4-Vinylphenol (BioDeep_00000001082)

   

human metabolite PANOMIX_OTCML-2023 Endogenous BioNovoGene_Lab2019 Volatile Flavor Compounds natural product


代谢物信息卡片


4-ethenylphenol

化学式: C8H8O (120.0575118)
中文名称: 4-乙烯基苯酚, 4-羟基苯乙烯, 聚(4-乙烯基苯酚), 4-羟基苯乙烯 溶液
谱图信息: 最多检出来源 Homo sapiens(blood) 9.06%

Reviewed

Last reviewed on 2024-09-23.

Cite this Page

4-Vinylphenol. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/4-vinylphenol (retrieved 2024-11-22) (BioDeep RN: BioDeep_00000001082). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: C=CC1=CC=C(C=C1)O
InChI: InChI=1S/C8H8O/c1-2-7-3-5-8(9)6-4-7/h2-6,9H,1H2

描述信息

4-hydroxystyrene is a member of the class of phenols that is styrene carrying a hydroxy substituent at position 4. It has a role as a human urinary metabolite and a human xenobiotic metabolite. It derives from a hydride of a styrene.
4-Vinylphenol is a natural product found in Streptomyces, Cedronella canariensis, and other organisms with data available.
4-Vinylphenol is a metabolite found in or produced by Saccharomyces cerevisiae.
4-hydroxystyrene occurs frequently in different ciders, wines, foods and berries, e.g. cloudberry. Styrene is a prohapten metabolized in the skin by aryl hydrocarbon hydroxylase (AHH, EC 1.14.14.1) to styrene epoxide acting as the true hapten. Styrene occurs in nature and as a synthetic product.(PMID: 6713846).
Flavour component of tea; flavouring ingredient

同义名列表

25 个代谢物同义名

4-06-00-03775 (Beilstein Handbook Reference); 4-Vinylphenol, 10 wt.\\% In propylene glycol; 4-Vinylphenol 10 wt.\\% In propylene glycol; P-VINYLPHENOL [FHFI]; poly(4-vinylphenol); Phenol, 4-ethenyl-; 4-Hydroxy styrene; 4-hydroxystyrene; Para-vinylphenol; 4-Ethenyl-phenol; paravinyl phenol; Phenol, P-vinyl-; p-Hydroxystyrene; UNII-OA7V1SM8YL; VINYLPHENOL, P-; 4-ETHENYLPHENOL; 4-vinyl phenol; p-vinyl phenol; 4-Vinyl-Phenol; 4-Vinylphenol; p-vinylphenol; OA7V1SM8YL; 4-VP; 4-Hydroxystyrene; 4-Vinylphenol



数据库引用编号

23 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)

