4-ETHYLPHENOL (BioDeep_00000858383)

Main id: BioDeep_00000001252

 

PANOMIX_OTCML-2023 Volatile Flavor Compounds natural product


代谢物信息卡片


4-ETHYLPHENOL

化学式: C8H10O (122.07316100000001)
中文名称: 4-乙基苯酚
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: c1c(ccc(c1)CC)O
InChI: InChI=1S/C8H10O/c1-2-7-3-5-8(9)6-4-7/h3-6,9H,2H2,1H3

描述信息

A member of the class of phenols carrying an ethyl substituent at position 4.
4-Ethylphenol is a volatile phenolic compound associated with off-odour in wine.
4-Ethylphenol is a volatile phenolic compound associated with off-odour in wine.

同义名列表

4 个代谢物同义名

4-ETHYLPHENOL; p-Ethylphenol; 4-Ethylphenol; 4-Ethylphenol



数据库引用编号

17 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)

52 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

  • Yajiao Zhao, Yan Wang, Haoyang Li, Ziyi Zhou, Zhengyun Wu, Wenxue Zhang. Integrating metabolomics and metatranscriptomics to explore the formation pathway of aroma-active volatile phenolics and metabolic profile during industrial radish paocai fermentation. Food research international (Ottawa, Ont.). 2023 05; 167(?):112719. doi: 10.1016/j.foodres.2023.112719. [PMID: 37087217]
  • Zizhen Zhang, Hao Chen, Ziyang Chen, Peng Ding, Yingchen Ju, Qiong Gu, Jun Xu, Huihao Zhou. Identify liver X receptor β modulator building blocks by developing a fluorescence polarization-based competition assay. European journal of medicinal chemistry. 2019 Sep; 178(?):458-467. doi: 10.1016/j.ejmech.2019.06.011. [PMID: 31202993]
  • Thomas Migkos, Lenka Applová, Pavel Horký, Václav Tvrdý, Jana Karlíčková, Kateřina Macáková, Marcel Hrubša, Maria Carmen Catapano, Magdalena Tomanek, Milan Pour, Přemysl Mladěnka. The influence of microbial isoflavonoid specific metabolites on platelets and transition metals iron and copper. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2019 Sep; 62(?):152974. doi: 10.1016/j.phymed.2019.152974. [PMID: 31181402]
  • Edward J Land, Christopher A Ramsden, Patrick A Riley, Michael R L Stratford. Investigation of the anomalous action of 5-hydroxyresorcinol on tyrosinase. Pigment cell & melanoma research. 2016 07; 29(4):474-6. doi: 10.1111/pcmr.12490. [PMID: 27166874]
  • Rosanna Y Y Lam, Zhi-Xiu Lin, Elena V Sviderskaya, Christopher H K Cheng. Mechanistic studies of anti-hyperpigmentary compounds: elucidating their inhibitory and regulatory actions. International journal of molecular sciences. 2014 Aug; 15(8):14649-68. doi: 10.3390/ijms150814649. [PMID: 25196602]
  • S Jakobtorweihen, A Chaides Zuniga, T Ingram, T Gerlach, F J Keil, I Smirnova. Predicting solute partitioning in lipid bilayers: Free energies and partition coefficients from molecular dynamics simulations and COSMOmic. The Journal of chemical physics. 2014 Jul; 141(4):045102. doi: 10.1063/1.4890877. [PMID: 25084963]
  • Sungeun Cho, Edwin Nuijten, Robert L Shewfelt, Stanley J Kays. Aroma chemistry of African Oryza glaberrima and Oryza sativa rice and their interspecific hybrids. Journal of the science of food and agriculture. 2014 Mar; 94(4):727-35. doi: 10.1002/jsfa.6329. [PMID: 23907855]
  • Martin Zabka, Roman Pavela. Antifungal efficacy of some natural phenolic compounds against significant pathogenic and toxinogenic filamentous fungi. Chemosphere. 2013 Oct; 93(6):1051-6. doi: 10.1016/j.chemosphere.2013.05.076. [PMID: 23800587]
  • Sarah J Brooks, Jasmina Nikodinovic, Leona Martin, Evelyn M Doyle, Timothy O'Sullivan, Patrick J Guiry, Lydie Coulombel, Zhi Li, Kevin E O'Connor. Production of a chiral alcohol, 1-(3,4-dihydroxyphenyl) ethanol, by mushroom tyrosinase. Biotechnology letters. 2013 May; 35(5):779-83. doi: 10.1007/s10529-013-1148-z. [PMID: 23355036]
