Margaric acid (BioDeep_00000400549)

Main id: BioDeep_00000018500

 

PANOMIX_OTCML-2023 BioNovoGene_Lab2019


代谢物信息卡片


HEPTADECANOIC ACID

化学式: C17H34O2 (270.2558664)
中文名称: 十七碳酸, 十七碳酸, 十七烷酸, 十七烷酸, 十七碳酸, 十七碳酸, 十七碳酸, 十七碳酸, 十七烷酸, 十七烷酸, 十七烷酸, 十七烷酸, 十七烷酸, 十七烷酸, 十七烷酸, 十七烷酸
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CCCCCCCCCCCCCCCCC(=O)O
InChI: InChI=1S/C17H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17(18)19/h2-16H2,1H3,(H,18,19)

描述信息

A C17 saturated fatty acid and trace component of fats in ruminants.
Heptadecanoic acid is an odd chain saturated fatty acid (OCS-FA). Heptadecanoic acid is associated with several diseases, including the incidence of coronary heart disease, prediabetes and type 2 diabetes as well as multiple sclerosis[1].
Heptadecanoic acid is an odd chain saturated fatty acid (OCS-FA). Heptadecanoic acid is associated with several diseases, including the incidence of coronary heart disease, prediabetes and type 2 diabetes as well as multiple sclerosis[1].

同义名列表

3 个代谢物同义名

HEPTADECANOIC ACID; Margaric acid; Heptadecylic acid



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(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)

