Benzenethiol (BioDeep_00000024025)
human metabolite Volatile Flavor Compounds
代谢物信息卡片
化学式: C6H6S (110.0190196)
中文名称: 硫酚, 苯硫醇
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C1=CC=C(C=C1)S
InChI: InChI=1S/C6H6S/c7-6-4-2-1-3-5-6/h1-5,7H
描述信息
Benzenethiol is a flavouring agent Thiophenol is a chemical compound with the formula C6H5SH, and sometimes abbreviated as PhSH. The foul-smelling liquid is the principal aromatic thiol. The chemical structures of thiophenols are analogous to phenols except the oxygen atom in the hydroxyl group (-OH) bonded to the aromatic ring is replaced by a sulfur atom. The prefix thio- implies a sulfur-containing compound and when used before a root word name for a compound which would normally contain an oxygen atom, thio- commonly means that the oxygen atom is replaced by a sulfur atom. Thiophenols also describes a class of compounds formally derived from thiophenol itself. All have a sulfhydryl group (-SH) covalently bonded to an aromatic ring. The organosulfur ligand in medicine merthiolate is a thiophenol.
D000890 - Anti-Infective Agents > D000977 - Antiparasitic Agents > D000871 - Anthelmintics
Flavouring agent
同义名列表
数据库引用编号
11 个数据库交叉引用编号
- ChEBI: CHEBI:48498
- PubChem: 7969
- HMDB: HMDB0033746
- ChEMBL: CHEMBL119405
- Wikipedia: Thiophenol
- MetaCyc: CPD-8132
- foodb: FDB011878
- chemspider: 7681
- CAS: 16528-57-7
- CAS: 108-98-5
- PMhub: MS000124595
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
- Nazli Taskiran, Serkan Erdemir, Mehmet Oguz, Sait Malkondu. Two red/blue-emitting fluorescent probes for quick, portable, and selective detection of thiophenol in food, soil and plant samples, and their applications in bioimaging.
Journal of hazardous materials.
2024 Mar; 465(?):133464. doi:
10.1016/j.jhazmat.2024.133464
. [PMID: 38237433] - Serkan Erdemir, Mehmet Oguz, Sait Malkondu. Visual and quantitative monitoring of thiophenol by a novel deep-red emitting fluorescent probe in environmental and biological systems.
Analytica chimica acta.
2023 Mar; 1246(?):340901. doi:
10.1016/j.aca.2023.340901
. [PMID: 36764773] - Youming Shen, Lingcong Dai, Youyu Zhang, Xiangyang Zhang, Chunxiang Zhang, Shaoheng Liu, Yucai Tang, Haitao Li. A ratiometric fluorescent probe for visualization of thiophenol and its applications.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy.
2020 Apr; 230(?):118061. doi:
10.1016/j.saa.2020.118061
. [PMID: 31958606] - Yan Feng, Chen Cao, Jiaxi Ru, Yang Yang, Yingzhe Wang, Xuerui Song, Kun Wang, Guolin Zhang, Weisheng Liu. An ultrasensitive and visible lighting-up probe for imaging thiophenols in water samples, in serum and visualizing thiophenols-induced oxidative stress process in live cells.
Talanta.
2020 Apr; 210(?):120622. doi:
10.1016/j.talanta.2019.120622
. [PMID: 31987209] - Daniel Chavarria, Carlos Fernandes, Brandon Aguiar, Tiago Silva, Jorge Garrido, Fernando Remião, Paulo J Oliveira, Eugenio Uriarte, Fernanda Borges. Insights into the Discovery of Novel Neuroprotective Agents: A Comparative Study between Sulfanylcinnamic Acid Derivatives and Related Phenolic Analogues.
Molecules (Basel, Switzerland).
2019 Dec; 24(23):. doi:
10.3390/molecules24234405
. [PMID: 31810314] - Yaqian Li, Wei Su, Zile Zhou, Zhen Huang, Cuiyan Wu, Peng Yin, Haitao Li, Youyu Zhang. A dual-response near-infrared fluorescent probe for rapid detecting thiophenol and its application in water samples and bio-imaging.
Talanta.
2019 Jul; 199(?):355-360. doi:
10.1016/j.talanta.2019.02.022
. [PMID: 30952270] - Ali Jaber, Denis Seraphin, David Guilet, Junichi Osuga, Edmond Cheble, Ghassan Ibrahim, Pascal Richomme, Andreas Schinkovitz. Bithiophenic MALDI matrices as valuable leads for the selective detection of alkaloids.
Analytical and bioanalytical chemistry.