  • Carl Jenkinson, Andrea Petroczi, Declan P Naughton. Red wine and component flavonoids inhibit UGT2B17 in vitro. Nutrition journal. 2012 Sep; 11(?):67. doi: 10.1186/1475-2891-11-67. [PMID: 22958586]
  • Minghua Chen, Lishe Gan, Sheng Lin, Xiaoliang Wang, Li Li, Yuhuan Li, Chenggen Zhu, Yanan Wang, Bingya Jiang, Jiandong Jiang, Yongchun Yang, Jiangong Shi. Alkaloids from the root of Isatis indigotica. Journal of natural products. 2012 Jun; 75(6):1167-76. doi: 10.1021/np3002833. [PMID: 22694318]
  • Cheryl S Watson, Yow-Jiun Jeng, Guangzhen Hu, Ann Wozniak, Nataliya Bulayeva, Jutatip Guptarak. Estrogen- and xenoestrogen-induced ERK signaling in pituitary tumor cells involves estrogen receptor-α interactions with G protein-αi and caveolin I. Steroids. 2012 Apr; 77(5):424-32. doi: 10.1016/j.steroids.2011.12.025. [PMID: 22230296]
  • Supanimit Teekachunhatean, Sujitra Techatoei, Noppamas Rojanasthein, Maleeya Manorot, Chaichan Sangdee. Influence of fructooligosaccharide on pharmacokinetics of isoflavones in postmenopausal women. Evidence-based complementary and alternative medicine : eCAM. 2012; 2012(?):783802. doi: 10.1155/2012/783802. [PMID: 22611432]
  • Ravindra W Tejwani, Malcolm E Davis, Bradley D Anderson, Terry R Stouch. An atomic and molecular view of the depth dependence of the free energies of solute transfer from water into lipid bilayers. Molecular pharmaceutics. 2011 Dec; 8(6):2204-15. doi: 10.1021/mp2000204. [PMID: 21988564]
  • I Kowalczyk-Zieba, I Woclawek-Potocka, M K Piskula, K K Piotrowska-Tomala, D Boruszewska, M M Bah, M J Siemieniuch, D J Skarzynski. Experimentally induced mastitis and metritis modulate soy bean derived isoflavone biotransformation in diary cows. Theriogenology. 2011 Dec; 76(9):1744-55. doi: 10.1016/j.theriogenology.2011.07.010. [PMID: 21890188]
  • Y T Qiu, R C Smallegange, J J A VAN Loon, W Takken. Behavioural responses of Anopheles gambiae sensu stricto to components of human breath, sweat and urine depend on mixture composition and concentration. Medical and veterinary entomology. 2011 Sep; 25(3):247-55. doi: 10.1111/j.1365-2915.2010.00924.x. [PMID: 21108650]
  • Juanjuan Feng, Min Sun, Lili Xu, Jubai Li, Xia Liu, Shengxiang Jiang. Preparation of metal wire supported solid-phase microextraction fiber coated with multi-walled carbon nanotubes. Journal of separation science. 2011 Sep; 34(18):2482-8. doi: 10.1002/jssc.201100375. [PMID: 21739606]
  • Ravindra W Tejwani, Malcolm E Davis, Bradley D Anderson, Terry R Stouch. Functional group dependence of solute partitioning to various locations within a DOPC bilayer: a comparison of molecular dynamics simulations with experiment. Journal of pharmaceutical sciences. 2011 Jun; 100(6):2136-46. doi: 10.1002/jps.22441. [PMID: 21491439]
  • Yao-Hua Zhang, Jian-Xu Zhang. Urine-derived key volatiles may signal genetic relatedness in male rats. Chemical senses. 2011 Jan; 36(2):125-35. doi: 10.1093/chemse/bjq103. [PMID: 20978136]
  • 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]
  • K P Siju, Sharon R Hill, Bill S Hansson, Rickard Ignell. Influence of blood meal on the responsiveness of olfactory receptor neurons in antennal sensilla trichodea of the yellow fever mosquito, Aedes aegypti. Journal of insect physiology. 2010 Jun; 56(6):659-65. doi: 10.1016/j.jinsphys.2010.02.002. [PMID: 20153749]
  • Kazumi Osada, Makoto Kashiwayanagi, Hiroshi Izumi. Profiles of volatiles in male rat urine: the effect of puberty on the female attraction. Chemical senses. 2009 Oct; 34(8):713-21. doi: 10.1093/chemse/bjp058. [PMID: 19759362]
