Hexylresorcinol (BioDeep_00000018077)

   

human metabolite PANOMIX_OTCML-2023 Endogenous


代谢物信息卡片


1,3-Dihydroxy-4-N-hexylbenzene

化学式: C12H18O2 (194.1306728)
中文名称: 4-己基间苯二酚
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 13.79%

分子结构信息

SMILES: CCCCCCC1=C(C=C(C=C1)O)O
InChI: InChI=1S/C12H18O2/c1-2-3-4-5-6-10-7-8-11(13)9-12(10)14/h7-9,13-14H,2-6H2,1H3

描述信息

Hexylresorcinol, also known as adrover or antascarin, belongs to the class of organic compounds known as resorcinols. Resorcinols are compounds containing a resorcinol moiety, which is a benzene ring bearing two hydroxyl groups at positions 1 and 3. The agent also demonstrates mild antiseptic activity as well as an apparent anti-inflammatory, demulcent action . Moreover, such studies have also shown that hexylresorcinol is seemingly capable of dose-dependent induction of SCC-9 cell apoptosis as well as the inhibition of transglutaminase-2 enzyme activity which can facilitate chemotherapy resistance . Hexylresorcinol is a potentially toxic compound. Hexylresorcinol belongs to the family of Resorcinols. Regarding the metabolism of hexylresorcinol, it has been reported that excretion of the compound in the urine is largely in the form of an ethereal sulfate conjugate. Ultimately, it is also reported that glutathione depletion increases tyrosinase activity in human melanoma cells, which makes hexylresorcinols effects on tyrosinase desirable . Nevertheless, it is useful for hexylresorcinol to have both anesthetic and certain antiseptic actions for its use in treating various relatively self-limiting scrapes and sore throats that are treated by the over-the-counter products that feature the compound. It is proposed that hexylresorcinol can bind to tyrosinase directly and inhibits its enzyme activity . It can be found in topical applications for minor skin infections and in oral solutions or throat lozenges for pain relief and first aid antiseptic.
R - Respiratory system > R02 - Throat preparations > R02A - Throat preparations > R02AA - Antiseptics
D000890 - Anti-Infective Agents > D000977 - Antiparasitic Agents > D000871 - Anthelmintics
C254 - Anti-Infective Agent > C28394 - Topical Anti-Infective Agent

同义名列表

28 个代谢物同义名

1,3-Dihydroxy-4-N-hexylbenzene; 1-(2,4-Dihydroxyphenyl)hexane; 4-Hexyl-1,3-dihydroxybenzene; 1,3-Dihydroxy-4-hexylbenzene; Hexylresorcinol, ban, usan; 4-Hexylbenzene-1,3-diol; 4-Hexylresorcinol, 8ci; 4-(1-Hexyl)resorcinol; 4-N-Hexylresorcinol; 4-Hexyl-benzenediol; 4-Hexylresorcinol; 4 Hexylresorcinol; p-Hexylresorcinol; 4-Hexylresorcine; hexylresorcinol; Hexylresorcin; Gelovermin; Antascarin; Everfresh; Ascaricid; Ascarinol; Mycoderm; Caprokol; Prensol; Hidesol; Ascaryl; Adrover; Oxana