2017 Nov; 409(29):6791-6801. doi:
10.1007/s00216-017-0634-x
. [PMID: 28975371] - Saima, Danish Equbal, Aditya G Lavekar, Arun K Sinha. Cooperative catalysis by bovine serum albumin-iodine towards cascade oxidative coupling-C(sp(2))-H sulfenylation of indoles/hydroxyaryls with thiophenols on water.
Organic & biomolecular chemistry.
2016 Jun; 14(25):6111-8. doi:
10.1039/c6ob00930a
. [PMID: 27251465] - Yong Chen, Jia-Qiang Ren, Xia-Guang Zhang, De-Yin Wu, Ai-Guo Shen, Ji-Ming Hu. Alkyne-Modulated Surface-Enhanced Raman Scattering-Palette for Optical Interference-Free and Multiplex Cellular Imaging.
Analytical chemistry.
2016 06; 88(12):6115-9. doi:
10.1021/acs.analchem.6b01374
. [PMID: 27223333] - Rajesh Kumar, Saima, Amit Shard, Nitin H Andhare, Richa, Arun K Sinha. Thiol-ene 'click' reaction triggered by neutral ionic liquid: the 'ambiphilic' character of [hmim]Br in the regioselective nucleophilic hydrothiolation.
Angewandte Chemie (International ed. in English).
2015 Jan; 54(3):828-32. doi:
10.1002/anie.201408721
. [PMID: 25430704] - Robert Parette, Wendy N Pearson. 2,4,6,8-Tetrachlorodibenzothiophene in the Newark Bay Estuary: the likely source and reaction pathways.
Chemosphere.
2014 Sep; 111(?):157-63. doi:
10.1016/j.chemosphere.2014.03.076
. [PMID: 24997913] - A O Oriola, A J Aladesanmi, T O Idowu, E O Akinkunmi, E M Obuotor, M O Ogunsina. A new bioactive thiophenolic glycoside from the leaf of Massularia acuminata (g. Don Bullock) ex Hoyle (Rubiaceae).
African journal of traditional, complementary, and alternative medicines : AJTCAM.
2014; 11(2):319-23. doi:
10.4314/ajtcam.v11i2.15
. [PMID: 25435615] - Mohammad Ibrahim, Waseem Hassan, Daiane Francine Meinerz, Matheus Dos Santos, Claudia V Klimaczewski, Anna M Deobald, Maricilia S Costa, Cristina W Nogueira, Nilda B V Barbosa, Joao B T Rocha. Antioxidant properties of diorganoyl diselenides and ditellurides: modulation by organic aryl or naphthyl moiety.
Molecular and cellular biochemistry.
2012 Dec; 371(1-2):97-104. doi:
10.1007/s11010-012-1426-4
. [PMID: 22983825] - Gunasekar Ramachandran, Natesan S Karthikeyan, Periyasamy Giridharan, Kulathu I Sathiyanarayanan. Efficient iodine catalyzed three components domino reaction for the synthesis of 1-((phenylthio)(phenyl)methyl)pyrrolidin-2-one derivatives possessing anticancer activities.
Organic & biomolecular chemistry.
2012 Jul; 10(28):5343-6. doi:
10.1039/c2ob25530h
. [PMID: 22695979] - Katja Heinig, Franz Bucheli, Olaf Kuhlmann, Manfred Zell, Axel Pähler, Elke Zwanziger, Günter Gross, Joseph Tardio, Tomohiro Ishikawa, Tomoko Yamashita. Determination of dalcetrapib by liquid chromatography-tandem mass spectrometry.
Journal of pharmaceutical and biomedical analysis.
2012 Jul; 66(?):314-24. doi:
10.1016/j.jpba.2012.03.056
. [PMID: 22541249] - Hisashi Shinkai. Cholesteryl ester transfer-protein modulator and inhibitors and their potential for the treatment of cardiovascular diseases.
Vascular health and risk management.
2012; 8(?):323-31. doi:
10.2147/vhrm.s25238
. [PMID: 22661899] - Z Boulsourani, G D Geromichalos, K Repana, E Yiannaki, V Psycharis, C P Raptopoulou, D Hadjipavlou-Litina, E Pontiki, C Dendrinou-Samara. Preparation and pharmacochemical evaluation of mixed ligand copper(II) complexes with triethanolamine and thiophenyl-2 saturated carboxylic acids.
Journal of inorganic biochemistry.
2011 Jun; 105(6):839-49. doi:
10.1016/j.jinorgbio.2011.03.007
. [PMID: 21497583] - Eric J Niesor, Christine Magg, Naoto Ogawa, Hiroshi Okamoto, Elisabeth von der Mark, Hugues Matile, Georg Schmid, Roger G Clerc, Evelyne Chaput, Denise Blum-Kaelin, Walter Huber, Ralf Thoma, Philippe Pflieger, Makoto Kakutani, Daisuke Takahashi, Gregor Dernick, Cyrille Maugeais. Modulating cholesteryl ester transfer protein activity maintains efficient pre-β-HDL formation and increases reverse cholesterol transport.