  • Ho Seok Kwak, So Young Park, Mi Gyeong Kim, Chang Hoon Yim, Hyun Koo Yoon, Ki Ok Han. Marked individual variation in isoflavone metabolism after a soy challenge can modulate the skeletal effect of isoflavones in premenopausal women. Journal of Korean medical science. 2009 Oct; 24(5):867-73. doi: 10.3346/jkms.2009.24.5.867. [PMID: 19794985]
  • Jonas M Bengtsson, Yitbarek Wolde-Hawariat, Hamida Khbaish, Merid Negash, Bekele Jembere, Emiru Seyoum, Bill S Hansson, Mattias C Larsson, Ylva Hillbur. Field attractants for Pachnoda interrupta selected by means of GC-EAD and single sensillum screening. Journal of chemical ecology. 2009 Sep; 35(9):1063-76. doi: 10.1007/s10886-009-9684-7. [PMID: 19768509]
  • Yun Yang, Han-Juan Zhang, Zhen-Hua Zhu, Hai-Hua He. [Studies on the chemical constituents of Epimedium brevicornum]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2009 Jul; 32(7):1051-3. doi: ". [PMID: 19873729]
  • Raewyn C Poulsen, Du Toit Loots, Paul J Moughan, Marlena C Kruger. Ileal and faecal digestibility of daidzein and genistein and plasma bioavailability of these isoflavones and their bioactive metabolites in the ovariectomised rat. Molecular nutrition & food research. 2009 May; 53 Suppl 1(?):S27-35. doi: 10.1002/mnfr.200800080. [PMID: 19156712]
  • Meike Schaefer, Rüdiger Hardeland. The melatonin metabolite N-acetyl-5-methoxykynuramine is a potent singlet oxygen scavenger. Journal of pineal research. 2009 Jan; 46(1):49-52. doi: 10.1111/j.1600-079x.2008.00614.x. [PMID: 18643875]
  • Angelika Pfitscher, Evelyne Reiter, Alois Jungbauer. Receptor binding and transactivation activities of red clover isoflavones and their metabolites. The Journal of steroid biochemistry and molecular biology. 2008 Nov; 112(1-3):87-94. doi: 10.1016/j.jsbmb.2008.08.007. [PMID: 18809497]
  • Izabela Woclawek-Potocka, Mariusz Krzysztof Piskula, Mamadou Bah, Marta Jolanta Siemieniuch, Anna Korzekwa, Edyta Brzezicka, Dariusz Jan Skarzynski. Concentrations of isoflavones and their metabolites in the blood of pregnant and non-pregnant heifers fed soy bean. The Journal of reproduction and development. 2008 Oct; 54(5):358-63. doi: 10.1262/jrd.20013. [PMID: 18678989]
  • Jian-Xu Zhang, Lixing Sun, Jin-Hua Zhang, Zhi-Yong Feng. Sex- and gonad-affecting scent compounds and 3 male pheromones in the rat. Chemical senses. 2008 Sep; 33(7):611-21. doi: 10.1093/chemse/bjn028. [PMID: 18515819]
  • A Cavaggioni, C Mucignat-Caretta, M Redaelli. Mice recognize recent urine scent marks by the molecular composition. Chemical senses. 2008 Sep; 33(7):655-63. doi: 10.1093/chemse/bjn035. [PMID: 18603651]
  • Brigitte Chanteranne, Francesco Branca, A Kaardinal, K Wahala, Véronique Braesco, Philippe Ladroite, Fred Brouns, Véronique Coxam. Food matrix and isoflavones bioavailability in early post menopausal women: a European clinical study. Clinical interventions in aging. 2008; 3(4):711-8. doi: 10.2147/cia.s4085. [PMID: 19281063]
  • P D Le, A J A Aarnink, A W Jongbloed, C M C Van der Peet-Schwering, N W M Ogink, M W A Verstegen. Effects of dietary crude protein level on odour from pig manure. Animal : an international journal of animal bioscience. 2007 Jun; 1(5):734-44. doi: 10.1017/s1751731107710303. [PMID: 22444473]
  • Nektaria Tsantila, Haralabos C Karantonis, Despina N Perrea, Stamatios E Theocharis, Dimitrios G Iliopoulos, Smaragdi Antonopoulou, Constantinos A Demopoulos. Antithrombotic and antiatherosclerotic properties of olive oil and olive pomace polar extracts in rabbits. Mediators of inflammation. 2007; 2007(?):36204. doi: 10.1155/2007/36204. [PMID: 18253466]
