Octocrylene (BioDeep_00000181920)

   

human metabolite blood metabolite


代谢物信息卡片


2-Ethylhexyl 2-cyano-3,3-diphenylprop-2-enoic acid

化学式: C24H27NO2 (361.2041682)
中文名称: 2-氰基-3,3-二苯基丙烯酸-2-乙基己酯
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CCCCC(CC)COC(=O)C(=C(C1=CC=CC=C1)C2=CC=CC=C2)C#N
InChI: InChI=1S/C24H27NO2/c1-3-5-12-19(4-2)18-27-24(26)22(17-25)23(20-13-8-6-9-14-20)21-15-10-7-11-16-21/h6-11,13-16,19H,3-5,12,18H2,1-2H3

描述信息

C1892 - Chemopreventive Agent > C851 - Sunscreen

同义名列表

6 个代谢物同义名

2-Ethylhexyl 2-cyano-3,3-diphenylprop-2-enoic acid; 2-Ethylhexyl 2-cyano-3,3-diphenyl-2-propenoate; 2-ethylhexyl 2-cyano-3,3-diphenylprop-2-enoate; 2-Ethylhexyl 2-cyano-3,3-diphenylacrylate; Octocrylene; Octocrilene



数据库引用编号

9 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)

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。



文献列表

  • Pasupathi M, Natarajan B, Kumar T. Enhanced sun protection factor of octocrylene with green tea and bhringraj extracts. Cutaneous and ocular toxicology. 2024 Jun; 43(2):134-147. doi: 10.1080/15569527.2024.2340440. [PMID: 38608452]
  • Diego Espirito Santo, Elisângela Dusman, Regiane da Silva Gonzalez, Adriano Lopes Romero, Gabrielle Cristina Dos Santos Gonçalves do Nascimento, Matheus Augusto de Souza Moura, Patricia Aline Bressiani, Ádila Cristina Krukoski Filipi, Eduardo Michel Vieira Gomes, Juan Carlos Pokrywiecki, Flávia Vieira da Silva Medeiros, Débora Cristina de Souza, Ana Paula Peron. Prospecting toxicity of octocrylene in Allium cepa L. and Eisenia fetida Sav. Environmental science and pollution research international. 2023 Jan; 30(3):8257-8268. doi: 10.1007/s11356-022-22795-2. [PMID: 36053420]
  • Nadia Ruscinc, Ana Lucía Morocho-Jácome, Renata Miliani Martinez, Wagner Vidal Magalhães, Cassiano Carlos Escudeiro, Jeanine Giarolla, Catarina Rosado, Maria Valéria Robles Velasco, André Rolim Baby. Vaccinium myrtillus L. extract associated with octocrylene, bisoctrizole, and titanium dioxide: in vitro and in vivo tests to evaluate safety and efficacy. Journal of cosmetic dermatology. 2022 Oct; 21(10):4765-4774. doi: 10.1111/jocd.14779. [PMID: 35029052]
  • Hyejin Ko, Seungchan An, Sungjin Ahn, In Guk Park, Junpyo Gong, Seok Young Hwang, Soyeon Oh, Min Won Ki, Sun Hee Jin, Won Jun Choi, Minsoo Noh. Sunscreen filter octocrylene is a potential obesogen by acting as a PPARγ partial agonist. Toxicology letters. 2022 Feb; 355(?):141-149. doi: 10.1016/j.toxlet.2021.12.001. [PMID: 34864131]
  • Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. Cell reports. 2021 04; 35(4):109040. doi: 10.1016/j.celrep.2021.109040. [PMID: 33910017]
  • Saihong Yan, Mengmeng Liang, Rui Chen, Xiangsheng Hong, Jinmiao Zha. Reproductive toxicity and estrogen activity in Japanese medaka (Oryzias latipes) exposed to environmentally relevant concentrations of octocrylene. Environmental pollution (Barking, Essex : 1987). 2020 Jun; 261(?):114104. doi: 10.1016/j.envpol.2020.114104. [PMID: 32045793]
  • Xin Zhong, Craig A Downs, Yuting Li, Zishan Zhang, Yiman Li, Binbin Liu, Huiyuan Gao, Qingming Li. Comparison of toxicological effects of oxybenzone, avobenzone, octocrylene, and octinoxate sunscreen ingredients on cucumber plants (Cucumis sativus L.). The Science of the total environment. 2020 Apr; 714(?):136879. doi: 10.1016/j.scitotenv.2020.136879. [PMID: 32018996]
  • Leslie J Saunders, Alex D Hoffman, John W Nichols, Frank A P C Gobas. Dietary Bioaccumulation and Biotransformation of Hydrophobic Organic Sunscreen Agents in Rainbow Trout. Environmental toxicology and chemistry. 2020 03; 39(3):574-586. doi: 10.1002/etc.4638. [PMID: 31749247]
  • Murali K Matta, Jeffry Florian, Robbert Zusterzeel, Nageswara R Pilli, Vikram Patel, Donna A Volpe, Yang Yang, Luke Oh, Edward Bashaw, Issam Zineh, Carlos Sanabria, Sarah Kemp, Anthony Godfrey, Steven Adah, Sergio Coelho, Jian Wang, Lesley-Anne Furlong, Charles Ganley, Theresa Michele, David G Strauss. Effect of Sunscreen Application on Plasma Concentration of Sunscreen Active Ingredients: A Randomized Clinical Trial. JAMA. 2020 01; 323(3):256-267. doi: 10.1001/jama.2019.20747. [PMID: 31961417]
  • Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular pharmacology. 2019 11; 96(5):629-640. doi: 10.1124/mol.119.115964. [PMID: 31515284]
  • Julia Hiller, Katrin Klotz, Sebastian Meyer, Wolfgang Uter, Kerstin Hof, Annette Greiner, Thomas Göen, Hans Drexler. Systemic availability of lipophilic organic UV filters through dermal sunscreen exposure. Environment international. 2019 11; 132(?):105068. doi: 10.1016/j.envint.2019.105068. [PMID: 31470219]
  • Katrin Klotz, Kerstin Hof, Julia Hiller, Thomas Göen, Hans Drexler. Quantification of prominent organic UV filters and their metabolites in human urine and plasma samples. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2019 Sep; 1125(?):121706. doi: 10.1016/j.jchromb.2019.06.033. [PMID: 31302475]
  • Sascha Pawlowski, Alexandra Christa Lanzinger, Thomas Dolich, Simone Füßl, Edward R Salinas, Sabine Zok, Birgit Weiss, Nicola Hefner, Petra Van Sloun, Helena Hombeck, Eva Klingelmann, Mechtild Petersen-Thiery. Evaluation of the bioaccumulation of octocrylene after dietary and aqueous exposure. The Science of the total environment. 2019 Jul; 672(?):669-679. doi: 10.1016/j.scitotenv.2019.03.237. [PMID: 30974358]
  • Murali K Matta, Robbert Zusterzeel, Nageswara R Pilli, Vikram Patel, Donna A Volpe, Jeffry Florian, Luke Oh, Edward Bashaw, Issam Zineh, Carlos Sanabria, Sarah Kemp, Anthony Godfrey, Steven Adah, Sergio Coelho, Jian Wang, Lesley-Anne Furlong, Charles Ganley, Theresa Michele, David G Strauss. Effect of Sunscreen Application Under Maximal Use Conditions on Plasma Concentration of Sunscreen Active Ingredients: A Randomized Clinical Trial. JAMA. 2019 06; 321(21):2082-2091. doi: 10.1001/jama.2019.5586. [PMID: 31058986]
  • Daniel Bury, Hendrik Modick-Biermann, Edgar Leibold, Thomas Brüning, Holger M Koch. Urinary metabolites of the UV filter octocrylene in humans as biomarkers of exposure. Archives of toxicology. 2019 05; 93(5):1227-1238. doi: 10.1007/s00204-019-02408-7. [PMID: 30739143]
  • Jiayuan Gu, Tao Yuan, Ni Ni, Yuning Ma, Zhemin Shen, Xiaodan Yu, Rong Shi, Ying Tian, Wei Zhou, Jun Zhang. Urinary concentration of personal care products and polycystic ovary syndrome: A case-control study. Environmental research. 2019 01; 168(?):48-53. doi: 10.1016/j.envres.2018.09.014. [PMID: 30265948]
  • Daniel Bury, Vladimir N Belov, Yulin Qi, Heiko Hayen, Dietrich A Volmer, Thomas Brüning, Holger M Koch. Determination of Urinary Metabolites of the Emerging UV Filter Octocrylene by Online-SPE-LC-MS/MS. Analytical chemistry. 2018 01; 90(1):944-951. doi: 10.1021/acs.analchem.7b03996. [PMID: 29188988]
  • Kathrin Fisch, Joanna J Waniek, Detlef E Schulz-Bull. Occurrence of pharmaceuticals and UV-filters in riverine run-offs and waters of the German Baltic Sea. Marine pollution bulletin. 2017 Nov; 124(1):388-399. doi: 10.1016/j.marpolbul.2017.07.057. [PMID: 28802657]
  • Hamidreza Sharifan, David Klein, Audra N Morse. UV filters interaction in the chlorinated swimming pool, a new challenge for urbanization, a need for community scale investigations. Environmental research. 2016 07; 148(?):273-276. doi: 10.1016/j.envres.2016.04.002. [PMID: 27088731]
  • Claudia Pereira da Silva, Elissandro Soares Emídio, Mary Rosa Rodrigues de Marchi. The occurrence of UV filters in natural and drinking water in São Paulo State (Brazil). Environmental science and pollution research international. 2015 Dec; 22(24):19706-15. doi: 10.1007/s11356-015-5174-3. [PMID: 26278906]
  • Gabriela Niculae, Ioana Lacatusu, Nicoleta Badea, Raluca Stan, Bogdan Stefan Vasile, Aurelia Meghea. Rice bran and raspberry seed oil-based nanocarriers with self-antioxidative properties as safe photoprotective formulations. Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology. 2014 Apr; 13(4):703-16. doi: 10.1039/c3pp50290b. [PMID: 24590004]
