Oleyl alcohol (BioDeep_00000019799)

 

Secondary id: BioDeep_00000175399, BioDeep_00000615777

human metabolite Endogenous PANOMIX_OTCML-2023 Volatile Flavor Compounds


代谢物信息卡片


cis-Laquo deltaraquo 9-octadecenol

化学式: C18H36O (268.2766006)
中文名称: 油醇
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 1.96%

分子结构信息

SMILES: CCCCCCCC/C=C\CCCCCCCCO
InChI: InChI=1S/C18H36O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19/h9-10,19H,2-8,11-18H2,1H3/b10-9-

描述信息

Oleyl alcohol (also octadecenol or cis-9-octadecen-1-ol) is a non-ionic, unsaturated fatty alcohol. It is an emulsion stabilizer, antifoam agent, detergent, and release agent for food applications. Oleyl alcohol is found in fish oils and inedible beef fat. It belongs to the family of fatty alcohols. These are aliphatic alcohols consisting of a chain of 8 to 22 carbon atoms (do not have to bear a carboxylic acid group) (Wikipedia).
Oleyl alcohol is an active compound. Oleyl alcohol can be used for various studies[1].

同义名列表

68 个代谢物同义名

cis-Laquo deltaraquo 9-octadecenol; cis-9-Octadecenyl alcohol; Oleyl alcohol, (Z)-isomer; HD Oleyl alcohol 70/75; HD Oleyl alcohol 80/85; HD Oleyl alcohol 90/95; (9Z)-Octadec-9-en-1-ol; (9Z)-9-Octadecen-1-ol; (Z)-Octadec-9-en-1-ol; (Z)-9-Octadecen-1-ol; cis-9-Octadecen-1-ol; 9(Z)-Octadecen-1-ol; HD Oleyl alcohol CG; (9Z)-Octadecen-1-ol; (Z)-Octadec-9-enol; cis-Octadecen-1-ol; Oleyl alcohol (NF); (Z)-9-Octadecenol; cis-9-Octadecenol; Octadec-9-en-1-ol; 9-Octadecen-1-ol; HD-Echelon 90/95; HD-Ocenol 90/95; Octadec-9Z-enol; Oleoyl alcohol; Crodacol a.10; Francol oa-95; Oleyl alcohol; Olive alcohol; Oleic alcohol; Cachalot O-15; Conditioner 1; Oleo alcohol; H.D. eutanol; Cachalot O-3; Fancol oa-95; Anjecol 90NR; Cachalot O-8; Cachalot O-1; Unjecol 110; Witcohol 90; Anjecol 90N; HD-Ocenol K; Witcohol 85; Octadecenol; Dermaffine; Loxanol 95; Unjecol 90; HD-Eutanol; Unjecol 50; Unjecol 70; Crodacol-O; Siponol OC; Lipocol O; Loxanol m; Atalco O; Adol 85; Sipol O; Adol 90; Adol 80; Adol 34; Lancol; Ocenol; Novol; Satol; Oceol; Oleol; Oleyl alcohol



数据库引用编号

14 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)

