1,2-Naphthoquinone (BioDeep_00000010139)

 

Secondary id: BioDeep_00001871690

human metabolite blood metabolite


代谢物信息卡片


1,2-Dihydro-1,2-diketo-naphthalene

化学式: C10H6O2 (158.0368)
中文名称: 1,2-萘醌
谱图信息: 最多检出来源 Homo sapiens(blood) 48.31%

分子结构信息

SMILES: C1=CC=C2C(=C1)C=CC(=O)C2=O
InChI: InChI=1S/C10H6O2/c11-9-6-5-7-3-1-2-4-8(7)10(9)12/h1-6H

描述信息

同义名列表

10 个代谢物同义名

1,2-Dihydro-1,2-diketo-naphthalene; 1,2-Dihydronaphthalene-1,2-dione; Ortho-naphthoquinone; 1,2-Naphthalenedione; beta-Naphthoquinone; 1,2-NAPHTHOQUINONE; b-Naphthoquinone; Β-naphthoquinone; O-Naphthoquinone; 1,2-Naphthoquinone



数据库引用编号

14 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(6)

BioCyc(1)

PlantCyc(0)

代谢反应

60 个相关的代谢反应过程信息。

Reactome(60)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

1 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 18 AHR, AKR1B1, AKT1, ALB, BCL2, CASP3, CASP9, CAT, EGFR, GAPDH, KEAP1, MAPK14, NFE2L2, NQO1, PTPN1, PTPRF, SPX, TYR
Peripheral membrane protein 1 PTPN1
Endosome membrane 1 EGFR
Endoplasmic reticulum membrane 3 BCL2, EGFR, PTPN1
Nucleus 12 AHR, AKT1, ALB, BCL2, CASP3, CASP9, EGFR, GAPDH, KEAP1, MAPK14, NFE2L2, NQO1
cytosol 14 AHR, AKR1B1, AKT1, ALB, BCL2, CASP3, CASP9, CAT, GAPDH, KEAP1, MAPK14, NFE2L2, NQO1, PTPN1
dendrite 1 NQO1
centrosome 2 ALB, NFE2L2
nucleoplasm 7 AHR, AKR1B1, AKT1, CASP3, KEAP1, MAPK14, NFE2L2
RNA polymerase II transcription regulator complex 1 NFE2L2
Cell membrane 2 AKT1, EGFR
Cytoplasmic side 1 PTPN1
lamellipodium 1 AKT1
ruffle membrane 1 EGFR
Early endosome membrane 1 EGFR
Synapse 1 NQO1
cell cortex 1 AKT1
cell junction 1 EGFR
cell surface 1 EGFR
glutamatergic synapse 5 AKT1, CASP3, EGFR, MAPK14, PTPN1
Golgi apparatus 2 ALB, NFE2L2
Golgi membrane 2 EGFR, INS
neuronal cell body 3 CASP3, NQO1, PTPRF
postsynapse 2 AKT1, PTPN1
Cytoplasm, cytosol 3 GAPDH, NFE2L2, NQO1
Cytoplasmic vesicle, secretory vesicle 1 SPX
Lysosome 1 TYR
endosome 1 EGFR
plasma membrane 5 AKT1, EGFR, GAPDH, NFE2L2, PTPRF
Membrane 8 AKT1, BCL2, CAT, EGFR, GAPDH, NQO1, PTPN1, PTPRF
apical plasma membrane 1 EGFR
basolateral plasma membrane 1 EGFR
extracellular exosome 5 AKR1B1, ALB, CAT, GAPDH, PTPRF
endoplasmic reticulum 4 ALB, BCL2, KEAP1, PTPN1
extracellular space 5 AKR1B1, ALB, EGFR, INS, SPX
perinuclear region of cytoplasm 3 EGFR, GAPDH, TYR
mitochondrion 5 AKR1B1, BCL2, CASP9, CAT, MAPK14
protein-containing complex 8 AHR, AKT1, ALB, BCL2, CASP9, CAT, EGFR, PTPN1
intracellular membrane-bounded organelle 3 CAT, GAPDH, TYR
postsynaptic density 1 CASP3
Single-pass type I membrane protein 2 EGFR, TYR
Secreted 2 ALB, INS
extracellular region 5 ALB, CAT, INS, MAPK14, SPX
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 2 BCL2, PTPRF
mitochondrial outer membrane 1 BCL2
mitochondrial matrix 2 CAT, PTPN1
anchoring junction 1 ALB
transcription regulator complex 1 AHR
centriolar satellite 1 KEAP1
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 3 BCL2, EGFR, GAPDH
microtubule cytoskeleton 2 AKT1, GAPDH
Melanosome membrane 1 TYR
midbody 1 KEAP1
Early endosome 1 PTPN1
cell-cell junction 1 AKT1
Golgi-associated vesicle 1 TYR
vesicle 2 AKT1, GAPDH
Cytoplasm, perinuclear region 1 GAPDH
Membrane raft 1 EGFR
pore complex 1 BCL2
Cytoplasm, cytoskeleton 1 GAPDH
focal adhesion 2 CAT, EGFR
spindle 1 AKT1
Peroxisome 1 CAT
intracellular vesicle 1 EGFR
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
Mitochondrion intermembrane space 1 AKT1
mitochondrial intermembrane space 1 AKT1
nuclear speck 1 MAPK14
receptor complex 1 EGFR
neuron projection 1 PTPRF
ciliary basal body 2 AKT1, ALB
chromatin 2 AHR, NFE2L2
mediator complex 1 NFE2L2
cytoskeleton 1 GAPDH
centriole 1 ALB
mitochondrial crista 1 PTPN1
Secreted, extracellular space 1 SPX
spindle pole 2 ALB, MAPK14
actin filament 1 KEAP1
blood microparticle 1 ALB
Cul3-RING ubiquitin ligase complex 1 KEAP1
Endomembrane system 1 PTPN1
endosome lumen 2 INS, PTPN1
sorting endosome 1 PTPN1
Lipid droplet 1 GAPDH
aryl hydrocarbon receptor complex 1 AHR
Melanosome 1 TYR
myelin sheath 1 BCL2
basal plasma membrane 1 EGFR
synaptic membrane 1 EGFR
ficolin-1-rich granule lumen 2 CAT, MAPK14
secretory granule lumen 3 CAT, INS, MAPK14
Golgi lumen 1 INS
endoplasmic reticulum lumen 2 ALB, INS
platelet alpha granule lumen 1 ALB
dense core granule 1 SPX
transport vesicle 2 INS, SPX
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
apoptosome 1 CASP9
clathrin-coated endocytic vesicle membrane 1 EGFR
ribonucleoprotein complex 1 GAPDH
protein-DNA complex 1 NFE2L2
death-inducing signaling complex 1 CASP3
GAIT complex 1 GAPDH
multivesicular body, internal vesicle lumen 1 EGFR
Shc-EGFR complex 1 EGFR
catalase complex 1 CAT
inclusion body 1 KEAP1
BAD-BCL-2 complex 1 BCL2
cytoplasmic side of endoplasmic reticulum membrane 1 PTPN1
nuclear aryl hydrocarbon receptor complex 1 AHR
cytosolic aryl hydrocarbon receptor complex 1 AHR
ciliary transition fiber 1 ALB
caspase complex 1 CASP9