数据库引用编号

12 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

  • In-Song Lee, Dae-Won Kim, Ji-Hyeon Oh, Suk Keun Lee, Je-Yong Choi, Seong-Gon Kim, Tae-Woo Kim. Effects of 4-Hexylresorcinol on Craniofacial Growth in Rats. International journal of molecular sciences. 2021 Aug; 22(16):. doi: 10.3390/ijms22168935. [PMID: 34445640]
  • 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]
  • Shuang Song, Qing Liu, Wei-Ming Chai, Si-Shi Xia, Zi-Yi Yu, Qi-Ming Wei. Inhibitory potential of 4-hexylresorcinol against α-glucosidase and non-enzymatic glycation: Activity and mechanism. Journal of bioscience and bioengineering. 2021 Mar; 131(3):241-249. doi: 10.1016/j.jbiosc.2020.10.011. [PMID: 33191127]
  • 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]
  • Sabrina Macé, Lisbeth Truelstrup Hansen, H P Vasantha Rupasinghe. Anti-Bacterial Activity of Phenolic Compounds against Streptococcus pyogenes. Medicines (Basel, Switzerland). 2017 May; 4(2):. doi: 10.3390/medicines4020025. [PMID: 28930240]
  • Patricia Farris, Joshua Zeichner, Diane Berson. Efficacy and Tolerability of a Skin Brightening/Anti-Aging Cosmeceutical Containing Retinol 0.5\%, Niacinamide, Hexylresorcinol, and Resveratrol. Journal of drugs in dermatology : JDD. 2016 Jul; 15(7):863-8. doi: NULL. [PMID: 27391637]
  • Mahboobeh Sharifi, Mohammad Ghadamyari, Reza H Sajedi, Nosrat O Mahmoodi. Effects of 4-hexylresorcinol on the phenoloxidase from Hyphantria cunea (Lepidoptera: Arctiidae): In vivo and in vitro studies. Insect science. 2015 Oct; 22(5):639-50. doi: 10.1111/1744-7917.12154. [PMID: 24995395]
  • Andrea Luna-Acosta, Hélène Thomas-Guyon, Myriam Amari, Eric Rosenfeld, Paco Bustamante, Ingrid Fruitier-Arnaudin. Differential tissue distribution and specificity of phenoloxidases from the Pacific oyster Crassostrea gigas. Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology. 2011 Aug; 159(4):220-6. doi: 10.1016/j.cbpb.2011.04.009. [PMID: 21575740]
  • Elizabeth A Mazzio, Fran Close, Karam F A Soliman. The biochemical and cellular basis for nutraceutical strategies to attenuate neurodegeneration in Parkinson's disease. International journal of molecular sciences. 2011 Jan; 12(1):506-69. doi: 10.3390/ijms12010506. [PMID: 21340000]
  • Susana Espino, H Jochen Schenk. Mind the bubbles: achieving stable measurements of maximum hydraulic conductivity through woody plant samples. Journal of experimental botany. 2011 Jan; 62(3):1119-32. doi: 10.1093/jxb/erq338. [PMID: 21147811]
  • Prontipa Nokthai, Vannajan Sanghiran Lee, Lalida Shank. Molecular modeling of peroxidase and polyphenol oxidase: substrate specificity and active site comparison. International journal of molecular sciences. 2010 Sep; 11(9):3266-76. doi: 10.3390/ijms11093266. [PMID: 20957092]
  • Andrea Luna-Acosta, Eric Rosenfeld, Myriam Amari, Ingrid Fruitier-Arnaudin, Paco Bustamante, Hélène Thomas-Guyon. First evidence of laccase activity in the Pacific oyster Crassostrea gigas. Fish & shellfish immunology. 2010 Apr; 28(4):719-26. doi: 10.1016/j.fsi.2010.01.008. [PMID: 20109560]
  • Ebenezer A Ogundiwin, Cameron P Peace, Thomas M Gradziel, Dan E Parfitt, Fredrick A Bliss, Carlos H Crisosto. A fruit quality gene map of Prunus. BMC genomics. 2009 Dec; 10(?):587. doi: 10.1186/1471-2164-10-587. [PMID: 19995417]
  • Haitao Li, Ka-Wing Cheng, Chi-Hin Cho, Zhendan He, Mingfu Wang. Oxyresveratrol as an antibrowning agent for cloudy apple juices and fresh-cut apples. Journal of agricultural and food chemistry. 2007 Apr; 55(7):2604-10. doi: 10.1021/jf0630466. [PMID: 17335224]
  • Víctor D Szewczuk, Elena R Mongelli, Alicia B Pomilio. In vitro anthelmintic activity of Melia azedarach naturalized in Argentina. Phytotherapy research : PTR. 2006 Nov; 20(11):993-6. doi: 10.1002/ptr.1929. [PMID: 16941610]
  • Dhirayos Wititsuwannakul, Nopphakaew Chareonthiphakorn, Mario Pace, Rapepun Wititsuwannakul. Polyphenol oxidases from latex of Hevea brasiliensis: purification and characterization. Phytochemistry. 2002 Sep; 61(2):115-21. doi: 10.1016/s0031-9422(02)00234-0. [PMID: 12169303]
  • G H Rabbani, R H Gilman, I Kabir, G Mondel. The treatment of Fasciolopsis buski infection in children: a comparison of thiabendazole, mebendazole, levamisole, pyrantel pamoate, hexylresorcinol and tetrachloroethylene. Transactions of the Royal Society of Tropical Medicine and Hygiene. 1985; 79(4):513-5. doi: 10.1016/0035-9203(85)90081-1. [PMID: 4082261]
  • W A Cervoni, J Oliver-González, S Kaye, M B Slomka. Dichlorvos as a single-dose intestinal anthelmintic therapy for man. The American journal of tropical medicine and hygiene. 1969 Nov; 18(6):912-9. doi: 10.4269/ajtmh.1969.18.912. [PMID: 4901414]
  • R DONCKASTER, J FAIGUENBAUM. [2 CASES OF INTESTINAL STRONGYLOIDIASIS. FIRST AUTOCHTHONOUS CLINICAL CASE IN CHILE]. Boletin chileno de parasitologia. 1964 Jan; 19(?):25-30. doi: NULL. [PMID: 14129418]
  • M ALVAREZPAGAN, C A TORRESDEVEGA. FATAL INTESTINAL HEMORRHAGE DUE TO HOOKWORM IN INFANTS. Boletin de la Asociacion Medica de Puerto Rico. 1963 Nov; 55(?):456-62. doi: NULL. [PMID: 14112941]
  • K GUNAWARDENA. A STUDY OF ONTHOPHAGUS UNIFASCIATUS. SCHALL (SCARABAEDAE-COPRINII) AND SCARABIASIS IN CEYLON. The Indian journal of medical research. 1963 Jul; 51(?):654-60. doi: NULL. [PMID: 14073616]