Mandenol (BioDeep_00000397405)

 

Secondary id: BioDeep_00000228192, BioDeep_00000248121, BioDeep_00000600656

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


Ethyl linoleate, United States Pharmacopeia (USP) Reference Standard

化学式: C20H36O2 (308.2715156)
中文名称: 亚油酸乙酯
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 43.24%

分子结构信息

SMILES: CCCCC/C=C/C/C=C/CCCCCCCC(=O)OCC
InChI: InChI=1S/C20H36O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22-4-2/h8-9,11-12H,3-7,10,13-19H2,1-2H3/b9-8-,12-11-

描述信息

Ethyl linoleate is a long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of linoleic acid with the hydroxy group of ethanol. It has a role as a plant metabolite and an anti-inflammatory agent. It is functionally related to a linoleic acid.
Ethyl linoleate is a natural product found in Desmos cochinchinensis, Achillea millefolium, and other organisms with data available.
A long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of linoleic acid with the hydroxy group of ethanol.
Ethyl linoleate (Linoleic Acid ethyl ester) inhibit the development of atherosclerotic lesions and the expression of inflammatory mediators[1].
Ethyl linoleate (Linoleic Acid ethyl ester) inhibit the development of atherosclerotic lesions and the expression of inflammatory mediators[1].

同义名列表

41 个代谢物同义名

Ethyl linoleate, United States Pharmacopeia (USP) Reference Standard; 9,12-Octadecadienoic acid (9Z,12Z)-, ethyl ester; cis-9,cis-12-Octadecadienoic acid ethyl ester; 9,12-Octadecadienoic acid (Z,Z)-, ethyl ester; Fmoc-(S)-3-Amino-3-(2-naphthyl)-propionicacid; 9,12,Octadececadienoic acid, ethyl ester; Ethyl linoleate, technical, >=65\\% (GC); Ethyl (9Z,12Z)-9,12-octadecadienoate #; 9,12-Octadecadienoic acid ethyl ester; (9Z,12Z)-Ethyl octadeca-9,12-dienoate; ethyl (9Z,12Z)-octadeca-9,12-dienoate; Ethyl linoleate, analytical standard; Ethyl cis,cis-9,12-octadecadienoate; Ethyl (Z,Z)-9,12-Octadecadienoate; ethyl (9Z,12Z)-octadecadienoate; ethyl linoleate-9,10,12,13-d4; Ethyl cis,12-octadecadienoate; Linoleic acid, ethyl ester; Linoleic acid ethyl ester; ETHYL LINOLEATE [USP-RS]; ETHYL LINOLEATE [WHO-DD]; ETHYL LINOLEATE (USP-RS); Ethyl linoleate, >=99\\%; ETHYL LINOLEATE [INCI]; Ethyl linoleate [JAN]; Ethyl linoleate (JAN); Ethyl linoleate, pure; ETHYL LINOLEATE [MI]; 9,Z)-, ethyl ester; Ethyl linoleate; UNII-MJ2YTT4J8M; Ethyl linolate; MJ2YTT4J8M; Mandenol; (9Z,12Z)-octadeca-9,12-dienoic acid ethyl ester; 62262_FLUKA; L1751_SIGMA; NSC50447; 544-35-4; D01590; Ethyl linoleate



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)

