Isopropylbenzene (BioDeep_00000009882)

 

Secondary id: BioDeep_00001871717

human metabolite


代谢物信息卡片


Benzene, (1-methylethyl)-, oxidized, sulfurized by-products

化学式: C9H12 (120.09389519999999)
中文名称: 异丙苯
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC(C)C1=CC=CC=C1
InChI: InChI=1S/C9H12/c1-8(2)9-6-4-3-5-7-9/h3-8H,1-2H3

描述信息

Isopropylbenzene, also known as 2-phenylpropane or benzene, isopropyl, belongs to the class of organic compounds known as cumenes. These are aromatic compounds containing a prop-2-ylbenzene moiety. Isopropylbenzene is found, on average, in the highest concentration within ceylon cinnamons and gingers. Isopropylbenzene has also been detected, but not quantified, in several different foods, such as celery stalks, cumins , herbs and spices, and sweet cherries. Isopropylbenzene is formally rated as a possible carcinogen (by IARC 2B) and is also a potentially toxic compound. Isopropylbenzene is a component of petroleum destillates. Petroleum distillate poisoning may cause nausea, vomiting, cough, pulmonary irritation progressing to pulmonary edema, bloody sputum, and bronchial pneumonia. Petroleum distillates are also irritating to the skin. Petroleum distillates are aspiration hazards and may cause pulmonary damage, central nervous system depression, and cardiac effects such as cardiac arrhythmias. They may also affect the blood, immune system, liver, and kidney. At high amounts, central nervous system depression may also occur, with symptoms such as weakness, dizziness, slow and shallow respiration, unconsciousness, and convulsions. Gastric lavage, emesis, and the administration of activated charcoal should be avoided, as vomiting increases the risk of aspiration. Treatment is mainly symptomatic and supportive. Volatile hydrocarbons are absorbed mainly through the lungs, and may also enter the body after ingestion via aspiration.
Trace constituent of ginger oil (Zingiber officinale)

同义名列表

34 个代谢物同义名

Benzene, (1-methylethyl)-, oxidized, sulfurized by-products; Benzene, (1-methylethyl)-, oxidized, polyphenyl residues; Sulfurized by-product OF cumene oxidation; CUMENE (cumene hydroperoxide (80-15-9)); Oxidized cumene polyphenyl residues; (1-Methylethyl)benzene (cumene); iso-Propylbenzene (cumene); 1-Methylethylbenzene, 9ci; (1-Methylethyl)-benzene; Benzene,isopropyl cumol; (1-Methylethyl)benzene; 1-Methylethyl-benzene; (Methylethyl)benzene; (Propan-2-yl)benzene; Polyphenyl residue; Benzene, isopropyl; Propane, 2-phenyl; Isopropyl-benzene; Isopropylbenzene; 2-Phenyl-propane; Isopropilbenzene; Isopropylbenzeen; Isopropyl-benzol; I-propyl-benzene; Isopropylbenzen; I-propylbenzene; Isopropylbenzol; 2-Fenyl-propaan; 2-Phenylpropane; 2-Fenilpropano; Phenol bottoms; Cumeen; CUMENE; Cumol



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

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代谢反应

0 个相关的代谢反应过程信息。

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BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

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PharmGKB(0)

