Arachidyl alcohol (BioDeep_00000017680)

 

Secondary id: BioDeep_00000601564, BioDeep_00000864239

human metabolite PANOMIX_OTCML-2023 Endogenous natural product


代谢物信息卡片


InChI=1/C20H42O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21/h21H,2-20H2,1H

化学式: C20H42O (298.3235)
中文名称: 二十醇, 1-二十醇, 1-二十烷醇
谱图信息: 最多检出来源 Mus musculus(lipidomics) 18.77%

分子结构信息

SMILES: CCCCCCCCCCCCCCCCCCCCO
InChI: InChI=1S/C20H42O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21/h21H,2-20H2,1H3

描述信息

Arachidyl alcohol, also known as 1-eicosanol or eicosyl alcohol, belongs to the class of organic compounds known as long-chain fatty alcohols. These are fatty alcohols that have an aliphatic tail of 13 to 21 carbon atoms. Thus, arachidyl alcohol is considered to be a fatty alcohol lipid molecule. Arachidyl alcohol is a very hydrophobic molecule, practically insoluble in water and relatively neutral.
Arachidyl alcohol, also 1-icosanol, is a waxy substance used as an emollient in cosmetics. It is a straight-chain fatty alcohol.; Arachidyl alcohol, also 1-icosanol, is a waxy substance used as an emollient in cosmetics. It is a straight-chain fatty alcohol.; ; from wikipedia. Eicosan-1-ol is found in flaxseed, black elderberry, and potato.
Icosan-1-ol is a fatty alcohol consisting of a hydroxy function at C-1 of an unbranched saturated chain of 20 carbon atoms. It is a long-chain primary fatty alcohol and a fatty alcohol 20:0.
1-Eicosanol is a natural product found in Lonicera japonica, Artemisia baldshuanica, and other organisms with data available.
A long-chain primary fatty alcohol that is icosane in which one of the terminal methyl hydrogens is replaced by a hydroxy group.

同义名列表

33 个代谢物同义名

InChI=1/C20H42O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21/h21H,2-20H2,1H; Arachidyl alcohol, United States Pharmacopeia (USP) Reference Standard; ABA1F4B5-39FD-4206-A0A7-70D182257EEE; 1-Eicosanol, technical, >=90\\% (GC); 1-Eicosanol, purum, >=97.0\\% (GC); ARACHIDYL ALCOHOL [USP-RS]; 1-icosanol (ACD/Name 4.0); ARACHIDYL ALCOHOL [INCI]; Pri-N-eicosyl alcohol; 1-Prydroxyeicosane; 1-EICOSANOL [HSDB]; Arachinyl alcohol; Arachidic alcohol; Arachidyl alcohol; 1-Eicosanol, 98\\%; Arachic alcohol; Eicosyl alcohol; UNII-1QR1QRA9BU; n-eicosan-1-ol; N-1-Eicosanol; Eicosanol-(1); eicosan-1-ol; 1-Eicosanol; a-eicosanol; Icosan-1-ol; N-Eicosanol; 1-Icosanol; 1QR1QRA9BU; 1-Ecosanol; EICOSANOL; AI3-36485; FOH 20:0; 1-Eicosanol



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(4)

BioCyc(0)

PlantCyc(0)