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

  • Vijay P Sonar, Angela Corona, Simona Distinto, Elias Maccioni, Rita Meleddu, Benedetta Fois, Costantino Floris, Nilesh V Malpure, Stefano Alcaro, Enzo Tramontano, Filippo Cottiglia. Natural product-inspired esters and amides of ferulic and caffeic acid as dual inhibitors of HIV-1 reverse transcriptase. European journal of medicinal chemistry. 2017 Apr; 130(?):248-260. doi: 10.1016/j.ejmech.2017.02.054. [PMID: 28254698]
  • Fengqin Wang, Xiang Cheng, Hui Xie, Rui Zhang, Chuanbin Li, Andong Song. [Butanol production from corn stover hydrolysate with in-situ liquid-liquid extraction]. Sheng wu gong cheng xue bao = Chinese journal of biotechnology. 2013 Oct; 29(10):1515-26. doi: ". [PMID: 24432666]
  • David L Grzenia, S Ranil Wickramasinghe, Daniel J Schell. Fermentation of reactive-membrane-extracted and ammonium-hydroxide-conditioned dilute-acid-pretreated corn stover. Applied biochemistry and biotechnology. 2012 Jan; 166(2):470-8. doi: 10.1007/s12010-011-9442-5. [PMID: 22161211]
  • Mohamed Sellami, Imen Aissa, Fakher Frikha, Youssef Gargouri, Nabil Miled. Immobilized Rhizopus oryzae lipase catalyzed synthesis of palm stearin and cetyl alcohol wax esters: optimization by response surface methodology. BMC biotechnology. 2011 Jun; 11(?):68. doi: 10.1186/1472-6750-11-68. [PMID: 21682865]
  • Nur Fariza Abd Rahman, Mahiran Basri, Mohd Basyaruddin Abdul Rahman, Raja Noor Zaliha Raja Abdul Rahman, Abu Bakar Salleh. High yield lipase-catalyzed synthesis of Engkabang fat esters for the cosmetic industry. Bioresource technology. 2011 Feb; 102(3):2168-76. doi: 10.1016/j.biortech.2010.10.034. [PMID: 21050749]
  • Wende Liu, Xiaoying Zhou, Guotian Li, Lei Li, Lingan Kong, Chenfang Wang, Haifeng Zhang, Jin-Rong Xu. Multiple plant surface signals are sensed by different mechanisms in the rice blast fungus for appressorium formation. PLoS pathogens. 2011 Jan; 7(1):e1001261. doi: 10.1371/journal.ppat.1001261. [PMID: 21283781]
  • Elrashid Saleh Mahdi, Mohamed H F Sakeena, Muthanna F Abdulkarim, Ghassan Z Abdullah, Munavvar Abdul Sattar, Azmin Mohd Noor. Effect of surfactant and surfactant blends on pseudoternary phase diagram behavior of newly synthesized palm kernel oil esters. Drug design, development and therapy. 2011; 5(?):311-23. doi: 10.2147/dddt.s15698. [PMID: 21792294]
  • Igor Jerković, Zvonimir Marijanović, I Ljubicić, M Gugić. Contribution of the bees and combs to honey volatiles: blank-trial probe for chemical profiling of honey biodiversity. Chemistry & biodiversity. 2010 May; 7(5):1217-30. doi: 10.1002/cbdv.200900100. [PMID: 20491078]
  • Pin Yue, Zhouji Chen, Fatiha Nassir, Carlos Bernal-Mizrachi, Brian Finck, Salman Azhar, Nada A Abumrad. Enhanced hepatic apoA-I secretion and peripheral efflux of cholesterol and phospholipid in CD36 null mice. PloS one. 2010 Mar; 5(3):e9906. doi: 10.1371/journal.pone.0009906. [PMID: 20360851]
  • Yoshikazu Konno, Noboru Naito, Akio Yoshimura, Kenji Aramaki. Phase behavior and hydrated solid structure in lysophospholipid/long-chain alcohol/water system and effect of cholesterol addition. Journal of oleo science. 2010; 59(11):581-7. doi: 10.5650/jos.59.581. [PMID: 20972358]
  • Rupali Dhara, Dipak K Bhattacharyya, Mahua Ghosh. Analysis of sterol and other components present in unsaponifiable matters of mahua, sal and mango kernel oil. Journal of oleo science. 2010; 59(4):169-76. doi: 10.5650/jos.59.169. [PMID: 20299763]
  • Jan B Kristensen, Claus Felby, Henning Jørgensen. Yield-determining factors in high-solids enzymatic hydrolysis of lignocellulose. Biotechnology for biofuels. 2009 Jun; 2(1):11. doi: 10.1186/1754-6834-2-11. [PMID: 19505292]
  • Mahiran Basri, Raja Noor Zaliha Raja Abd Rahman, Afshin Ebrahimpour, Abu Bakar Salleh, Erin Ryantin Gunawan, Mohd Basyaruddin Abd Rahman. Comparison of estimation capabilities of response surface methodology (RSM) with artificial neural network (ANN) in lipase-catalyzed synthesis of palm-based wax ester. BMC biotechnology. 2007 Aug; 7(?):53. doi: 10.1186/1472-6750-7-53. [PMID: 17760990]
  • C J Mbah. Studies on the lipophilicity of vehicles (or co-vehicles) and botanical oils used in cosmetic products. Die Pharmazie. 2007 May; 62(5):351-3. doi: ". [PMID: 17557742]
  • Nikolaus Weber, Erika Klein, Klaus Vosmann. Dialkyl 3,3'-thiodipropionate and dialkyl 2,2'-thiodiacetate antioxidants by lipase-catalyzed esterification and transesterification. Journal of agricultural and food chemistry. 2006 Apr; 54(8):2957-63. doi: 10.1021/jf0530502. [PMID: 16608215]