11 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。



文献列表

  • Almahi I Mohamed, Brian K Beseni, Nontokozo Z Msomi, Veronica F Salau, Ochuko L Erukainure, Aimen Aljoundi, Md Shahidul Islam. The antioxidant and antidiabetic potentials of polyphenolic-rich extracts of Cyperus rotundus (Linn.). Journal of biomolecular structure & dynamics. 2022; 40(22):12075-12087. doi: 10.1080/07391102.2021.1967197. [PMID: 34455935]
  • Z S Agadzhanyan, A D Doroshchuk, Yu K Shiryaeva, L F Dmitriev. Role of cytochrome b5 and α-tocopherol to microsomal and mitochondrial oxidation. Bulletin of experimental biology and medicine. 2013 Dec; 156(2):191-5. doi: 10.1007/s10517-013-2308-9. [PMID: 24319746]
  • . Report on Carcinogens Monograph on Cumene: RoC Monograph 02. Report on carcinogens. Monograph on .... 2013 09; ?(02):1-166. doi: . [PMID: 24810860]
  • Bhaskarmurthy Deepak Hiraganahalli, Velusami Chandrasekaran Chinampudur, Shekhar Dethe, Deepak Mundkinajeddu, Manoj Kumar Pandre, Jaya Balachandran, Amit Agarwal. Hepatoprotective and antioxidant activity of standardized herbal extracts. Pharmacognosy magazine. 2012 Apr; 8(30):116-23. doi: 10.4103/0973-1296.96553. [PMID: 22701284]
  • Rubem R Amador, João Paulo Figueiró Longo, Zulmira G Lacava, José G Dórea, Maria de Fátima M Almeida Santos. Metformin (dimethyl-biguanide) induced DNA damage in mammalian cells. Genetics and molecular biology. 2012 Jan; 35(1):153-8. doi: 10.1590/s1415-47572011005000060. [PMID: 22481889]
  • Smitha Jayaram, Shylaja M Dharmesh. Assessment of antioxidant potentials of free and bound phenolics of Hemidesmus indicus (L) R.Br against oxidative damage. Pharmacognosy research. 2011 Oct; 3(4):225-31. doi: 10.4103/0974-8490.89741. [PMID: 22224044]
  • Svetlana A Appolonova, Pavel A Baranov, Natalia V Mesonzhnik, Daria O Brazhnikova, Grigory M Rodchenkov. Liquid chromatography electrospray ionization tandem mass spectrometry for the detection of mesocarb abuse in horse doping. Drug testing and analysis. 2011 Oct; 3(10):717-23. doi: 10.1002/dta.345. [PMID: 21964865]
  • Catherine Fontenelle, Carlos Blanco, Morgane Arrieta, Virginie Dufour, Annie Trautwetter. Resistance to organic hydroperoxides requires ohr and ohrR genes in Sinorhizobium meliloti. BMC microbiology. 2011 May; 11(?):100. doi: 10.1186/1471-2180-11-100. [PMID: 21569462]
  • Ling-Jen Chen, Christopher J Wegerski, Daniel J Kramer, Leslie A Thomas, Jacob D McDonald, Kelly J Dix, J Michael Sanders. Disposition and metabolism of cumene in F344 rats and B6C3F1 mice. Drug metabolism and disposition: the biological fate of chemicals. 2011 Mar; 39(3):498-509. doi: 10.1124/dmd.110.034769. [PMID: 21098646]
  • Xiao Wu, Sébastien Monchy, Safiyh Taghavi, Wei Zhu, Juan Ramos, Daniel van der Lelie. Comparative genomics and functional analysis of niche-specific adaptation in Pseudomonas putida. FEMS microbiology reviews. 2011 Mar; 35(2):299-323. doi: 10.1111/j.1574-6976.2010.00249.x. [PMID: 20796030]
  • Myriam Catalá, Francisco Gasulla, Ana E Pradas del Real, Francisco García-Breijo, Jose Reig-Armiñana, Eva Barreno. Fungal-associated NO is involved in the regulation of oxidative stress during rehydration in lichen symbiosis. BMC microbiology. 2010 Nov; 10(?):297. doi: 10.1186/1471-2180-10-297. [PMID: 21092214]
  • Oramas Suttinun, Rudolf Müller, Ekawan Luepromchai. Cometabolic degradation of trichloroethene by Rhodococcus sp. strain L4 immobilized on plant materials rich in essential oils. Applied and environmental microbiology. 2010 Jul; 76(14):4684-90. doi: 10.1128/aem.03036-09. [PMID: 20472723]
  • D A Guseva, N N Prozorovskaia, A V Shironin, M A Sanzhakov, N M Evteeva, I F Rusina, O T Kasaikina. [Antioxidant activity of vegetable oils with various omega-6/omega-3 fatty acids ratio]. Biomeditsinskaia khimiia. 2010 May; 56(3):342-50. doi: 10.18097/pbmc20105603342. [PMID: 20695213]
