AKT1
presynaptic membrane 1 DRD1
smooth endoplasmic reticulum 1 TH
synaptic vesicle 2 NGF, TH
Cytoplasm, cytosol 1 NFE2L2
Lysosome 1 TYR
plasma membrane 6 ACHE, AKT1, AXIN2, COMT, DRD1, NFE2L2
terminal bouton 1 TH
Membrane 7 ACHE, AKT1, CAT, COMT, CYP19A1, CYP1B1, HMOX1
axon 3 COMT, NGF, TH
extracellular exosome 4 ALB, BMP3, CAT, COMT
endoplasmic reticulum 4 ALB, CYP19A1, HMOX1, KEAP1
extracellular space 7 ACHE, ALB, BMP3, HMOX1, IL6, INS, NGF
perinuclear region of cytoplasm 4 ACHE, HMOX1, TH, TYR
mitochondrion 4 CAT, CYP1A1, CYP1B1, TH
protein-containing complex 3 AKT1, ALB, CAT
intracellular membrane-bounded organelle 6 CAT, COMT, CYP1A1, CYP1B1, HPGDS, TYR
Microsome membrane 3 CYP19A1, CYP1A1, CYP1B1
Single-pass type I membrane protein 1 TYR
Secreted 6 ACHE, ALB, BMP3, IL6, INS, NGF
extracellular region 7 ACHE, ALB, BMP3, CAT, IL6, INS, NGF
cytoplasmic side of plasma membrane 1 TH
mitochondrial outer membrane 1 HMOX1
mitochondrial matrix 1 CAT
Extracellular side 2 ACHE, COMT
anchoring junction 1 ALB
centriolar satellite 1 KEAP1
ciliary membrane 1 DRD1
dendritic spine 1 DRD1
perikaryon 1 TH
beta-catenin destruction complex 1 AXIN2
cytoplasmic vesicle 1 TH
microtubule cytoskeleton 1 AKT1
Melanosome membrane 2 TH, TYR
midbody 1 KEAP1
cell-cell junction 1 AKT1
Golgi-associated vesicle 1 TYR
Single-pass type II membrane protein 1 COMT
vesicle 1 AKT1
postsynaptic membrane 1 DRD1
Cytoplasm, perinuclear region 1 TH
Mitochondrion inner membrane 1 CYP1A1
focal adhesion 1 CAT
spindle 1 AKT1
GABA-ergic synapse 1 DRD1
Peroxisome 1 CAT
basement membrane 1 ACHE
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
Cell projection, dendritic spine 1 DRD1
Mitochondrion intermembrane space 1 AKT1
mitochondrial intermembrane space 1 AKT1
neuron projection 1 TH
ciliary basal body 2 AKT1, ALB
cilium 1 DRD1
chromatin 1 NFE2L2
mediator complex 1 NFE2L2
centriole 1 ALB
spindle pole 1 ALB
actin filament 1 KEAP1
blood microparticle 1 ALB
non-motile cilium 1 DRD1
Lipid-anchor, GPI-anchor 1 ACHE
Cul3-RING ubiquitin ligase complex 1 KEAP1
endosome lumen 2 INS, NGF
Cell projection, dendrite 1 DRD1
Melanosome 1 TYR
side of membrane 1 ACHE
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 2 CAT, INS
Golgi lumen 2 INS, NGF
endoplasmic reticulum lumen 3 ALB, IL6, INS
platelet alpha granule lumen 1 ALB
transport vesicle 1 INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
Single-pass type IV membrane protein 1 HMOX1
synaptic cleft 1 ACHE
protein-DNA complex 1 NFE2L2
Cell projection, cilium membrane 1 DRD1
catalase complex 1 CAT
inclusion body 1 KEAP1
interleukin-6 receptor complex 1 IL6
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle 1 TH
G protein-coupled receptor complex 1 DRD1
[Isoform Soluble]: Cytoplasm 1 COMT
[Isoform Membrane-bound]: Cell membrane 1 COMT
[Isoform H]: Cell membrane 1 ACHE
ciliary transition fiber 1 ALB


文献列表

  • Zuwu Tang, Xinxing Lin, Meiqiong Yu, Jinbei Yang, Shiqian Li, Ajoy Kanti Mondal, Hui Wu. A review of cellulose-based catechol-containing functional materials for advanced applications. International journal of biological macromolecules. 2024 May; 266(Pt 2):131243. doi: 10.1016/j.ijbiomac.2024.131243. [PMID: 38554917]
  • Kun Yu, Wei He, Xiaoli Ma, Qi Zhang, Chunxu Chen, Peiyan Li, Di Wu. Purification and Biochemical Characterization of Polyphenol Oxidase Extracted from Wheat Bran (Wan grano). Molecules (Basel, Switzerland). 2024 Mar; 29(6):. doi: 10.3390/molecules29061334. [PMID: 38542970]