  • Philip J Lee, Naina Ahmad, Robert Langer, Samir Mitragotri, V Prasad Shastri. Evaluation of chemical enhancers in the transdermal delivery of lidocaine. International journal of pharmaceutics. 2006 Feb; 308(1-2):33-9. doi: 10.1016/j.ijpharm.2005.10.027. [PMID: 16321488]
  • Zhaohua Huang, Xin Guo, Weijun Li, J Andrew MacKay, Francis C Szoka. Acid-triggered transformation of diortho ester phosphocholine liposome. Journal of the American Chemical Society. 2006 Jan; 128(1):60-1. doi: 10.1021/ja057024w. [PMID: 16390121]
  • Heinz Amenitsch, Michael Rappolt, Cilâine V Teixeira, Monika Majerowicz, Peter Laggner. In situ sensing of salinity in oriented lipid multilayers by surface X-ray scattering. Langmuir : the ACS journal of surfaces and colloids. 2004 May; 20(11):4621-8. doi: 10.1021/la036319p. [PMID: 15969174]
  • K Lindenstruth, B W Müller. Parameters with influence on the droplet size of w/o emulsions. Die Pharmazie. 2004 Mar; 59(3):187-90. doi: ". [PMID: 15074589]
  • ". Final report of the amended safety assessment of Dioscorea Villosa (Wild Yam) root extract. International journal of toxicology. 2004; 23 Suppl 2(?):49-54. doi: 10.1080/10915810490499055. [PMID: 15513824]
  • Zhi-yi Cheng, Hao-fan Chen. [Oleyl pyroglutamate for use as transdermal enhancer and its enhancing mechanism]. Yao xue xue bao = Acta pharmaceutica Sinica. 2003 May; 38(5):384-7. doi: ". [PMID: 12958846]
  • Jennifer J Sudimack, Wenjin Guo, Werner Tjarks, Robert J Lee. A novel pH-sensitive liposome formulation containing oleyl alcohol. Biochimica et biophysica acta. 2002 Aug; 1564(1):31-7. doi: 10.1016/s0005-2736(02)00399-1. [PMID: 12100993]
  • N Weber, P Weitkamp, K D Mukherjee. Steryl and stanyl esters of fatty acids by solvent-free esterification and transesterification in vacuo using lipases from Rhizomucor miehei, Candida antarctica, and Carica papaya. Journal of agricultural and food chemistry. 2001 Nov; 49(11):5210-6. doi: 10.1021/jf0107407. [PMID: 11714305]
  • G Steinke, P Weitkamp, E Klein, K D Mukherjee. High-yield preparation of wax esters via lipase-catalyzed esterification using fatty acids and alcohols from crambe and camelina oils. Journal of agricultural and food chemistry. 2001 Feb; 49(2):647-51. doi: 10.1021/jf000852i. [PMID: 11262006]
  • K Murota, T Kawada, N Matsui, M Sakakibara, N Takahashi, T Fushiki. Oleyl alcohol inhibits intestinal long-chain fatty acid absorption in rats. Journal of nutritional science and vitaminology. 2000 Dec; 46(6):302-8. doi: 10.3177/jnsv.46.302. [PMID: 11227802]
  • L Ma, C Ramachandran, N D Weiner. Bulk organic solvent-water systems as a possible model to predict alkyl p-aminobenzoate partitioning in liposomes. Journal of pharmaceutical sciences. 1992 Nov; 81(11):1104-8. doi: 10.1002/jps.2600811113. [PMID: 1447714]
  • F Petersen, O Olsen, L V Jepsen, J Christiansen. Fat and gastric acid secretion. Digestion. 1992; 52(1):43-6. doi: 10.1159/000200937. [PMID: 1426696]
  • B E Bihain, R J Deckelbaum, F T Yen, A M Gleeson, Y A Carpentier, L D Witte. Unesterified fatty acids inhibit the binding of low density lipoproteins to the human fibroblast low density lipoprotein receptor. The Journal of biological chemistry. 1989 Oct; 264(29):17316-21. doi: . [PMID: 2793857]
  • O Olsen, M Ainsworth, O B Schaffalitzky de Muckadell, P Cantor. Effects of oleic acid and oleyl alcohol on cholecystokinin and secretin in plasma and pancreatobiliary secretion. Scandinavian journal of gastroenterology. 1989 Jun; 24(5):529-32. doi: 10.3109/00365528909093084. [PMID: 2474848]
  • R Cornell, D E Vance. Translocation of CTP: phosphocholine cytidylyltransferase from cytosol to membranes in HeLa cells: stimulation by fatty acid, fatty alcohol, mono- and diacylglycerol. Biochimica et biophysica acta. 1987 May; 919(1):26-36. doi: 10.1016/0005-2760(87)90214-1. [PMID: 3032268]
  • E R Cooper, E W Merritt, R L Smith. Effect of fatty acids and alcohols on the penetration of acyclovir across human skin in vitro. Journal of pharmaceutical sciences. 1985 Jun; 74(6):688-9. doi: 10.1002/jps.2600740623. [PMID: 4020657]
  • I Richter, N Weber. Formation of ether lipids from isomeric cis-octadecen-1-ols in normal and neoplastic cells: substrate specificity of enzymes with regard to position of double bonds. Hoppe-Seyler's Zeitschrift fur physiologische Chemie. 1981 Aug; 362(8):1163-6. doi: ". [PMID: 6286446]
  • K D Mukherjee, N Weber, H K Mangold, M Volm, I Richter. Competing pathways in the formation of alkyl, alk-1-enyl and acyl moieties in the lipids of mammalian tissues. European journal of biochemistry. 1980; 107(1):289-94. doi: 10.1111/j.1432-1033.1980.tb04649.x. [PMID: 7398637]