  • J R-M Brown, I P Thompson, G I Paton, A C Singer. Enhanced biotransformation of TCE using plant terpenoids in contaminated groundwater. Letters in applied microbiology. 2009 Dec; 49(6):769-74. doi: 10.1111/j.1472-765x.2009.02738.x. [PMID: 19843209]
  • S I Levshina, N N Efimov, V N Bazarkin. Assessment of the Amur River ecosystem pollution with benzene and its derivatives caused by an accident at the chemical plant in Jilin City, China. Bulletin of environmental contamination and toxicology. 2009 Dec; 83(6):776-9. doi: 10.1007/s00128-009-9798-1. [PMID: 19572090]
  • Yuan-Chin Chen, Hui-Fen Wu. Revolving hollow fiber-liquid phase microextraction coupled to GC/MS using electron ionization for quantification of five aromatic hydrocarbon isomers. Journal of separation science. 2009 Sep; 32(17):3013-9. doi: 10.1002/jssc.200900133. [PMID: 19714662]
  • Oramas Suttinun, Rudolf Müller, Ekawan Luepromchai. Trichloroethylene cometabolic degradation by Rhodococcus sp. L4 induced with plant essential oils. Biodegradation. 2009 Apr; 20(2):281-91. doi: 10.1007/s10532-008-9220-4. [PMID: 18846429]
  • P Chaturvedi. Bitter melon protects against lipid peroxidation caused by immobilization stress in albino rats. International journal for vitamin and nutrition research. Internationale Zeitschrift fur Vitamin- und Ernahrungsforschung. Journal international de vitaminologie et de nutrition. 2009 Jan; 79(1):48-56. doi: 10.1024/0300-9831.79.1.48. [PMID: 19839003]
  • Marcello Leopoldo, Enza Lacivita, Paola De Giorgio, Claudia Fracasso, Sara Guzzetti, Silvio Caccia, Marialessandra Contino, Nicola A Colabufo, Francesco Berardi, Roberto Perrone. Structural modifications of N-(1,2,3,4-tetrahydronaphthalen-1-yl)-4-aryl-1-piperazinehexanamides: influence on lipophilicity and 5-HT7 receptor activity. Part III. Journal of medicinal chemistry. 2008 Sep; 51(18):5813-22. doi: 10.1021/jm800615e. [PMID: 18800769]
  • Nicoletta Vesentini, Claudia Kusmic, Debora Battaglia, Maria Chiara Taddei, Laura Barsanti, Oberdan Parodi, Carlo Palombo, Aldo Paolicchi, Renata Barsacchi. Modulation of erythrocyte sensitivity to oxidative stress by transient hyperhomocysteinemia in healthy subjects and in patients with coronary artery disease. Nutrition, metabolism, and cardiovascular diseases : NMCD. 2008 Jul; 18(6):402-7. doi: 10.1016/j.numecd.2007.03.009. [PMID: 18029159]
  • Youji Okada, Kaoru Tanaka, Eisuke Sato, Haruo Okajima. Antioxidant activity of the new thiosulfinate derivative, S-benzyl phenylmethanethiosulfinate, from Petiveria alliacea L. Organic & biomolecular chemistry. 2008 Mar; 6(6):1097-102. doi: 10.1039/b715727d. [PMID: 18327337]
  • Jong H Kim, Jiujiang Yu, Noreen Mahoney, Kathleen L Chan, Russell J Molyneux, John Varga, Deepak Bhatnagar, Thomas E Cleveland, William C Nierman, Bruce C Campbell. Elucidation of the functional genomics of antioxidant-based inhibition of aflatoxin biosynthesis. International journal of food microbiology. 2008 Feb; 122(1-2):49-60. doi: 10.1016/j.ijfoodmicro.2007.11.058. [PMID: 18166238]
  • M V Karlina, O N Pozharitskaia, V M Kosman, A N Shikov, V G Makarov. [Light-absorbing and antiradical properties of a product with lutein and zeaxanthin in vitro and kinetics of carotinoids at single oral administration on rats]. Voprosy pitaniia. 2008; 77(3):34-8. doi: NULL. [PMID: 18669329]
  • René De Mot, Geert Schoofs, István Nagy. Proteome analysis of Streptomyces coelicolor mutants affected in the proteasome system reveals changes in stress-responsive proteins. Archives of microbiology. 2007 Sep; 188(3):257-71. doi: 10.1007/s00203-007-0243-8. [PMID: 17486317]