文献列表

  • Kengo Nakahara, Kyohei Hamada, Tomoki Tsuchida, Nobumasa Takasugi, Yumi Abiko, Kazuhiko Shien, Shinichi Toyooka, Yoshito Kumagai, Takashi Uehara. Covalent N-arylation by the pollutant 1,2-naphthoquinone activates the EGF receptor. The Journal of biological chemistry. 2021 Jan; 296(?):100524. doi: 10.1016/j.jbc.2021.100524. [PMID: 33705793]
  • Shuaipeng Lv, Haitao Liu, Jie Kang, Yun Luo, Ting Gong, Zhengqi Dong, Guibo Sun, Chunnian He, Xiaobo Sun, Lei Wang. Palladium-catalyzed enol/enolate directed oxidative annulation: functionalized naphthofuroquinone synthesis and bioactivity evaluation. Chemical communications (Cambridge, England). 2019 Dec; 55(98):14729-14732. doi: 10.1039/c9cc05233j. [PMID: 31690911]
  • G G N de S Wisintainer, G Scola, S Moura, T L G Lemos, C Pessoa, M O de Moraes, L G S Souza, M Roesch-Ely, J A P Henriques. O-naphthoquinone isolated from Capraria biflora L. induces selective cytotoxicity in tumor cell lines. Genetics and molecular research : GMR. 2015 Dec; 14(4):17472-81. doi: 10.4238/2015.december.21.18. [PMID: 26782390]
  • Che Lin, Dar-Ren Chen, Shu-Li Wang, Wei-Chung Hsieh, Wen-Fa Yu, Tzu-Wen Wang, Chen-His Tsai, Hz-Han Wei, Ben-Jei Tsuang, Po-Hsiung Lin. Cumulative body burdens of polycyclic aromatic hydrocarbons associated with estrogen bioactivation in pregnant women: protein adducts as biomarkers of exposure. Journal of environmental science and health. Part A, Toxic/hazardous substances & environmental engineering. 2014; 49(6):634-40. doi: 10.1080/10934529.2014.865416. [PMID: 24521408]
  • Robert F Jacob, Michael D Aleo, Yehudi Self-Medlin, Colleen M Doshna, R Preston Mason. 1,2-naphthoquinone stimulates lipid peroxidation and cholesterol domain formation in model membranes. Investigative ophthalmology & visual science. 2013 Nov; 54(12):7189-97. doi: 10.1167/iovs.13-12793. [PMID: 24130176]
  • T B Lima, O N Silva, L P Silva, T L Rocha, M F Grossi-de-Sá, O L Franco, E Leonardecz. In Vivo Effects of Cagaita (Eugenia dysenterica, DC.) Leaf Extracts on Diarrhea Treatment. Evidence-based complementary and alternative medicine : eCAM. 2011; 2011(?):. doi: 10.1155/2011/309390. [PMID: 20953423]
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  • Po-Hsiung Lin, Dar-Ren Chen, Tzu-Wen Wang, Chia-Hua Lin, Ming-Chieh Chuang. Investigation of the cumulative tissue doses of naphthoquinones in human serum using protein adducts as biomarker of exposure. Chemico-biological interactions. 2009 Sep; 181(1):107-14. doi: 10.1016/j.cbi.2009.05.016. [PMID: 19505452]
  • Edvaldo Rodrigues de Almeida, Flávia Raquel Santos Lucena, Camilla Vila Nova Soares Silva, Wilson da Silva Costa-Junior, Jouse Bezerra Cavalcanti, Gerald Bosco Lindoso Couto, Luiz Lúcio Soares da Silva, Diógenes Luís da Mota, Alex Benício da Silveira, Samuel Daniel de Sousa Filho, Aldo Cezar Passilongo da Silva. Toxicological assessment of beta-lapachone on organs from pregnant and non-pregnant rats. Phytotherapy research : PTR. 2009 Sep; 23(9):1276-80. doi: 10.1002/ptr.2646. [PMID: 19197915]
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