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

  • Jun Peng, Zihan Chen, Xueqian Chen, Renwen Zheng, Sihan Lu, Muhammad Seyab, Fan Yang, Qianqian Li, Qingfeng Tang. Insecticidal potential of a Consolida ajacis extract and its major compound (ethyl linoleate) against the diamondback moth, Plutella xylostella. Pesticide biochemistry and physiology. 2023 Sep; 195(?):105557. doi: 10.1016/j.pestbp.2023.105557. [PMID: 37666618]
  • Thomas Heymann, Lea M Schmitz, Josefine Lange, Marcus A Glomb. Influence of β-Carotene and Lycopene on Oxidation of Ethyl Linoleate in One- and Disperse-Phased Model Systems. Journal of agricultural and food chemistry. 2020 Mar; 68(9):2747-2756. doi: 10.1021/acs.jafc.9b07862. [PMID: 32028770]
  • Shuang Liang, Xuan-Wei Xu, Xiao-Feng Zhao, Zhi-Guang Hou, Xin-Hong Wang, Zhong-Bin Lu. Two new fatty acids esters were detected in ginseng stems by the application of azoxystrobin and the increasing of antioxidant enzyme activity and ginsenosides content. Pesticide biochemistry and physiology. 2016 Nov; 134(?):63-72. doi: 10.1016/j.pestbp.2016.04.005. [PMID: 27914541]
  • Hyun Jung Koo, Hye Jin Park, Hye Eun Byeon, Jong Hwan Kwak, Sung Hee Um, Soon Tae Kwon, Dong Kwon Rhee, Suhkneung Pyo. Chinese yam extracts containing β-sitosterol and ethyl linoleate protect against atherosclerosis in apolipoprotein E-deficient mice and inhibit muscular expression of VCAM-1 in vitro. Journal of food science. 2014 Apr; 79(4):H719-29. doi: 10.1111/1750-3841.12401. [PMID: 24689699]
  • Lin Lu, Meng Zhang, Yi Wang, Yufeng Zhang, Xiaoping Zhao. [Screening and identifying of hepatoprotective compounds in paeoniae radix rubra]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2012 Mar; 37(5):597-600. doi: 10.4268/cjcmm20120512. [PMID: 22693901]
  • Bokai Lei, Weibin Zha, Yun Wang, Cong Wen, Elaine J Studer, Xuan Wang, Fang Jin, Guangji Wang, Luyong Zhang, Huiping Zhou. Development of a novel self-microemulsifying drug delivery system for reducing HIV protease inhibitor-induced intestinal epithelial barrier dysfunction. Molecular pharmaceutics. 2010 Jun; 7(3):844-53. doi: 10.1021/mp100003r. [PMID: 20349948]
  • Jennifer Peterson, H Lester Kirchner, Wei Xue, Sonia Minnes, Lynn T Singer, Cynthia F Bearer. Fatty acid ethyl esters in meconium are associated with poorer neurodevelopmental outcomes to two years of age. The Journal of pediatrics. 2008 Jun; 152(6):788-92. doi: 10.1016/j.jpeds.2007.11.009. [PMID: 18492517]
  • Dong-Woon Kim, Jin-Sook Kwon, Young-Gyu Kim, Maeng Sup Kim, Gwan-Sun Lee, Tae-Jin Youn, Myeong-Chan Cho. Novel oral formulation of paclitaxel inhibits neointimal hyperplasia in a rat carotid artery injury model. Circulation. 2004 Mar; 109(12):1558-63. doi: 10.1161/01.cir.0000124063.74526.be. [PMID: 15006998]
  • A J Ham, A Ranasinghe, H Koc, J A Swenberg. 4-Hydroxy-2-nonenal and ethyl linoleate form N(2),3-ethenoguanine under peroxidizing conditions. Chemical research in toxicology. 2000 Dec; 13(12):1243-50. doi: 10.1021/tx0001124. [PMID: 11123965]
  • M Laposata, A Kabakibi, M P Walden, J E Cluette-Brown, A A Nanji, M A Refaai, J Werner, A A Nanji. Differences in the fatty acid composition of fatty acid ethyl esters in organs and their secretions. Alcoholism, clinical and experimental research. 2000 Oct; 24(10):1488-91. doi: 10.1111/j.1530-0277.2000.tb04565.x. [PMID: 11045855]