代谢反应

88 个相关的代谢反应过程信息。

Reactome(88)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

92 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。

亚细胞结构定位 关联基因列表


文献列表

  • Brad R Baker, Callum M Ives, Ashley Bray, Martin Caffrey, Stephen A Cochrane. Undecaprenol kinase: Function, mechanism and substrate specificity of a potential antibiotic target. European journal of medicinal chemistry. 2021 Jan; 210(?):113062. doi: 10.1016/j.ejmech.2020.113062. [PMID: 33310291]
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  • Flora Affuso, Valentina Mercurio, Antonio Ruvolo, Concetta Pirozzi, Filomena Micillo, Guido Carlomagno, Fabrizia Grieco, Serafino Fazio. A nutraceutical combination improves insulin sensitivity in patients with metabolic syndrome. World journal of cardiology. 2012 Mar; 4(3):77-83. doi: 10.4330/wjc.v4.i3.77. [PMID: 22451856]
  • H Gupta, D Pawar, A Riva, E Bombardelli, P Morazzoni. A randomized, double-blind, placebo-controlled trial to evaluate efficacy and tolerability of an optimized botanical combination in the management of patients with primary hypercholesterolemia and mixed dyslipidemia. Phytotherapy research : PTR. 2012 Feb; 26(2):265-72. doi: 10.1002/ptr.3542. [PMID: 21674629]
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  • Giuseppe Marazzi, Luca Cacciotti, Francesco Pelliccia, Luigi Iaia, Maurizio Volterrani, Giuseppe Caminiti, Barbara Sposato, Rosalba Massaro, Fabrizia Grieco, Giuseppe Rosano. Long-term effects of nutraceuticals (berberine, red yeast rice, policosanol) in elderly hypercholesterolemic patients. Advances in therapy. 2011 Dec; 28(12):1105-13. doi: 10.1007/s12325-011-0082-5. [PMID: 22113535]
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  • Dong Min Jung, Mi Jin Lee, Suk Hoo Yoon, Mun Yhung Jung. A gas chromatography-tandem quadrupole mass spectrometric analysis of policosanols in commercial vegetable oils. Journal of food science. 2011 Aug; 76(6):C891-9. doi: 10.1111/j.1750-3841.2011.02232.x. [PMID: 22417487]
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  • Barbara Swanson, Joyce K Keithley, Beverly E Sha, Louis Fogg, Judith Nerad, Richard M Novak, Oluwatoyin Adeyemi, Gregory T Spear. Policosanol for managing human immunodeficiency virus-related dyslipidemia in a medically underserved population: a randomized, controlled clinical trial. Alternative therapies in health and medicine. 2011 Mar; 17(2):30-5. doi: . [PMID: 21717822]
  • Joanna Klepacka, Elżbieta Gujska, Joanna Michalak. Phenolic compounds as cultivar- and variety-distinguishing factors in some plant products. Plant foods for human nutrition (Dordrecht, Netherlands). 2011 Mar; 66(1):64-9. doi: 10.1007/s11130-010-0205-1. [PMID: 21243436]
  • Luciana María Cocchiararo-Bastias, Sergio Javier Mijailovsky, Gustavo Mario Calderon-Fernández, Alicia Nieves Lorenzo Figueiras, M Patricia Juárez. epicuticle lipids mediate mate recognition in Triatoma infestans. Journal of chemical ecology. 2011 Mar; 37(3):246-52. doi: 10.1007/s10886-011-9927-2. [PMID: 21373991]
  • Wong Yau Hsiung, Habsah Abdul Kadir. Leea indica Ethyl Acetate Fraction Induces Growth-Inhibitory Effect in Various Cancer Cell Lines and Apoptosis in Ca Ski Human Cervical Epidermoid Carcinoma Cells. Evidence-based complementary and alternative medicine : eCAM. 2011; 2011(?):293060. doi: 10.1155/2011/293060. [PMID: 21423690]
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  • Augusta Caligiani, Francesca Bonzanini, Gerardo Palla, Martina Cirlini, Renato Bruni. Characterization of a potential nutraceutical ingredient: pomegranate (Punica granatum L.) seed oil unsaponifiable fraction. Plant foods for human nutrition (Dordrecht, Netherlands). 2010 Sep; 65(3):277-83. doi: 10.1007/s11130-010-0173-5. [PMID: 20607413]
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  • Mohi Iqbal Mohammed Abdul, Xuemin Jiang, Kenneth M Williams, Richard O Day, Basil D Roufogalis, Winston S Liauw, Hongmei Xu, Anita Matthias, Reginald P Lehmann, Andrew J McLachlan. Pharmacokinetic and pharmacodynamic interactions of echinacea and policosanol with warfarin in healthy subjects. British journal of clinical pharmacology. 2010 May; 69(5):508-15. doi: 10.1111/j.1365-2125.2010.03620.x. [PMID: 20573086]
  • Shawn A Ritchie, Pearson W K Ahiahonu, Dushmanthi Jayasinghe, Doug Heath, Jun Liu, Yingshen Lu, Wei Jin, Amir Kavianpour, Yasuyo Yamazaki, Amin M Khan, Mohammad Hossain, Khine Khine Su-Myat, Paul L Wood, Kevin Krenitsky, Ichiro Takemasa, Masakazu Miyake, Mitsugu Sekimoto, Morito Monden, Hisahiro Matsubara, Fumio Nomura, Dayan B Goodenowe. Reduced levels of hydroxylated, polyunsaturated ultra long-chain fatty acids in the serum of colorectal cancer patients: implications for early screening and detection. BMC medicine. 2010 Feb; 8(?):13. doi: 10.1186/1741-7015-8-13. [PMID: 20156336]
  • Nurhan T Dunford, Jeff Edwards. Nutritional bioactive components of wheat straw as affected by genotype and environment. Bioresource technology. 2010 Jan; 101(1):422-5. doi: 10.1016/j.biortech.2009.08.009. [PMID: 19716291]
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  • Shu Pan, Ai-Jun Hou. New long-chain hydroxyalkyl ferulates from the root bark of Lycium chinense Mill. Journal of Asian natural products research. 2009 Jul; 11(7):681-5. doi: 10.1080/10286020903002139. [PMID: 20183307]
