Ethylbenzene (BioDeep_00000006424)

 

Secondary id: BioDeep_00000268287

human metabolite blood metabolite natural product


代谢物信息卡片


alpha-Methyltoluene

化学式: C8H10 (106.0782)
中文名称: 乙苯
谱图信息: 最多检出来源 Homo sapiens(blood) 34.03%

分子结构信息

SMILES: CCC1=CC=CC=C1
InChI: InChI=1S/C8H10/c1-2-8-6-4-3-5-7-8/h3-7H,2H2,1H3

描述信息

Ethyl benzene, also known as ethylbenzol or alpha-methyltoluene, belongs to benzene and substituted derivatives class of compounds. Those are aromatic compounds containing one monocyclic ring system consisting of benzene. Ethyl benzene can be found in black walnut and safflower, which makes ethyl benzene a potential biomarker for the consumption of these food products. Ethyl benzene can be found primarily in blood and feces. Ethyl benzene exists in all eukaryotes, ranging from yeast to humans. Ethyl benzene is formally rated as possibly a carcinogenic (IARC 2B) potentially toxic compound. Ethyl benzene is an organic compound with the formula C6H5CH2CH3. It is a highly flammable, colorless liquid with an odor similar to that of gasoline. This monocyclic aromatic hydrocarbon is important in the petrochemical industry as an intermediate in the production of styrene, the precursor to polystyrene, a common plastic material. In 2012, more than 99\\% of ethylbenzene produced was consumed in the production of styrene. Ethyl benzene is also used to make other chemicals, in fuel, and as a solvent in inks, rubber adhesives, varnishes, and paints. Ethyl benzene exposure can be determined by testing for the breakdown products in urine . Following oral exposure, a gastric lavage is recommended. Protect airway by placement in Trendelenburg and left lateral decubitus position or by endotracheal intubation. Control any seizures first. Following inhalation, move patient to fresh air. Monitor for respiratory distress. If cough or difficulty breathing develops, evaluate for respiratory tract irritation, bronchitis, or pneumonitis. Administer oxygen and assist ventilation as required. Following eye exposure, irrigate exposed eyes with copious amounts of room temperature water for at least 15 minutes. In case of dermal exposure, remove contaminated clothing and wash exposed area thoroughly with soap and water. Treat dermal irritation or burns with standard topical therapy. Patients developing dermal hypersensitivity reactions may require treatment with systemic or topical corticosteroids or antihistamines. Some chemicals can produce systemic poisoning by absorption through intact skin. Carefully observe patients with dermal exposure for the development of any systemic signs or symptoms and administer symptomatic treatment as necessary (T36) (T3DB).
Ethylbenzene belongs to the family of Substituted Benzenes. These are aromatic compounds containing a benzene substituted at one or more positions.

同义名列表

14 个代谢物同义名

alpha-Methyltoluene; a-Methyltoluene; Α-methyltoluene; 1-Ethylbenzene; Ethyl benzene; Aethylbenzol; ETHYLBENZENE; Phenylethane; Ethylenzene; Ethylbenzol; ether; EB; Ethylbenzene; Ethylbenzene



数据库引用编号

24 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

2 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(2)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