60 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

  • Naoki Kitaoka, Taiji Nomura, Shinjiro Ogita, Yasuo Kato. Bioproduction of 4-Vinylphenol and 4-Vinylguaiacol β-Primeverosides Using Transformed Bamboo Cells Expressing Bacterial Phenolic Acid Decarboxylase. Applied biochemistry and biotechnology. 2021 Jul; 193(7):2061-2075. doi: 10.1007/s12010-021-03522-y. [PMID: 33544364]
  • Elena Roselló-Soto, Francisco J Martí-Quijal, Antonio Cilla, Paulo E S Munekata, Jose M Lorenzo, Fabienne Remize, Francisco J Barba. Influence of Temperature, Solvent and pH on the Selective Extraction of Phenolic Compounds from Tiger Nuts by-Products: Triple-TOF-LC-MS-MS Characterization. Molecules (Basel, Switzerland). 2019 Feb; 24(4):. doi: 10.3390/molecules24040797. [PMID: 30813299]
  • Hoi-Wing Leung, Chun-Hay Ko, Grace Gar-Lee Yue, Ingrid Herr, Clara Bik-San Lau. The natural agent 4-vinylphenol targets metastasis and stemness features in breast cancer stem-like cells. Cancer chemotherapy and pharmacology. 2018 08; 82(2):185-197. doi: 10.1007/s00280-018-3601-0. [PMID: 29777274]
  • Grace Gar-Lee Yue, Julia Kin-Ming Lee, Hin-Fai Kwok, Ling Cheng, Eric Chun-Wai Wong, Lei Jiang, Hua Yu, Hoi-Wing Leung, Yuk-Lau Wong, Ping-Chung Leung, Kwok-Pui Fung, Clara Bik-San Lau. Novel PI3K/AKT targeting anti-angiogenic activities of 4-vinylphenol, a new therapeutic potential of a well-known styrene metabolite. Scientific reports. 2015 Jun; 5(?):11149. doi: 10.1038/srep11149. [PMID: 26053458]
  • Gilda Shayan, Nelson Felix, Youngjin Cho, Margarita Chatzichristidi, Michael L Shuler, Christopher K Ober, Kelvin H Lee. Synthesis and characterization of high-throughput nanofabricated poly(4-hydroxy styrene) membranes for in vitro models of barrier tissue. Tissue engineering. Part C, Methods. 2012 Sep; 18(9):667-76. doi: 10.1089/ten.tec.2011.0598. [PMID: 22435738]
  • Yuki Tokutsu, Wakako Umene-Nakano, Reiji Yoshimura, Asuka Katsuki, Kiyokazu Atake, Jun Nakamura. The case of a depressed man who exhibited hyperprolactinemia and galactopoiesis after electroconvulsive therapy. The journal of ECT. 2012 Mar; 28(1):56. doi: 10.1097/yct.0b013e31820b846f. [PMID: 21778911]
  • Manoj Raula, Md Harunar Rashid, Sima Lai, Mouni Roy, Tarun K Mandal. Solvent-adoptable polymer Ni/NiCo alloy nanochains: highly active and versatile catalysts for various organic reactions in both aqueous and nonaqueous media. ACS applied materials & interfaces. 2012 Feb; 4(2):878-89. doi: 10.1021/am201549a. [PMID: 22220812]
  • Gary P Carlson. Hepatotoxicity and pneumotoxicity of styrene and its metabolites in glutathione S-transferase-deficient mice. Drug and chemical toxicology. 2011 Oct; 34(4):440-4. doi: 10.3109/01480545.2011.562899. [PMID: 21749217]
  • Ho-Jin Yun, Yong-Hyun Ham, Hong-Sik Shin, Kwang-Seok Jeong, Jeong-Gyu Park, Deuk-Sung Choi, Ga-Won Lee. Study of surface-modified PVP gate dielectric in organic thin film transistors with the nano-particle silver ink source/drain electrode. Journal of nanoscience and nanotechnology. 2011 Jul; 11(7):5640-4. doi: 10.1166/jnn.2011.4418. [PMID: 22121584]
  • Yun-Jan Wang, Jinhui Dou, Kevin P Cross, Luis G Valerio. Computational analysis for hepatic safety signals of constituents present in botanical extracts widely used by women in the United States for treatment of menopausal symptoms. Regulatory toxicology and pharmacology : RTP. 2011 Feb; 59(1):111-24. doi: 10.1016/j.yrtph.2010.09.012. [PMID: 20920542]
  • D Kridelbaugh, S Hughes, T Allen, K C Doerner. Production of 4-ethylphenol from 4-hydroxycinnamic acid by Lactobacillus sp. isolated from a swine waste lagoon. Journal of applied microbiology. 2010 Jul; 109(1):190-8. doi: 10.1111/j.1365-2672.2009.04642.x. [PMID: 20028439]