  • J Larreta, A Vallejo, U Bilbao, A Alonso, G Arana, O Zuloaga. Experimental design to optimise the analysis of organic volatile compounds in cow slurry by headspace solid-phase microextraction-gas chromatography-mass spectrometry. Journal of chromatography. A. 2006 Dec; 1136(1):1-9. doi: 10.1016/j.chroma.2006.09.062. [PMID: 17049541]
  • Antonio Jiménez, Maria P Aguilera, Gabriel Beltrán, Marino Uceda. Application of solid-phase microextraction to virgin olive oil quality control. Journal of chromatography. A. 2006 Jul; 1121(1):140-4. doi: 10.1016/j.chroma.2006.05.005. [PMID: 16723129]
  • Estatira Sepehr, Patrick Robertson, G Sarwar Gilani, Gerard Cooke, Benjamin Pui-Yan Lau. An accurate and reproducible method for the quantitative analysis of isoflavones and their metabolites in rat plasma using liquid chromatography/mass spectrometry combined with photodiode array detection. Journal of AOAC International. 2006 Jul; 89(4):1158-67. doi: . [PMID: 16915859]
  • B J Kerr, C J Ziemer, S L Trabue, J D Crouse, T B Parkin. Manure composition of swine as affected by dietary protein and cellulose concentrations. Journal of animal science. 2006 Jun; 84(6):1584-92. doi: 10.2527/2006.8461584x. [PMID: 16699116]
  • Izabela Woclawek-Potocka, Aleksandra Bober, Anna Korzekwa, Kiyoshi Okuda, Dariusz J Skarzynski. Equol and para-ethyl-phenol stimulate prostaglandin F(2alpha) secretion in bovine corpus luteum: intracellular mechanisms of action. Prostaglandins & other lipid mediators. 2006 May; 79(3-4):287-97. doi: 10.1016/j.prostaglandins.2006.03.003. [PMID: 16647642]
  • Katarzyna K Piotrowska, Izabela Woclawek-Potocka, Mamadou M Bah, Mariusz K Piskula, Wojciech Pilawski, Aleksandra Bober, Dariusz J Skarzynski. Phytoestrogens and their metabolites inhibit the sensitivity of the bovine corpus luteum to luteotropic factors. The Journal of reproduction and development. 2006 Feb; 52(1):33-41. doi: 10.1262/jrd.17054. [PMID: 16276041]
  • John H Loughrin, Ariel A Szogi, Matias B Vanotti. Reduction of malodorous compounds from a treated swine anaerobic lagoon. Journal of environmental quality. 2006 Jan; 35(1):194-9. doi: 10.2134/jeq2005.0035. [PMID: 16391290]
  • Andrea Cavaggioni, Carla Mucignat-Caretta, Marco Redaelli, Giuseppe Zagotto. The scent of urine spots of male mice, Mus musculus: Changes in chemical composition over time. Rapid communications in mass spectrometry : RCM. 2006; 20(24):3741-6. doi: 10.1002/rcm.2789. [PMID: 17120277]
  • I Woclawek-Potocka, K Okuda, T J Acosta, A Korzekwa, W Pilawski, D J Skarzynski. Phytoestrogen metabolites are much more active than phytoestrogens themselves in increasing prostaglandin F(2alpha) synthesis via prostaglanin F(2alpha) synthase-like 2 stimulation in bovine endometrium. Prostaglandins & other lipid mediators. 2005 Dec; 78(1-4):202-17. doi: 10.1016/j.prostaglandins.2005.08.002. [PMID: 16303617]
  • S Achiraman, G Archunan. 3-Ethyl-2,7-dimethyl octane, a testosterone dependent unique urinary sex pheromone in male mouse (Mus musculus). Animal reproduction science. 2005 Jun; 87(1-2):151-61. doi: 10.1016/j.anireprosci.2004.11.001. [PMID: 15885448]
  • Izabela Woclawek-Potocka, Mamadou M Bah, Anna Korzekwa, Mariusz K Piskula, Wieslaw Wiczkowski, Andrzej Depta, Dariusz J Skarzynski. Soybean-derived phytoestrogens regulate prostaglandin secretion in endometrium during cattle estrous cycle and early pregnancy. Experimental biology and medicine (Maywood, N.J.). 2005 Mar; 230(3):189-99. doi: 10.1177/153537020523000305. [PMID: 15734722]