65 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 9 ALB, AXIN2, BCL2, CASP3, CASP9, CAT, CYP2B6, CYP2E1, GSTP1
Peripheral membrane protein 4 ACHE, CYP1B1, CYP2B6, CYP2E1
Endoplasmic reticulum membrane 5 BCL2, CYP1A2, CYP1B1, CYP2B6, CYP2E1
Nucleus 7 ACHE, ALB, AXIN2, BCL2, CASP3, CASP9, GSTP1
cytosol 8 ALB, AXIN2, BCL2, CASP3, CASP9, CAT, GPT, GSTP1
dendrite 1 CHRNA4
centrosome 2 ALB, AXIN2
nucleoplasm 2 ATP2B1, CASP3
Cell membrane 4 ACHE, ATP2B1, CHRNA4, CHRNA7
Lipid-anchor 1 CHRNA4
Multi-pass membrane protein 5 ATP2B1, CHRNA4, CHRNA7, SLC45A2, TMEM11
Synapse 4 ACHE, ATP2B1, CHRNA4, CHRNA7
cell surface 1 ACHE
glutamatergic synapse 2 ATP2B1, CASP3
Golgi apparatus 3 ACHE, ALB, ATRN
mitochondrial inner membrane 2 CYP2E1, TMEM11
neuromuscular junction 1 ACHE
neuronal cell body 2 CASP3, CHRNA4
postsynapse 2 CHRNA4, CHRNA7
presynaptic membrane 1 ATP2B1
plasma membrane 7 ACHE, ATP2B1, ATRN, AXIN2, CHRNA4, CHRNA7, TMEM11
synaptic vesicle membrane 1 ATP2B1
Membrane 8 ACHE, ATP2B1, BCL2, CAT, CHRNA4, CHRNA7, CYP1B1, SLC45A2
basolateral plasma membrane 1 ATP2B1
extracellular exosome 6 ALB, ATP2B1, ATRN, CAT, GPT, GSTP1
endoplasmic reticulum 2 ALB, BCL2
extracellular space 4 ACHE, ALB, ATRN, GSTP1
perinuclear region of cytoplasm 1 ACHE
mitochondrion 6 BCL2, CASP9, CAT, CYP1B1, GSTP1, TMEM11
protein-containing complex 4 ALB, BCL2, CASP9, CAT
intracellular membrane-bounded organelle 6 ATP2B1, CAT, CYP1A2, CYP1B1, CYP2B6, CYP2E1
Microsome membrane 4 CYP1A2, CYP1B1, CYP2B6, CYP2E1
postsynaptic density 1 CASP3
Single-pass type I membrane protein 1 ATRN
Secreted 3 ACHE, ALB, PRB1
extracellular region 5 ACHE, ALB, CAT, GSTP1, PRB1
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 1 BCL2
[Isoform 2]: Secreted 1 ATRN
mitochondrial matrix 1 CAT
Extracellular side 1 ACHE
anchoring junction 1 ALB
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle membrane 1 ATP2B1
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 1 BCL2
external side of plasma membrane 1 CHRNA4
beta-catenin destruction complex 1 AXIN2
Melanosome membrane 1 SLC45A2
vesicle 1 GSTP1
postsynaptic membrane 2 CHRNA4, CHRNA7
Mitochondrion inner membrane 2 CYP2E1, TMEM11
pore complex 1 BCL2
focal adhesion 1 CAT
Peroxisome 1 CAT
basement membrane 1 ACHE
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
lateral plasma membrane 1 ATP2B1
Postsynaptic cell membrane 2 CHRNA4, CHRNA7
neuron projection 2 CHRNA4, CHRNA7
ciliary basal body 1 ALB
cell projection 1 ATP2B1
centriole 1 ALB
spindle pole 1 ALB
blood microparticle 1 ALB
Basolateral cell membrane 1 ATP2B1
Lipid-anchor, GPI-anchor 1 ACHE
[Isoform 3]: Secreted 1 ATRN
Presynaptic cell membrane 1 ATP2B1
side of membrane 1 ACHE
myelin sheath 1 BCL2
plasma membrane raft 1 CHRNA7
ficolin-1-rich granule lumen 2 CAT, GSTP1
secretory granule lumen 2 CAT, GSTP1
endoplasmic reticulum lumen 1 ALB
platelet alpha granule lumen 1 ALB
immunological synapse 1 ATP2B1
apoptosome 1 CASP9
synaptic cleft 1 ACHE
death-inducing signaling complex 1 CASP3
[Isoform 1]: Cell membrane 1 ATRN
acetylcholine-gated channel complex 2 CHRNA4, CHRNA7
catalase complex 1 CAT
TRAF2-GSTP1 complex 1 GSTP1
BAD-BCL-2 complex 1 BCL2
photoreceptor ribbon synapse 1 ATP2B1
[Isoform H]: Cell membrane 1 ACHE
ciliary transition fiber 1 ALB
caspase complex 1 CASP9