  • S Fustinoni, P Manini, L Campo, G De Palma, R Andreoli, A Mutti, P A Bertazzi, S M Rappaport. Assessing variability and comparing short-term biomarkers of styrene exposure using a repeated measurements approach. Toxicology letters. 2010 Jan; 192(1):40-4. doi: 10.1016/j.toxlet.2009.02.004. [PMID: 20117324]
  • Igor Linhart, Jaroslav Mráz, Jan Scharff, Jan Krouzelka, Sárka Dusková, Hana Nohová, L'udmila Vodicková. New urinary metabolites formed from ring-oxidized metabolic intermediates of styrene. Chemical research in toxicology. 2010 Jan; 23(1):251-7. doi: 10.1021/tx9004192. [PMID: 20020750]
  • Paola Manini, Giuseppe De Palma, Roberta Andreoli, Boleslaw Marczynski, Monika Hanova, Paola Mozzoni, Alessio Naccarati, Ludmila Vodickova, Pavel Hlavac, Antonio Mutti, Pavel Vodicka. Biomarkers of nucleic acid oxidation, polymorphism in, and expression of, hOGG1 gene in styrene-exposed workers. Toxicology letters. 2009 Oct; 190(1):41-7. doi: 10.1016/j.toxlet.2009.06.862. [PMID: 19563869]
  • S Fustinoni, L Campo, P Manini, M Buratti, S Waidyanatha, G De Palma, A Mutti, V Foa, A Colombi, S M Rappaport. An integrated approach to biomonitoring exposure to styrene and styrene-(7,8)-oxide using a repeated measurements sampling design. Biomarkers : biochemical indicators of exposure, response, and susceptibility to chemicals. 2008 Sep; 13(6):560-78. doi: 10.1080/13547500802062994. [PMID: 18608187]
  • Jennifer A J Dungait, Natalie A Stear, Bart E van Dongen, Roland Bol, Richard P Evershed. Off-line pyrolysis and compound-specific stable carbon isotope analysis of lignin moieties: a new method for determining the fate of lignin residues in soil. Rapid communications in mass spectrometry : RCM. 2008 Jun; 22(11):1631-9. doi: 10.1002/rcm.3454. [PMID: 18446763]
  • Elinor Scott, Francisc Peter, Johan Sanders. Biomass in the manufacture of industrial products--the use of proteins and amino acids. Applied microbiology and biotechnology. 2007 Jun; 75(4):751-62. doi: 10.1007/s00253-007-0932-x. [PMID: 17387469]
  • Francesca Cutillo, Marina DellaGreca, Melania Gionti, Lucio Previtera, Armando Zarrelli. Phenols and lignans from Chenopodium album. Phytochemical analysis : PCA. 2006 Sep; 17(5):344-9. doi: 10.1002/pca.924. [PMID: 17019936]
  • José C del Río, Ana Gutiérrez. Chemical composition of abaca (Musa textilis) leaf fibers used for manufacturing of high quality paper pulps. Journal of agricultural and food chemistry. 2006 Jun; 54(13):4600-10. doi: 10.1021/jf053016n. [PMID: 16787004]
  • Rama Ranjan Bhattacharjee, Mukut Chakraborty, Tarun K Mandal. Synthesis of size-tunable gold nanoparticles by poly(vinylphenol) and electrostatic multilayer deposition of the gold-poly(vinylphenol) nanocomposites. Journal of nanoscience and nanotechnology. 2004 Sep; 4(7):844-8. doi: 10.1166/jnn.2004.117. [PMID: 15570970]
  • Alexa N Seal, James E Pratley, Terry Haig, Min An. Identification and quantitation of compounds in a series of allelopathic and non-allelopathic rice root exudates. Journal of chemical ecology. 2004 Aug; 30(8):1647-62. doi: 10.1023/b:joec.0000042074.96036.14. [PMID: 15537165]
  • Pavel Vodicka, Jarno Tuimala, Rudolf Stetina, Rajiv Kumar, Paola Manini, Alessio Naccarati, Luciano Maestri, Ludmila Vodickova, Miroslava Kuricova, Hilkka Järventaus, Zuzana Majvaldova, Ari Hirvonen, Marcello Imbriani, Antonio Mutti, Lucia Migliore, Hannu Norppa, Kari Hemminki. Cytogenetic markers, DNA single-strand breaks, urinary metabolites, and DNA repair rates in styrene-exposed lamination workers. Environmental health perspectives. 2004 Jun; 112(8):867-71. doi: 10.1289/ehp.6849. [PMID: 15175174]
  • Kelly Vogie, Nancy Mantick, Gary Carlson. Metabolism and toxicity of the styrene metabolite 4-vinylphenol in CYP2E1 knockout mice. Journal of toxicology and environmental health. Part A. 2004 Jan; 67(2):145-52. doi: 10.1080/15287390490264785. [PMID: 14675903]