  • Amira N Kassis, Stan Kubow, Peter J H Jones. Sugar cane policosanols do not reduce LDL oxidation in hypercholesterolemic individuals. Lipids. 2009 May; 44(5):391-6. doi: 10.1007/s11745-009-3295-5. [PMID: 19337769]
  • Niko Radulović, Polina Blagojević, Radosav Palić. Fatty acid derived compounds--the dominant volatile class of the essential oil poor Sonchus arvensis subsp. uliginosus (Bieb.) Nyman. Natural product communications. 2009 Mar; 4(3):405-10. doi: ". [PMID: 19413122]
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  • Karen J Murphy, David A Saint, Peter R C Howe. Lack of effect of sugar cane and sunflower seed policosanols on plasma cholesterol in rabbits. Journal of the American College of Nutrition. 2008 Aug; 27(4):476-84. doi: 10.1080/07315724.2008.10719728. [PMID: 18978167]
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  • Jayesh J Kattla, Rosemarie M Carew, Mediha Heljic, Catherine Godson, Derek P Brazil. Protein kinase B/Akt activity is involved in renal TGF-beta1-driven epithelial-mesenchymal transition in vitro and in vivo. American journal of physiology. Renal physiology. 2008 Jul; 295(1):F215-25. doi: 10.1152/ajprenal.00548.2007. [PMID: 18495798]
  • Govindarajapuram Varadarajan Srinivasan, Choorikkat Ranjith, Kochukaratu Krishnan Vijayan. Identification of chemical compounds from the leaves of Leea indica. Acta pharmaceutica (Zagreb, Croatia). 2008 Jun; 58(2):207-14. doi: 10.2478/v10007-008-0002-7. [PMID: 18515230]
  • Stefan P J Dullens, Ronald P Mensink, Marjolijn C E Bragt, Arie K Kies, Jogchum Plat. Effects of emulsified policosanols with different chain lengths on cholesterol metabolism in heterozygous LDL receptor-deficient mice. Journal of lipid research. 2008 Apr; 49(4):790-6. doi: 10.1194/jlr.m700497-jlr200. [PMID: 18162663]
  • F Francini-Pesenti, F Brocadello, D Beltramolli, M Nardi, L Caregaro. Sugar cane policosanol failed to lower plasma cholesterol in primitive, diet-resistant hypercholesterolaemia: a double blind, controlled study. Complementary therapies in medicine. 2008 Apr; 16(2):61-5. doi: 10.1016/j.ctim.2007.08.003. [PMID: 18514906]
  • Yoshiji Ohta, Koji Ohashi, Tatsuya Matsura, Kenji Tokunaga, Akira Kitagawa, Kazuo Yamada. Octacosanol attenuates disrupted hepatic reactive oxygen species metabolism associated with acute liver injury progression in rats intoxicated with carbon tetrachloride. Journal of clinical biochemistry and nutrition. 2008 Mar; 42(2):118-25. doi: 10.3164/jcbn.2008017. [PMID: 18385828]
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  • Yohani Pérez, Rosa Más, Rosa María González, Sonia Jiménez, Vivian Molina. Effects of D-003, a mixture of very long chain saturated fatty acids, and policosanol on in vivo lipid peroxidation in rats. Arzneimittel-Forschung. 2008; 58(3):126-30. doi: 10.1055/s-0031-1296481. [PMID: 18488809]
  • Zeljko Reiner, Eugenia Tedeschi-Reiner. Rice policosanol does not have any effects on blood coagulation factors in hypercholesterolemic patients. Collegium antropologicum. 2007 Dec; 31(4):1061-4. doi: NULL. [PMID: 18217459]
  • Amira N Kassis, Christopher P F Marinangeli, Deepak Jain, Naoyuki Ebine, Peter J H Jones. Lack of effect of sugar cane policosanol on plasma cholesterol in Golden Syrian hamsters. Atherosclerosis. 2007 Sep; 194(1):153-8. doi: 10.1016/j.atherosclerosis.2006.10.008. [PMID: 17123537]
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  • Luigi X Cubeddu, Roberto J Cubeddu, Todd Heimowitz, Beatriz Restrepo, Gervasio A Lamas, Gloria B Weinberg. Comparative lipid-lowering effects of policosanol and atorvastatin: a randomized, parallel, double-blind, placebo-controlled trial. American heart journal. 2006 Nov; 152(5):982.e1-5. doi: 10.1016/j.ahj.2006.08.009. [PMID: 17070175]
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  • Miriam Noa, Rosa Mas. Protective effect of policosanol on atherosclerotic plaque on aortas in monkeys. Archives of medical research. 2005 Sep; 36(5):441-7. doi: 10.1016/j.arcmed.2005.03.039. [PMID: 16099319]
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  • G Castaño, L Fernández, R Mas, J Illnait, R Gámez, S Mendoza, M Mesa, J Fernández. Effects of addition of policosanol to omega-3 fatty acid therapy on the lipid profile of patients with type II hypercholesterolaemia. Drugs in R&D. 2005; 6(4):207-19. doi: 10.2165/00126839-200506040-00003. [PMID: 16050054]
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  • Zeljko Reiner, Eugenia Tedeschi-Reiner, Zeljko Romić. Effects of rice policosanol on serum lipoproteins, homocysteine, fibrinogen and C-reactive protein in hypercholesterolaemic patients. Clinical drug investigation. 2005; 25(11):701-7. doi: 10.2165/00044011-200525110-00003. [PMID: 17532716]
  • Yuguang Lin, Mike Rudrum, Reggy P J van der Wielen, Elke A Trautwein, Gerald McNeill, Aafje Sierksma, Gert W Meijer. Wheat germ policosanol failed to lower plasma cholesterol in subjects with normal to mildly elevated cholesterol concentrations. Metabolism: clinical and experimental. 2004 Oct; 53(10):1309-14. doi: 10.1016/j.metabol.2004.05.006. [PMID: 15375787]
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