  • Gabriela Niculae, Nicoleta Badea, Aurelia Meghea, Ovidiu Oprea, Ioana Lacatusu. Coencapsulation of butyl-methoxydibenzoylmethane and octocrylene into lipid nanocarriers: UV performance, photostability and in vitro release. Photochemistry and photobiology. 2013 Sep; 89(5):1085-94. doi: 10.1111/php.12117. [PMID: 23789784]
  • Pablo Gago-Ferrero, Mariana B Alonso, Carolina P Bertozzi, Juliana Marigo, Lupércio Barbosa, Marta Cremer, Eduardo R Secchi, Camila Domit, Alexandre Azevedo, José Lailson-Brito, Joao P M Torres, Olaf Malm, Ethel Eljarrat, M Silvia Díaz-Cruz, Damià Barceló. First determination of UV filters in marine mammals. Octocrylene levels in Franciscana dolphins. Environmental science & technology. 2013 Jun; 47(11):5619-25. doi: 10.1021/es400675y. [PMID: 23627728]
  • You-Sheng Liu, Guang-Guo Ying, Ali Shareef, Rai S Kookana. Occurrence and removal of benzotriazoles and ultraviolet filters in a municipal wastewater treatment plant. Environmental pollution (Barking, Essex : 1987). 2012 Jun; 165(?):225-32. doi: 10.1016/j.envpol.2011.10.009. [PMID: 22019204]
  • M S Berkman, Y Yazan. Solid lipid nanoparticles: a possible vehicle for zinc oxide and octocrylene. Die Pharmazie. 2012 Mar; 67(3):202-8. doi: ". [PMID: 22530300]
  • Ana Rita Travassos, Lieve Claes, Lies Boey, Jacques Drieghe, An Goossens. Non-fragrance allergens in specific cosmetic products. Contact dermatitis. 2011 Nov; 65(5):276-85. doi: 10.1111/j.1600-0536.2011.01968.x. [PMID: 21951136]
  • Yutaka Kameda, Kumiko Kimura, Motonobu Miyazaki. Occurrence and profiles of organic sun-blocking agents in surface waters and sediments in Japanese rivers and lakes. Environmental pollution (Barking, Essex : 1987). 2011 Jun; 159(6):1570-6. doi: 10.1016/j.envpol.2011.02.055. [PMID: 21429641]
  • M S Berkman, Y Yazan. A validated HPLC method for the determination of octocrylene in solid lipid nanoparticle systems. Die Pharmazie. 2011 Feb; 66(2):105-10. doi: ". [PMID: 21434571]
  • David Pascoe, Linda Moreau, Denis Sasseville. Emergent and unusual allergens in cosmetics. Dermatitis : contact, atopic, occupational, drug. 2010 May; 21(3):127-37. doi: 10.2310/6620.2010.09099. [PMID: 20487655]
  • Antonio Nieto, Francesc Borrull, Rosa Maria Marcé, Eva Pocurull. Determination of personal care products in sewage sludge by pressurized liquid extraction and ultra high performance liquid chromatography-tandem mass spectrometry. Journal of chromatography. A. 2009 Jul; 1216(30):5619-25. doi: 10.1016/j.chroma.2009.05.061. [PMID: 19539941]
  • Santo Scalia, Matteo Mezzena. Incorporation in lipid microparticles of the UVA filter, butyl methoxydibenzoylmethane combined with the UVB filter, octocrylene: effect on photostability. AAPS PharmSciTech. 2009; 10(2):384-90. doi: 10.1208/s12249-009-9217-2. [PMID: 19381836]
  • Weihong Li, Yongmin Ma, Changsheng Guo, Wei Hu, Keming Liu, Yuqiu Wang, Tan Zhu. Occurrence and behavior of four of the most used sunscreen UV filters in a wastewater reclamation plant. Water research. 2007 Aug; 41(15):3506-12. doi: 10.1016/j.watres.2007.05.039. [PMID: 17597178]
  • T Kupper, C Plagellat, R C Brändli, L F de Alencastro, D Grandjean, J Tarradellas. Fate and removal of polycyclic musks, UV filters and biocides during wastewater treatment. Water research. 2006 Aug; 40(14):2603-12. doi: 10.1016/j.watres.2006.04.012. [PMID: 16797670]
  • Hans-Rudolf Buser, Marianne E Balmer, Peter Schmid, Martin Kohler. Occurrence of UV filters 4-methylbenzylidene camphor and octocrylene in fish from various Swiss rivers with inputs from wastewater treatment plants. Environmental science & technology. 2006 Mar; 40(5):1427-31. doi: 10.1021/es052088s. [PMID: 16568752]
  • Marianne E Balmer, Hans-Rudolf Buser, Markus D Müller, Thomas Poiger. Occurrence of some organic UV filters in wastewater, in surface waters, and in fish from Swiss Lakes. Environmental science & technology. 2005 Feb; 39(4):953-62. doi: 10.1021/es040055r. [PMID: 15773466]