文献列表

  • Yansu He, Hong Qiu, Wenqiao Wang, Yong Lin, Kin Fai Ho. Exposure to BTEX is associated with cardiovascular disease, dyslipidemia and leukocytosis in national US population. The Science of the total environment. 2024 Apr; 919(?):170639. doi: 10.1016/j.scitotenv.2024.170639. [PMID: 38316304]
  • Mansooreh Dehghani, Alireza Abbasi, Ziba Taherzadeh, Samaneh Dehghani. Exposure assessment of wastewater treatment plant employees to BTEX: a biological monitoring approach. Scientific reports. 2022 12; 12(1):21433. doi: 10.1038/s41598-022-25876-x. [PMID: 36509850]
  • Qilong Liao, Yan Zhang, Rui Ma, Zhaorui Zhang, Penglei Ji, Minghui Xiao, Rui Du, Xin Liu, Ying Cui, Xiumei Xing, Lili Liu, Shanfeng Dang, Qifei Deng, Yongmei Xiao. Risk assessment and dose-effect of co-exposure to benzene, toluene, ethylbenzene, xylene, and styrene (BTEXS) on pulmonary function: A cross-sectional study. Environmental pollution (Barking, Essex : 1987). 2022 Oct; 310(?):119894. doi: 10.1016/j.envpol.2022.119894. [PMID: 35932901]
  • Anna Bedics, András Táncsics, Erika Tóth, Sinchan Banerjee, Péter Harkai, Balázs Kovács, Károly Bóka, Balázs Kriszt. Microaerobic enrichment of benzene-degrading bacteria and description of Ideonella benzenivorans sp. nov., capable of degrading benzene, toluene and ethylbenzene under microaerobic conditions. Antonie van Leeuwenhoek. 2022 Sep; 115(9):1113-1128. doi: 10.1007/s10482-022-01759-z. [PMID: 35841500]
  • Hassan Ghobadi, Roohollah Rostami, Behzad Saranjam, Mohammad Reza Aslani, Mehdi Fazlzadeh, Hamid Reza Ghaffari. Urinary concentrations of BTEX in waterpipe smokers and nonsmokers: Investigating the influence of conventional activities and multiple factors. Ecotoxicology and environmental safety. 2022 Aug; 241(?):113717. doi: 10.1016/j.ecoenv.2022.113717. [PMID: 35679732]
  • Zhongzheng Niu, Xiaozhong Wen, Meng Wang, Lili Tian, Lina Mu. Personal exposure to benzene, toluene, ethylbenzene, and xylenes (BTEXs) mixture and telomere length: a cross-sectional study of the general US adult population. Environmental research. 2022 06; 209(?):112810. doi: 10.1016/j.envres.2022.112810. [PMID: 35101395]
  • Elkana Kohn, Dana Barchel, Ahuva Golik, Marc Lougassi, Tamar Wainstock, Matitiahu Berkovitch, Frieda Schwartsburd. Analysis of 10 urinary BTEX metabolites using LC-MS/MS. Biomedical chromatography : BMC. 2022 Apr; 36(4):e5302. doi: 10.1002/bmc.5302. [PMID: 34935165]
  • Yanjun Liu, Yanqing Liu, Huiyuan Yang, Qian Wang, Feng Cheng, Wenjing Lu, Jianbing Wang. Occupational health risk assessment of BTEX in municipal solid waste landfill based on external and internal exposure. Journal of environmental management. 2022 Mar; 305(?):114348. doi: 10.1016/j.jenvman.2021.114348. [PMID: 34953222]
  • Ning Qin, Yuanyuan Zhu, Yan Zhong, Jing Tian, Jihua Li, Laiguo Chen, Ruifang Fan, Fusheng Wei. External Exposure to BTEX, Internal Biomarker Response, and Health Risk Assessment of Nonoccupational Populations near a Coking Plant in Southwest China. International journal of environmental research and public health. 2022 01; 19(2):. doi: 10.3390/ijerph19020847. [PMID: 35055669]
  • Abdel Halim Harrath, Abdulkarem Alrezaki, Maroua Jalouli, Nouf Aldawood, Waleed Aldahmash, Lamjed Mansour, Saleh Alwasel. Ethylbenzene exposure disrupts ovarian function in Wistar rats via altering folliculogenesis and steroidogenesis-related markers and activating autophagy and apoptosis. Ecotoxicology and environmental safety. 2022 Jan; 229(?):113081. doi: 10.1016/j.ecoenv.2021.113081. [PMID: 34920183]
  • P O Isibor, E Akeredolu, O B Samuel, A Abayomi, F Olaleru, B Akinsanya, P Emezie, F N Are, J K Saliu. Comparative Bioaccumulation of PAH and BTEX in Malapterurus electricus (Siluriformes: Malapteruridae) and its Enteric Parasite, Electrotaenia malopteruri Sampled from Lekki Lagoon, Lagos, Nigeria. Brazilian journal of biology = Revista brasleira de biologia. 2021 Oct; 81(4):1081-1094. doi: 10.1590/1519-6984.236827. [PMID: 33053140]