  • M Kilic, R C Lindsay. Distribution of conjugates of alkylphenols in milk from different ruminant species. Journal of dairy science. 2005 Jan; 88(1):7-12. doi: 10.3168/jds.s0022-0302(05)72656-4. [PMID: 15591361]
  • Manuel Brenes, Concepción Romero, Aranzazu García, Francisco J Hidalgo, M V Ruiz-Méndez. Phenolic compounds in olive oils intended for refining: formation of 4-ethylphenol during olive paste storage. Journal of agricultural and food chemistry. 2004 Dec; 52(26):8177-81. doi: 10.1021/jf0402532. [PMID: 15612814]
  • Alexandra Lafaye, Christophe Junot, Béatrice Ramounet-Le Gall, Paul Fritsch, Eric Ezan, Jean-Claude Tabet. Profiling of sulfoconjugates in urine by using precursor ion and neutral loss scans in tandem mass spectrometry. Application to the investigation of heavy metal toxicity in rats. Journal of mass spectrometry : JMS. 2004 Jun; 39(6):655-64. doi: 10.1002/jms.635. [PMID: 15236304]
  • Jian-Ying Hu, Takako Aizawa. Quantitative structure-activity relationships for estrogen receptor binding affinity of phenolic chemicals. Water research. 2003 Mar; 37(6):1213-22. doi: 10.1016/s0043-1354(02)00378-0. [PMID: 12598185]
  • K M Lee, P E Lim. Treatment of phenolic wastewater using agricultural wastes as an adsorbent in a sequencing batch reactor. Water science and technology : a journal of the International Association on Water Pollution Research. 2003; 47(10):41-7. doi: . [PMID: 12862215]
  • S Achiraman, G Archunan. Characterization of urinary volatiles in Swiss male mice (Mus musculus): bioassay of identified compounds. Journal of biosciences. 2002 Dec; 27(7):679-86. doi: 10.1007/bf02708376. [PMID: 12571373]
  • L Merrill, L J Halverson. Seasonal variation in microbial communities and organic malodor indicator compound concentrations in various types of swine manure storage systems. Journal of environmental quality. 2002 Nov; 31(6):2074-85. doi: 10.2134/jeq2002.2074. [PMID: 12469859]
  • I Aangelidaki, B K Ahrin, H Deng, J E Schmidt. Anaerobic digestion of olive oil mill effluents together with swine manure in UASB reactors. Water science and technology : a journal of the International Association on Water Pollution Research. 2002; 45(10):213-8. doi: 10.2166/wst.2002.0334. [PMID: 12188547]
  • T Yasuda, J Ueda, K Ohsawa. Urinary metabolites of genistein administered orally to rats. Chemical & pharmaceutical bulletin. 2001 Nov; 49(11):1495-7. doi: 10.1248/cpb.49.1495. [PMID: 11724248]
  • A Bhasin, A J Mordue Luntz, W Mordue. Field studies on efficacy of host odour baits for the biting midge Culicoides impunctatus in Scotland. Medical and veterinary entomology. 2001 Jun; 15(2):147-56. doi: 10.1046/j.1365-2915.2001.00285.x. [PMID: 11434548]
  • H Tsuchiya. Biphasic membrane effects of capsaicin, an active component in Capsicum species. Journal of ethnopharmacology. 2001 May; 75(2-3):295-9. doi: 10.1016/s0378-8741(01)00200-8. [PMID: 11297867]
  • J Yamakoshi, M K Piskula, T Izumi, K Tobe, M Saito, S Kataoka, A Obata, M Kikuchi. Isoflavone aglycone-rich extract without soy protein attenuates atherosclerosis development in cholesterol-fed rabbits. The Journal of nutrition. 2000 Aug; 130(8):1887-93. doi: 10.1093/jn/130.8.1887. [PMID: 10917898]
  • K E Murray, R F Adams. Determination of simple phenols in faeces and urine by high-performance liquid chromatography. Journal of chromatography. 1988 Sep; 431(1):143-9. doi: 10.1016/s0378-4347(00)83077-7. [PMID: 3235525]
  • K M Engström. Urinalysis of minor metabolites of ethylbenzene and m-xylene. Scandinavian journal of work, environment & health. 1984 Apr; 10(2):75-81. doi: NULL. [PMID: 6206558]