  • Jing Hu, Kokoette Effiong, Muyuan Liu, Xi Xiao. Broad spectrum and species specificity of plant allelochemicals 1,2-benzenediol and 3-indoleacrylic acid against marine and freshwater harmful algae. The Science of the total environment. 2023 Nov; 898(?):166356. doi: 10.1016/j.scitotenv.2023.166356. [PMID: 37595905]
  • Hui Liu, Mu Pan, Yang Lu, Mei Wang, Shan Huang, Jun Li, Ke Luo, Linli Luo, Mingyong Yao, Deyu Hua, Hui Wang. Purification and comparison of soluble and membrane-bound polyphenol oxidase from potato (Solanum tuberosum) tubers. Protein expression and purification. 2023 02; 202(?):106195. doi: 10.1016/j.pep.2022.106195. [PMID: 36270466]
  • Verena Krauth, Ferdinando Bruno, Simona Pace, Paul M Jordan, Veronika Temml, Maria Preziosa Romano, Haroon Khan, Daniela Schuster, Antonietta Rossi, Rosanna Filosa, Oliver Werz. Highly potent and selective 5-lipoxygenase inhibition by new, simple heteroaryl-substituted catechols for treatment of inflammation. Biochemical pharmacology. 2023 02; 208(?):115385. doi: 10.1016/j.bcp.2022.115385. [PMID: 36535528]
  • Roelant Hilgers, Judith Bijlsma, Luana Malacaria, Jean-Paul Vincken, Emilia Furia, Wouter J C de Bruijn. Transition metal cations catalyze 16O/18O exchange of catechol motifs with H218O. Organic & biomolecular chemistry. 2022 11; 20(46):9093-9097. doi: 10.1039/d2ob01884e. [PMID: 36378241]
  • Ana Amić, Denisa Mastiľák Cagardová. DFT Study of the Direct Radical Scavenging Potency of Two Natural Catecholic Compounds. International journal of molecular sciences. 2022 Nov; 23(22):. doi: 10.3390/ijms232214497. [PMID: 36430975]
  • Faraziehan Senusi, Norhaslinda Nasuha, Ahmad Husain, Suzylawati Ismail. Synthesis of catechol-amine coating solution for membrane surface modification. Environmental science and pollution research international. 2022 May; ?(?):. doi: 10.1007/s11356-022-20167-4. [PMID: 35604600]
  • Ivan V Smolyaninov, Daria A Burmistrova, Maxim V Arsenyev, Maria A Polovinkina, Nadezhda P Pomortseva, Georgy K Fukin, Andrey I Poddel'sky, Nadezhda T Berberova. Synthesis and Antioxidant Activity of New Catechol Thioethers with the Methylene Linker. Molecules (Basel, Switzerland). 2022 May; 27(10):. doi: 10.3390/molecules27103169. [PMID: 35630646]
  • M Shahnawaz Khan, Mohd Khalid, M Shahwaz Ahmad, Samrah Kamal, M Shahid, Musheer Ahmad. Effect of structural variation on enzymatic activity in tetranuclear (Cu4) clusters with defective cubane core. Journal of biomolecular structure & dynamics. 2022; 40(19):9067-9080. doi: 10.1080/07391102.2021.1924263. [PMID: 34042018]
  • Ravi Jothi, Ravichellam Sangavi, Ponnuchamy Kumar, Shunmugiah Karutha Pandian, Shanmugaraj Gowrishankar. Catechol thwarts virulent dimorphism in Candida albicans and potentiates the antifungal efficacy of azoles and polyenes. Scientific reports. 2021 10; 11(1):21049. doi: 10.1038/s41598-021-00485-2. [PMID: 34702898]
  • Serap Beyaztaş Uzunoğlu, Tayfun Uzunoğlu, Samet Koçsuz, Murat Evyapan, Oktay Arslan. Metal ion effects on Polyphenol Oxidase Covalently immobilized on a Bio-Composite. Cellular and molecular biology (Noisy-le-Grand, France). 2021 Sep; 67(2):50-55. doi: 10.14715/cmb/2021.67.2.8. [PMID: 34817339]
  • Adriany das Graças Nascimento Amorim, Marta Sánchez-Paniagua, Taiane Maria de Oliveira, Ana Carolina Mafud, Durcilene Alves da Silva, José Roberto de Souza de Almeida Leite, Beatriz López-Ruiz. Synthesis, characterization and use of enzyme cashew gum nanoparticles for biosensing applications. Journal of materials chemistry. B. 2021 09; 9(34):6825-6835. doi: 10.1039/d1tb01164b. [PMID: 34369539]