  • H Parildar-Karpuzoğlu, S Doğru-Abbasoğlu, J Balkan, G Aykaç-Toker, M Uysal. Decreases in taurine levels induced by beta-alanine treatment did not affect the susceptibility of tissues to lipid peroxidation. Amino acids. 2007 Jan; 32(1):115-9. doi: 10.1007/s00726-005-0282-x. [PMID: 16622601]
  • Ilhan Onaran, Gulgun S Guven, Sule Beyhan Ozdaş, Gonul Kanigur, Suphi Vehid. Metformin does not prevent DNA damage in lymphocytes despite its antioxidant properties against cumene hydroperoxide-induced oxidative stress. Mutation research. 2006 Dec; 611(1-2):1-8. doi: 10.1016/j.mrgentox.2006.06.036. [PMID: 17000131]
  • V I Lushchak, T V Bahniukova, L I Luzhna. [Indices of oxidative stress. 2. Lipid peroxides]. Ukrains'kyi biokhimichnyi zhurnal (1999 ). 2006 Nov; 78(6):113-20. doi: . [PMID: 17494327]
  • Z S Agadjanyan, S F Dugin, L F Dmitriev. Cumene peroxide and Fe(2+)-ascorbate-induced lipid peroxidation and effect of phosphoglucose isomerase. Molecular and cellular biochemistry. 2006 Sep; 289(1-2):49-53. doi: 10.1007/s11010-006-9146-2. [PMID: 16583131]
  • G Aldini, A Piccoli, G Beretta, P Morazzoni, A Riva, C Marinello, R Maffei Facino. Antioxidant activity of polyphenols from solid olive residues of c.v. Coratina. Fitoterapia. 2006 Feb; 77(2):121-8. doi: 10.1016/j.fitote.2005.11.010. [PMID: 16406361]
  • Shahrzad Tafazoli, James S Wright, Peter J O'Brien. Prooxidant and antioxidant activity of vitamin E analogues and troglitazone. Chemical research in toxicology. 2005 Oct; 18(10):1567-74. doi: 10.1021/tx0500575. [PMID: 16533021]
  • Walter Di Marzio, Maria Elena Saenz. Quantitative structure-activity relationship for aromatic hydrocarbons on freshwater fish. Ecotoxicology and environmental safety. 2004 Oct; 59(2):256-62. doi: 10.1016/j.ecoenv.2003.11.006. [PMID: 15327885]
  • Gillian L Hatfield, L Ross C Barclay. Bilirubin as an antioxidant: kinetic studies of the reaction of bilirubin with peroxyl radicals in solution, micelles, and lipid bilayers. Organic letters. 2004 May; 6(10):1539-42. doi: 10.1021/ol040016k. [PMID: 15128230]
  • Ikuo Nakanishi, Kei Ohkubo, Kentaro Miyazaki, Wataru Hakamata, Shiro Urano, Toshihiko Ozawa, Haruhiro Okuda, Shunichi Fukuzumi, Nobuo Ikota, Kiyoshi Fukuhara. A planar catechin analogue having a more negative oxidation potential than (+)-catechin as an electron transfer antioxidant against a peroxyl radical. Chemical research in toxicology. 2004 Jan; 17(1):26-31. doi: 10.1021/tx034134c. [PMID: 14727916]
  • Yamini B Tripathi, M Mallikarjuna Reddy, R S Pandey, J Subhashini, O P Tiwari, B K Singh, P Reddanna. Anti-inflammatory properties of BHUx, a polyherbal formulation to prevent atherosclerosis. Inflammopharmacology. 2004; 12(2):131-52. doi: 10.1163/1568560041352301. [PMID: 15265316]
  • Alessandra Bonamore, Patrizia Gentili, Andrea Ilari, M Eugenia Schininà, Alberto Boffi. Escherichia coli flavohemoglobin is an efficient alkylhydroperoxide reductase. The Journal of biological chemistry. 2003 Jun; 278(25):22272-7. doi: 10.1074/jbc.m301285200. [PMID: 12663656]
  • Sarwat Sultana, Naghma Khan, Sonia Sharma, Aftab Alam. Modulation of biochemical parameters by Hemidesmus indicus in cumene hydroperoxide-induced murine skin: possible role in protection against free radicals-induced cutaneous oxidative stress and tumor promotion. Journal of ethnopharmacology. 2003 Mar; 85(1):33-41. doi: 10.1016/s0378-8741(02)00360-4. [PMID: 12576200]
  • A A Shvedova, E R Kisin, A R Murray, C Kommineni, V Castranova, R P Mason, M B Kadiiska, M R Gunther. Antioxidant balance and free radical generation in vitamin e-deficient mice after dermal exposure to cumene hydroperoxide. Chemical research in toxicology. 2002 Nov; 15(11):1451-9. doi: 10.1021/tx0200313. [PMID: 12437336]
  • Maria Pia Rigobello, Guido Scutari, Rita Boscolo, Alberto Bindoli. Inhibition of lipid peroxidation by S-nitrosoglutathione and copper. Free radical research. 2002 Oct; 36(10):1071-7. doi: 10.1080/1071576021000006680. [PMID: 12516878]