  • Mar Larrosa, Francisco A Tomás-Barberán, Juan Carlos Espín. Grape polyphenol resveratrol and the related molecule 4-hydroxystilbene induce growth inhibition, apoptosis, S-phase arrest, and upregulation of cyclins A, E, and B1 in human SK-Mel-28 melanoma cells. Journal of agricultural and food chemistry. 2003 Jul; 51(16):4576-84. doi: 10.1021/jf030073c. [PMID: 14705880]
  • P Manini, G De Palma, R Andreoli, M Goldoni, D Poli, G Lasagni, A Mutti. [Urinary excretion of 4-vinyl phenol after experimental and occupational exposure to styrene]. Giornale italiano di medicina del lavoro ed ergonomia. 2003 Jul; 25 Suppl(3):61-2. doi: NULL. [PMID: 14979084]
  • Paola Manini, Luca Buzio, Roberta Andreoli, Matteo Goldoni, Enrico Bergamaschi, Marek Jakubowski, Pavel Vodicka, Ari Hirvonen, Antonio Mutti. Assessment of biotransformation of the arene moiety of styrene in volunteers and occupationally exposed workers. Toxicology and applied pharmacology. 2003 Jun; 189(3):160-9. doi: 10.1016/s0041-008x(03)00124-8. [PMID: 12791301]
  • Gary P Carlson. Effect of the inhibition of the metabolism of 4-vinylphenol on its hepatotoxicity and pneumotoxicity in rats and mice. Toxicology. 2002 Sep; 179(1-2):129-36. doi: 10.1016/s0300-483x(02)00340-2. [PMID: 12204549]
  • Gary P Carlson, Mary Ullman, Nancy A Mantick, Paul W Snyder. 4-Vinylphenol-induced pneumotoxicity and hepatotoxicity in mice. Toxicologic pathology. 2002 Sep; 30(5):565-9. doi: 10.1080/01926230290105866. [PMID: 12371665]
  • Paola Manini, Giuseppe De Palma, Paola Mozzoni, Roberta Andreoli, Diana Poli, Enrico Bergamaschi, Innocente Franchini, Antonio Mutti. GSTM1 polymorphism and styrene metabolism: insights from an acute accidental exposure. Toxicology letters. 2002 Aug; 134(1-3):201-8. doi: 10.1016/s0378-4274(02)00190-x. [PMID: 12191879]
  • Paola Manini, Roberta Andreoli, Diana Poli, Giuseppe De Palma, Antonio Mutti, Wilfried M A Niessen. Liquid chromatography/electrospray tandem mass spectrometry characterization of styrene metabolism in man and in rat. Rapid communications in mass spectrometry : RCM. 2002; 16(24):2239-48. doi: 10.1002/rcm.848. [PMID: 12478566]
  • David J Chitwood. Phytochemical based strategies for nematode control. Annual review of phytopathology. 2002; 40(?):221-49. doi: 10.1146/annurev.phyto.40.032602.130045. [PMID: 12147760]
  • G P Carlson, A A Perez Rivera, N A Mantick. Metabolism of the styrene metabolite 4-vinylphenol by rat and mouse liver and lung. Journal of toxicology and environmental health. Part A. 2001 Aug; 63(7):541-51. doi: 10.1080/15287390152410165. [PMID: 11497334]
  • S I Ertel, A Chilkoti, T A Horbett, B D Ratner. Endothelial cell growth on oxygen-containing films deposited by radio-frequency plasmas: the role of surface carbonyl groups. Journal of biomaterials science. Polymer edition. 1991; 3(2):163-83. doi: 10.1163/156856291x00269. [PMID: 1768637]
  • M Ojika, H Kigoshi, H Kuyama, H Niwa, K Yamada. Studies on Pteridium aquilinum var. latiusculum, IV. Isolation of three p-hydroxystyrene glycosides and an efficient method for the isolation of ptaquiloside, an unstable bracken carcinogen. Journal of natural products. 1985 Jul; 48(4):634-7. doi: 10.1021/np50040a019. [PMID: 4045476]
  • J Järvisalo, A Aitio. Biological monitoring and health surveillance of workers exposed to styrene. Progress in clinical and biological research. 1984; 141(?):287-96. doi: NULL. [PMID: 6718378]
  • P Pfäffli, A Hesso, H Vainio, M Hyvönen. 4-Vinylphenol excretion suggestive of arene oxide formation in workers occupationally exposed to styrene. Toxicology and applied pharmacology. 1981 Aug; 60(1):85-90. doi: 10.1016/0041-008x(81)90138-1. [PMID: 6792746]