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  • Veronica F Salau, Ochuko L Erukainure, Neil A Koorbanally, Md Shahidul Islam. Catechol protects against iron-mediated oxidative brain injury by restoring antioxidative metabolic pathways; and modulation of purinergic and cholinergic enzymes activities. The Journal of pharmacy and pharmacology. 2020 Dec; 72(12):1787-1797. doi: 10.1111/jphp.13352. [PMID: 32902887]
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  • Yu Jin Kim, Eunjin Sohn, Joo-Hwan Kim, MinKyun Na, Soo-Jin Jeong. Catechol-Type Flavonoids from the Branches of Elaeagnus glabra f. oxyphylla Exert Antioxidant Activity and an Inhibitory Effect on Amyloid-β Aggregation. Molecules (Basel, Switzerland). 2020 Oct; 25(21):. doi: 10.3390/molecules25214917. [PMID: 33114256]
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  • András Táncsics, Milán Farkas, Balázs Horváth, Gergely Maróti, Lauren M Bradford, Tillmann Lueders, Balázs Kriszt. Genome analysis provides insights into microaerobic toluene-degradation pathway of Zoogloea oleivorans BucT. Archives of microbiology. 2020 Mar; 202(2):421-426. doi: 10.1007/s00203-019-01743-8. [PMID: 31659381]
  • Jiayuan Zhao, Dongying Jia, Yuanlong Chi, Kai Yao. Co-metabolic enzymes and pathways of 3-phenoxybenzoic acid degradation by Aspergillus oryzae M-4. Ecotoxicology and environmental safety. 2020 Feb; 189(?):109953. doi: 10.1016/j.ecoenv.2019.109953. [PMID: 31759741]
  • Romina Romero, David Contreras, Mónica Sepúlveda, Nataly Moreno, Cristina Segura, Victoria Melin. Assessment of a Fenton reaction driven by insoluble tannins from pine bark in treating an emergent contaminant. Journal of hazardous materials. 2020 01; 382(?):120982. doi: 10.1016/j.jhazmat.2019.120982. [PMID: 31450209]
  • Dorian Blondeau, Annabelle St-Pierre, Nathalie Bourdeau, Julien Bley, André Lajeunesse, Isabel Desgagné-Penix. Antimicrobial activity and chemical composition of white birch (Betula papyrifera Marshall) bark extracts. MicrobiologyOpen. 2020 01; 9(1):e00944. doi: 10.1002/mbo3.944. [PMID: 31580010]
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  • Shosuke Ito, Yui Fujiki, Nina Matsui, Makoto Ojika, Kazumasa Wakamatsu. Tyrosinase-catalyzed oxidation of resveratrol produces a highly reactive ortho-quinone: Implications for melanocyte toxicity. Pigment cell & melanoma research. 2019 11; 32(6):766-776. doi: 10.1111/pcmr.12808. [PMID: 31264351]
  • Yushu Huang, Yanyun Xu, Yanqian Wu, Tiandong Chen, Wei Lu, Jiahui Yu. Bioinspired nanoplatform for enhanced delivery efficiency of doxorubicin into nucleus with fast endocytosis, lysosomal pH-triggered drug release, and reduced efflux. Colloids and surfaces. B, Biointerfaces. 2019 Nov; 183(?):110413. doi: 10.1016/j.colsurfb.2019.110413. [PMID: 31401461]
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  • Ivan V Smolyaninov, Olga V Pitikova, Eugenia O Korchagina, Andrey I Poddel'sky, Georgy K Fukin, Svetlana A Luzhnova, Andrey M Tichkomirov, Elena N Ponomareva, Nadezhda T Berberova. Catechol thioethers with physiologically active fragments: Electrochemistry, antioxidant and cryoprotective activities. Bioorganic chemistry. 2019 08; 89(?):103003. doi: 10.1016/j.bioorg.2019.103003. [PMID: 31132599]
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