  • A I Matiushin, V M Gukasov, V M Rzheznikov, V Iu Balaban'ian, M A Boĭko. [Comparative evaluation of the antiradical and antioxidant activity of estrogens and their nitro derivatives]. Eksperimental'naia i klinicheskaia farmakologiia. 2002 May; 65(3):25-7. doi: ". [PMID: 12227090]
  • Craig A Gay, Janusz M Gebicki. Perchloric acid enhances sensitivity and reproducibility of the ferric-xylenol orange peroxide assay. Analytical biochemistry. 2002 May; 304(1):42-6. doi: 10.1006/abio.2001.5566. [PMID: 11969187]
  • Ao Zhang, Guochun Zhou, Alexander Hoepping, Jayanta Mukhopadhyaya, Kenneth M Johnson, Mei Zhang, Alan P Kozikowski. Further studies on conformationally constrained tricyclic tropane analogues and their uptake inhibition at monoamine transporter sites: synthesis of (Z)-9-(substituted arylmethylene)-7-azatricyclo[4.3.1.0(3,7)]decanes as a novel class of serotonin transporter inhibitors. Journal of medicinal chemistry. 2002 Apr; 45(9):1930-41. doi: 10.1021/jm0105373. [PMID: 11960503]
  • J G Bundy, C D Campbell, G I Paton. Comparison of response of six different luminescent bacterial bioassays to bioremediation of five contrasting oils. Journal of environmental monitoring : JEM. 2001 Aug; 3(4):404-10. doi: 10.1039/b103104j. [PMID: 11523441]
  • C C Austin, D Wang, D J Ecobichon, G Dussault. Characterization of volatile organic compounds in smoke at municipal structural fires. Journal of toxicology and environmental health. Part A. 2001 Jul; 63(6):437-58. doi: 10.1080/152873901300343470. [PMID: 11482799]
  • J G Bundy, D G Durham, G I Paton, C D Campbell. Investigating the specificity of regulators of degradation of hydrocarbons and hydrocarbon-based compounds using structure-activity relationships. Biodegradation. 2000; 11(1):37-47. doi: 10.1023/a:1026589401824. [PMID: 11194972]
  • M Gallo, M Aragno, V Gatto, E Tamagno, E Brignardello, R Manti, O Danni, G Boccuzzi. Protective effect of dehydroepiandrosterone against lipid peroxidation in a human liver cell line. European journal of endocrinology. 1999 Jul; 141(1):35-9. doi: 10.1530/eje.0.1410035. [PMID: 10407220]
  • V Khristeva, T Meshkov. [Granulocyte alkaline phosphatase--a biomarker of chronic benzene exposure]. Problemi na khigienata. 1994; 19(?):88-96. doi: ". [PMID: 7845997]
  • E A Lissi, M Faure, N Montoya, L A Videla. Reactivity of indole derivatives towards oxygenated radicals. Free radical research communications. 1991; 15(4):211-22. doi: 10.3109/10715769109049143. [PMID: 1816052]
  • Iu P Shvachkin, G A Korshunova, N I Bavykina, N V Guliaeva, A M Dupin. [The antioxidant activity of cyclohistidylproline]. Biulleten' eksperimental'noi biologii i meditsiny. 1989 Dec; 108(12):671-3. doi: NULL. [PMID: 2634436]
  • F Brugnone, L Perbellini, G B Faccini, F Pasini, G Maranelli, L Romeo, M Gobbi, A Zedde. Breath and blood levels of benzene, toluene, cumene and styrene in non-occupational exposure. International archives of occupational and environmental health. 1989; 61(5):303-11. doi: 10.1007/bf00409385. [PMID: 2707867]
  • S Goenechea, K Olek, P Wardenbach. Simultaneous gas chromatographic determination of the cumene metabolites 2-phenylpropanol-1 and 2-phenylpropanol-2 in urine. Journal of chromatography. 1978 Jul; 154(2):282-4. doi: 10.1016/s0021-9673(00)98479-6. [PMID: 681478]
  • A BADINAND, L ROCHE, J P DEMIAUX, A RIGAUD. [CHEMICAL STUDY OF ACCIDENTAL POISONING WITH ISOPROPYLBENZENE (CUMENE)]. Annales de biologie clinique. 1964 Oct; 22(?):1087-90. doi: . [PMID: 14232094]
  • N V GROKHOLSKAIA, N A KACHURINA, L A TIUNOV. [APROPOS OF THE MECHANISM OF TOXIC EFFECTS OF ISOPROPYLBENZENE HYDROPEROXIDE]. Farmakologiia i toksikologiia. 1964 Jan; 27(?):83-7. doi: NULL. [PMID: 14187199]