  • Payam Rashnuodi, Behzad Fouladi Dehaghi, Hossein Ali Rangkooy, Arman Amiri, Sanaz Mohi Poor. Evaluation of airborne exposure to volatile organic compounds of benzene, toluene, xylene, and ethylbenzene and its relationship to biological contact index in the workers of a petrochemical plant in the west of Iran. Environmental monitoring and assessment. 2021 Jan; 193(2):94. doi: 10.1007/s10661-021-08878-6. [PMID: 33507416]
  • Arne Weiten, Kristin Kalvelage, Patrick Becker, Richard Reinhardt, Thomas Hurek, Barbara Reinhold-Hurek, Ralf Rabus. Complete Genomes of the Anaerobic Degradation Specialists Aromatoleum petrolei ToN1T and Aromatoleum bremense PbN1T. Microbial physiology. 2021; 31(1):16-35. doi: 10.1159/000513167. [PMID: 33477134]
  • Mehdi Moridzadeh, Samaneh Dehghani, Ata Rafiee, Mohammad Sadegh Hassanvand, Mansooreh Dehghani, Mohammad Hoseini. Assessing BTEX exposure among workers of the second largest natural gas reserve in the world: a biomonitoring approach. Environmental science and pollution research international. 2020 Dec; 27(35):44519-44527. doi: 10.1007/s11356-020-10379-x. [PMID: 32770338]
  • Amira Hocinat, Allaoueddine Boudemagh, Hocine Ali-Khodja, Meissa Medjemadj. Aerobic degradation of BTEX compounds by Streptomyces species isolated from activated sludge and agricultural soils. Archives of microbiology. 2020 Nov; 202(9):2481-2492. doi: 10.1007/s00203-020-01970-4. [PMID: 32617605]
  • Akanit Wongbunmak, Sansanee Khiawjan, Manop Suphantharika, Thunyarat Pongtharangkul. BTEX biodegradation by Bacillus amyloliquefaciens subsp. plantarum W1 and its proposed BTEX biodegradation pathways. Scientific reports. 2020 10; 10(1):17408. doi: 10.1038/s41598-020-74570-3. [PMID: 33060819]
  • Yunpeng Chen, Zhibo Huang, Jiaoyong Li, Guoxun Su, Baoyun Feng. Complete Genome Sequence of Kosakonia radicincitans GXGL-4A, a Nitrogen-Fixing Bacterium with Capability to Degrade TEX. Current microbiology. 2020 Aug; 77(8):1848-1857. doi: 10.1007/s00284-020-01942-3. [PMID: 32170407]
  • Fateme Dehghani, Fariborz Omidi, Omidreza Heravizadeh, Saied Barati Chamgordani, Vahid Gharibi, Akbar Sotoudeh Manesh. Occupational health risk assessment of volatile organic compounds emitted from the coke production unit of a steel plant. International journal of occupational safety and ergonomics : JOSE. 2020 Jun; 26(2):227-232. doi: 10.1080/10803548.2018.1443593. [PMID: 29465294]
  • Emily J Werder, Juliane I Beier, Dale P Sandler, Keith C Falkner, Tyler Gripshover, Banrida Wahlang, Lawrence S Engel, Matthew C Cave. Blood BTEXS and heavy metal levels are associated with liver injury and systemic inflammation in Gulf states residents. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2020 May; 139(?):111242. doi: 10.1016/j.fct.2020.111242. [PMID: 32205228]
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  • Dian Huang, Chen Yu, Zongze Shao, Minmin Cai, Guangyu Li, Longyu Zheng, Ziniu Yu, Jibin Zhang. Identification and Characterization of Nematicidal Volatile Organic Compounds from Deep-Sea Virgibacillus dokdonensis MCCC 1A00493. Molecules (Basel, Switzerland). 2020 02; 25(3):. doi: 10.3390/molecules25030744. [PMID: 32050419]
  • Jeong-Eeh Lee, Hyun-Hee Lim, Ho-Sang Shin. Simultaneous determination of 15 BTEX hydroxyl biomarkers in urine by headspace solid-phase microextraction gas chromatography-mass spectrometry. Journal of pharmaceutical and biomedical analysis. 2019 Sep; 174(?):115-122. doi: 10.1016/j.jpba.2019.05.033. [PMID: 31163345]
  • Toshio Kawai, Haruhiko Sakurai, Masayuki Ikeda. Biological monitoring of occupational ethylbenzene exposure by means of urinalysis for un-metabolized ethylbenzene. Industrial health. 2019 Aug; 57(4):525-529. doi: 10.2486/indhealth.2018-0170. [PMID: 30531095]