Journal of lipid research.
2010 Dec; 51(12):3443-54. doi:
10.1194/jlr.m008706
. [PMID: 20861162] - Bjorn Vergauwen, Lech W Dudycz, Ann Dansercoer, Bart Devreese. A direct spectrophotometric gamma-glutamyltransferase inhibitor screening assay targeting the hydrolysis-only mode.
Biochemical and biophysical research communications.
2009 Mar; 380(3):591-6. doi:
10.1016/j.bbrc.2009.01.129
. [PMID: 19285006] - Rakesh K Pandey, K A Suresh, V Lakshminarayanan. Electron transfer studies on cholesterol LB films assembled on thiophenol and 2-naphthalenethiol self-assembled monolayers.
Journal of colloid and interface science.
2007 Nov; 315(2):528-36. doi:
10.1016/j.jcis.2007.07.044
. [PMID: 17692864] - Sangit Kumar, Lars Engman, Luca Valgimigli, Riccardo Amorati, Maria Grazia Fumo, Gian Franco Pedulli. Antioxidant profile of ethoxyquin and some of its S, Se, and Te analogues.
The Journal of organic chemistry.
2007 Aug; 72(16):6046-55. doi:
10.1021/jo0705465
. [PMID: 17602530] - Mei Wang, Jian-Lin Yao, Ren-Ao Gu. [Surface-enhanced Raman spectroscopic studies on the thiophenol adsorbed on novel Ag-Au alloy nanoparticles].
Guang pu xue yu guang pu fen xi = Guang pu.
2007 Jun; 27(6):1136-9. doi:
NULL
. [PMID: 17763776] - Sandra Pariagh, Karen M Tasker, Fiona H Fry, Andrea L Holme, Catriona A Collins, Neal Okarter, Nick Gutowski, Claus Jacob. Asymmetric organotellurides as potent antioxidants and building blocks of protein conjugates.
Organic & biomolecular chemistry.
2005 Mar; 3(6):975-80. doi:
10.1039/b500409h
. [PMID: 15750638] - C K Jayasinghe, T H P S Fernando. Re-identification and characterization of pathogens causing ugurassa (Flacourtia inermis) fruit anthracnose.
Mycopathologia.
2004 Jan; 157(1):81-5. doi:
10.1023/b:myco.0000012208.71895.a4
. [PMID: 15008349] - Ju-Xiu He, Teruaki Akao, Tadato Tani. Development of a simple HPLC method for determination of paeoniflorin-metabolizing activity of intestinal bacteria in rat feces.
Chemical & pharmaceutical bulletin.
2002 Sep; 50(9):1233-7. doi:
10.1248/cpb.50.1233
. [PMID: 12237542] - M Buratti, G Brambilla, S Fustinoni, O Pellegrino, S Pulviremti, A Colombi. Determination of monobromobimane derivatives of phenylmercapturic and benzylmercapturic acids in urine by high-performance liquid chromatography and fluorimetry.
Journal of chromatography. B, Biomedical sciences and applications.
2001 Feb; 751(2):305-13. doi:
10.1016/s0378-4347(00)00491-6
. [PMID: 11236086] - N Staimer, S J Gee, B D Hammock. Development of a sensitive enzyme immunoassay for the detection of phenyl-beta-D-thioglucuronide in human urine.
Fresenius' journal of analytical chemistry.
2001 Feb; 369(3-4):273-9. doi:
10.1007/s002160000658
. [PMID: 11293704] - K Lertratanangkoon, D Denney. Formation of phenol and thiocatechol metabolites from bromobenzene premercapturic acids through pyridoxal phosphate-dependent C-S lyase activity.
Biochemical pharmacology.
1993 Jun; 45(12):2513-25. doi:
10.1016/0006-2952(93)90233-m
. [PMID: 8328989] - W Dehnen. A study on urinary thioethers by detecting N-acetylcysteine and thiophenol after alkaline hydrolysis.
Zentralblatt fur Hygiene und Umweltmedizin = International journal of hygiene and environmental medicine.
1990 Apr; 189(5):441-51. doi:
NULL
. [PMID: 2350394] - M M Ames, C D Selassie, L C Woodson, J A Van Loon, C Hansch, R M Weinshilboum. Thiopurine methyltransferase: structure-activity relationships for benzoic acid inhibitors and thiophenol substrates.
Journal of medicinal chemistry.
1986 Mar; 29(3):354-8. doi:
10.1021/jm00153a009
. [PMID: 3950915]