  • T Miyake, T Shibamoto. Simultaneous determination of acrolein, malonaldehyde and 4-hydroxy-2-nonenal produced from lipids oxidized with Fenton's reagent. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 1996 Oct; 34(10):1009-11. doi: 10.1016/s0278-6915(96)00063-4. [PMID: 9012777]
  • A Murakami, S Ohura, Y Nakamura, K Koshimizu, H Ohigashi. 1'-Acetoxychavicol acetate, a superoxide anion generation inhibitor, potently inhibits tumor promotion by 12-O-tetradecanoylphorbol-13-acetate in ICR mouse skin. Oncology. 1996 Sep; 53(5):386-91. doi: 10.1159/000227593. [PMID: 8784473]
  • H Hara, K Miyashita, S Ito, T Kasai. Oxidized ethyl linoleate induces mucosal hypertrophy of the large intestine and affects cecal fermentation of dietary fiber in rats. The Journal of nutrition. 1996 Apr; 126(4):800-6. doi: 10.1093/jn/126.4.800. [PMID: 8613881]
  • B L Hungund, Z Zheng, A I Barkai. Turnover of ethyl-linoleate in rat plasma and its distribution in various organs. Alcoholism, clinical and experimental research. 1995 Apr; 19(2):374-7. doi: 10.1111/j.1530-0277.1995.tb01518.x. [PMID: 7625572]
  • R H Stadler, J Markovic, R J Turesky. In vitro anti- and pro-oxidative effects of natural polyphenols. Biological trace element research. 1995 Jan; 47(1-3):299-305. doi: 10.1007/bf02790130. [PMID: 7779561]
  • T Nishiyama, Y Hagiwara, H Hagiwara, T Shibamoto. Inhibitory effect of 2"-O-glycosyl isovitexin and alpha-tocopherol on genotoxic glyoxal formation in a lipid peroxidation system. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 1994 Nov; 32(11):1047-51. doi: 10.1016/0278-6915(94)90145-7. [PMID: 7959459]
  • D L Luthria, H Sprecher. A comparison of the specific activities of linoleate and arachidonate in liver, heart and kidney phospholipids after feeding rats ethyl linoleate-9,10,12,13-d4. Biochimica et biophysica acta. 1994 Jun; 1213(1):1-4. doi: 10.1016/0005-2760(94)90214-3. [PMID: 8011670]
  • J Pokorný, J Davídek, V Chocholatá, J Pánek, H Bulantová, W Janitz, H Valentová, M Vierecklová. Interactions of oxidized lipids with protein. Part XVI. Interactions of oxidized ethyl linoleate with collagen. Die Nahrung. 1990; 34(2):159-69. doi: 10.1002/food.19900340217. [PMID: 2366856]
  • H S Hansen, B Jensen. The effect of a single oral dose of ethyl linoleate on urinary prostaglandin E2 excretion in essential fatty acid-deficient rats. The Journal of nutrition. 1985 Jan; 115(1):39-44. doi: 10.1093/jn/115.1.39. [PMID: 3855312]
  • R O Recknagel, E A Glende. Spectrophotometric detection of lipid conjugated dienes. Methods in enzymology. 1984; 105(?):331-7. doi: 10.1016/s0076-6879(84)05043-6. [PMID: 6727673]
  • C Jelenko, M L Wheeler, A P Anderson, B D Callaway, J C McKinley. Studies in burns: XIV, Heling in burn wounds treated with Ethyl Linoleate alone or in combination with selected topical antibacterial agents. Annals of surgery. 1975 Nov; 182(5):562-6. doi: 10.1097/00000658-197511000-00005. [PMID: 1190861]
  • K K DATEY, R M BHATT, N M PURANDARE, R D GUPTE. ETHYL LINOLEATE IN EXPERIMENTAL ATHEROGENESIS. The Journal of the Association of Physicians of India. 1965 Feb; 13(?):95-9. doi: ". [PMID: 14263401]
  • E AAES-JORGENSEN, J P FUNCH, H DAM. The role of fat in the diet of rats. 11. Influence of a small amount of ethyl linoleate on degeneration of spermatogenic tissue caused by hydrogenated arachis oil as the sole dietary fat. The British journal of nutrition. 1957; 11(3):298-305. doi: 10.1079/bjn19570047. [PMID: 13460214]