  • Zahed Ahmadi, Alireza Moradabadi, Danial Abdollahdokht, Mehrnaz Mehrabani, Mohammad Hadi Nematollahi. Association of environmental exposure with hematological and oxidative stress alteration in gasoline station attendants. Environmental science and pollution research international. 2019 Jul; 26(20):20411-20417. doi: 10.1007/s11356-019-05412-7. [PMID: 31102212]
  • Mahbobeh Moradi, Philip Hopke, Mostafa Hadei, Akbar Eslami, Noushin Rastkari, Zohreh Naghdali, Majid Kermani, Baharan Emam, Mohsen Farhadi, Abbas Shahsavani. Exposure to BTEX in beauty salons: biomonitoring, urinary excretion, clinical symptoms, and health risk assessments. Environmental monitoring and assessment. 2019 Apr; 191(5):286. doi: 10.1007/s10661-019-7455-7. [PMID: 30997562]
  • Majbrit Dela Cruz, Giorgio Tomasi, Renate Müller, Jan H Christensen. Removal of volatile gasoline compounds by indoor potted plants studied by pixel-based fingerprinting analysis. Chemosphere. 2019 Apr; 221(?):226-234. doi: 10.1016/j.chemosphere.2018.12.125. [PMID: 30640005]
  • Kimberly M Capella, Katharine Roland, Nathan Geldner, B Rey deCastro, Víctor R De Jesús, Dana van Bemmel, Benjamin C Blount. Ethylbenzene and styrene exposure in the United States based on urinary mandelic acid and phenylglyoxylic acid: NHANES 2005-2006 and 2011-2012. Environmental research. 2019 04; 171(?):101-110. doi: 10.1016/j.envres.2019.01.018. [PMID: 30660916]
  • Ata Rafiee, Juana Maria Delgado-Saborit, Peter D Sly, Hoda Amiri, Mohammad Hoseini. Lifestyle and occupational factors affecting exposure to BTEX in municipal solid waste composting facility workers. The Science of the total environment. 2019 Mar; 656(?):540-546. doi: 10.1016/j.scitotenv.2018.11.398. [PMID: 30529957]
  • Thamires de Oliveira Moura, Franciele Oliveira Santana, Vânia Palmeira Campos, Iara Brandão de Oliveira, Yvonilde Dantas Pinto Medeiros. Inorganic and organic contaminants in drinking water stored in polyethylene cisterns. Food chemistry. 2019 Feb; 273(?):45-51. doi: 10.1016/j.foodchem.2018.03.104. [PMID: 30292373]
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  • Zubaida Daudzai, Chairat Treesubsuntorn, Paitip Thiravetyan. Inoculated Clitoria ternatea with Bacillus cereus ERBP for enhancing gaseous ethylbenzene phytoremediation: Plant metabolites and expression of ethylbenzene degradation genes. Ecotoxicology and environmental safety. 2018 Nov; 164(?):50-60. doi: 10.1016/j.ecoenv.2018.07.121. [PMID: 30096603]
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  • Tibor Benedek, Flóra Szentgyörgyi, István Szabó, Balázs Kriszt, Fruzsina Révész, Júlia Radó, Gergely Maróti, András Táncsics. Aerobic and oxygen-limited enrichment of BTEX-degrading biofilm bacteria: dominance of Malikia versus Acidovorax species. Environmental science and pollution research international. 2018 Nov; 25(32):32178-32195. doi: 10.1007/s11356-018-3096-6. [PMID: 30220065]
  • Masoud Neghab, Mohamad Amin Nourozi, Seyed Jamaleddin Shahtaheri, Yaser Mansoori, Javad Tavakkoly Bazzaz, Saharnaz Nedjat. Effects of Genetic Polymorphism on Susceptibility to Nephrotoxic Properties of BTEXs Compounds. Journal of occupational and environmental medicine. 2018 08; 60(8):e377-e382. doi: 10.1097/jom.0000000000001364. [PMID: 29851738]
  • Ata Rafiee, Juana Maria Delgado-Saborit, Elham Gordi, Bernadette Quémerais, Vahid Kazemi Moghadam, Wenjing Lu, Fallah Hashemi, Mohammad Hoseini. Use of urinary biomarkers to characterize occupational exposure to BTEX in healthcare waste autoclave operators. The Science of the total environment. 2018 Aug; 631-632(?):857-865. doi: 10.1016/j.scitotenv.2018.03.090. [PMID: 29727996]
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  • Yu-Ichi Yamada, Gen Yamada, Mitsuo Otsuka, Hirotaka Nishikiori, Kimiyuki Ikeda, Yasuaki Umeda, Hirofumi Ohnishi, Koji Kuronuma, Hirofumi Chiba, Jörg Ingo Baumbach, Hiroki Takahashi. Volatile Organic Compounds in Exhaled Breath of Idiopathic Pulmonary Fibrosis for Discrimination from Healthy Subjects. Lung. 2017 04; 195(2):247-254. doi: 10.1007/s00408-017-9979-3. [PMID: 28247041]
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