103 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

  • Christopher A Bishop, Tina Machate, Janin Henkel, Matthias B Schulze, Susanne Klaus, Karolin Piepelow. Heptadecanoic Acid Is Not a Key Mediator in the Prevention of Diet-Induced Hepatic Steatosis and Insulin Resistance in Mice. Nutrients. 2023 Apr; 15(9):. doi: 10.3390/nu15092052. [PMID: 37432205]
  • Youssef Khalil, Sara Carrino, Fujun Lin, Anna Ferlin, Heena V Lad, Francesca Mazzacuva, Sara Falcone, Natalie Rivers, Gareth Banks, Danilo Concas, Carlos Aguilar, Andrew R Haynes, Andy Blease, Thomas Nicol, Raya Al-Shawi, Wendy Heywood, Paul Potter, Kevin Mills, Daniel P Gale, Peter T Clayton. Tissue Proteome of 2-Hydroxyacyl-CoA Lyase Deficient Mice Reveals Peroxisome Proliferation and Activation of ω-Oxidation. International journal of molecular sciences. 2022 Jan; 23(2):. doi: 10.3390/ijms23020987. [PMID: 35055171]
  • Xiao Gai, Peng Qian, Benqiong Guo, Yixin Zheng, Zhihao Fu, Decai Yang, Chunmei Zhu, Yang Cao, Jingbin Niu, Jianghong Ling, Jin Zhao, Hailian Shi, Guoping Liu. Heptadecanoic acid and pentadecanoic acid crosstalk with fecal-derived gut microbiota are potential non-invasive biomarkers for chronic atrophic gastritis. Frontiers in cellular and infection microbiology. 2022; 12(?):1064737. doi: 10.3389/fcimb.2022.1064737. [PMID: 36699724]
  • Kathy Trieu, Saiuj Bhat, Zhaoli Dai, Karin Leander, Bruna Gigante, Frank Qian, Andres V Ardisson Korat, Qi Sun, Xiong-Fei Pan, Federica Laguzzi, Tommy Cederholm, Ulf de Faire, Mai-Lis Hellénius, Jason H Y Wu, Ulf Risérus, Matti Marklund. Biomarkers of dairy fat intake, incident cardiovascular disease, and all-cause mortality: A cohort study, systematic review, and meta-analysis. PLoS medicine. 2021 09; 18(9):e1003763. doi: 10.1371/journal.pmed.1003763. [PMID: 34547017]
  • Mary Catherine Sawh, Martina Wallace, Emma Shapiro, Nidhi P Goyal, Kimberly P Newton, Elizabeth L Yu, Craig Bross, Janis Durelle, Cynthia Knott, Jon A Gangoiti, Bruce A Barshop, Jivani M Gengatharan, Noah Meurs, Alexandra Schlein, Michael S Middleton, Claude B Sirlin, Christian M Metallo, Jeffrey B Schwimmer. Dairy Fat Intake, Plasma Pentadecanoic Acid, and Plasma Iso-heptadecanoic Acid Are Inversely Associated With Liver Fat in Children. Journal of pediatric gastroenterology and nutrition. 2021 04; 72(4):e90-e96. doi: 10.1097/mpg.0000000000003040. [PMID: 33399331]
  • Linda E T Vissers, Sabita S Soedamah-Muthu, Yvonne T van der Schouw, Nicolaas P A Zuithoff, Johanna M Geleijnse, Ivonne Sluijs. Consumption of a diet high in dairy leads to higher 15:0 in cholesteryl esters of healthy people when compared to diets high in meat and grain. Nutrition, metabolism, and cardiovascular diseases : NMCD. 2020 05; 30(5):804-809. doi: 10.1016/j.numecd.2020.01.006. [PMID: 32139254]
  • Chuanhui Xu, Chuanshang Cheng, Xiu Zhang, Jian Peng. Inclusion of Soluble Fiber in the Gestation Diet Changes the Gut Microbiota, Affects Plasma Propionate and Odd-Chain Fatty Acids Levels, and Improves Insulin Sensitivity in Sows. International journal of molecular sciences. 2020 Jan; 21(2):. doi: 10.3390/ijms21020635. [PMID: 31963640]
  • M Slim, C Ha, C A Vanstone, S N Morin, E Rahme, H A Weiler. Evaluation of plasma and erythrocyte fatty acids C15:0, t-C16:1n-7 and C17:0 as biomarkers of dairy fat consumption in adolescents. Prostaglandins, leukotrienes, and essential fatty acids. 2019 10; 149(?):24-29. doi: 10.1016/j.plefa.2019.07.007. [PMID: 31421524]
  • Luis O Romero, Andrew E Massey, Alejandro D Mata-Daboin, Francisco J Sierra-Valdez, Subhash C Chauhan, Julio F Cordero-Morales, Valeria Vásquez. Dietary fatty acids fine-tune Piezo1 mechanical response. Nature communications. 2019 03; 10(1):1200. doi: 10.1038/s41467-019-09055-7. [PMID: 30867417]
  • Fumiaki Imamura, Amanda Fretts, Matti Marklund, Andres V Ardisson Korat, Wei-Sin Yang, Maria Lankinen, Waqas Qureshi, Catherine Helmer, Tzu-An Chen, Kerry Wong, Julie K Bassett, Rachel Murphy, Nathan Tintle, Chaoyu Ian Yu, Ingeborg A Brouwer, Kuo-Liong Chien, Alexis C Frazier-Wood, Liana C Del Gobbo, Luc Djoussé, Johanna M Geleijnse, Graham G Giles, Janette de Goede, Vilmundur Gudnason, William S Harris, Allison Hodge, Frank Hu, Albert Koulman, Markku Laakso, Lars Lind, Hung-Ju Lin, Barbara McKnight, Kalina Rajaobelina, Ulf Risérus, Jennifer G Robinson, Cécilia Samieri, David S Siscovick, Sabita S Soedamah-Muthu, Nona Sotoodehnia, Qi Sun, Michael Y Tsai, Matti Uusitupa, Lynne E Wagenknecht, Nick J Wareham, Jason Hy Wu, Renata Micha, Nita G Forouhi, Rozenn N Lemaitre, Dariush Mozaffarian. Fatty acid biomarkers of dairy fat consumption and incidence of type 2 diabetes: A pooled analysis of prospective cohort studies. PLoS medicine. 2018 10; 15(10):e1002670. doi: 10.1371/journal.pmed.1002670. [PMID: 30303968]
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  • Dorottya Nagy-Szakal, Dinesh K Barupal, Bohyun Lee, Xiaoyu Che, Brent L Williams, Ellie J R Kahn, Joy E Ukaigwe, Lucinda Bateman, Nancy G Klimas, Anthony L Komaroff, Susan Levine, Jose G Montoya, Daniel L Peterson, Bruce Levin, Mady Hornig, Oliver Fiehn, W Ian Lipkin. Insights into myalgic encephalomyelitis/chronic fatigue syndrome phenotypes through comprehensive metabolomics. Scientific reports. 2018 07; 8(1):10056. doi: 10.1038/s41598-018-28477-9. [PMID: 29968805]
  • Kayo Kurotani, Palitha Karunapema, Kapila Jayaratne, Masao Sato, Takuya Hayashi, Hiroshi Kajio, Shoji Fukuda, Hisao Hara, Osamu Okazaki, Achala Upendra Jayatilleke, Daisuke Nonaka, Mitsuhiko Noda, Tetsuya Mizoue. Circulating odd-chain saturated fatty acids were associated with arteriosclerosis among patients with diabetes, dyslipidemia, or hypertension in Sri Lanka but not Japan. Nutrition research (New York, N.Y.). 2018 02; 50(?):82-93. doi: 10.1016/j.nutres.2017.12.004. [PMID: 29540275]
  • Benjamin Jenkins, Evelyn de Schryver, Paul P. Van Veldhoven, Albert Koulman. Peroxisomal 2-Hydroxyacyl-CoA Lyase Is Involved in Endogenous Biosynthesis of Heptadecanoic Acid. Molecules (Basel, Switzerland). 2017 10; 22(10):. doi: 10.3390/molecules22101718. [PMID: 29027957]
  • Karolin Weitkunat, Sara Schumann, Daniela Nickel, Silke Hornemann, Klaus J Petzke, Matthias B Schulze, Andreas Fh Pfeiffer, Susanne Klaus. Odd-chain fatty acids as a biomarker for dietary fiber intake: a novel pathway for endogenous production from propionate. The American journal of clinical nutrition. 2017 06; 105(6):1544-1551. doi: 10.3945/ajcn.117.152702. [PMID: 28424190]
  • Lei Yin, Kevin Shengyang Yu, Kun Lu, Xiaozhong Yu. Benzyl butyl phthalate promotes adipogenesis in 3T3-L1 preadipocytes: A High Content Cellomics and metabolomic analysis. Toxicology in vitro : an international journal published in association with BIBRA. 2016 Apr; 32(?):297-309. doi: 10.1016/j.tiv.2016.01.010. [PMID: 26820058]
  • Benjamin Jenkins, James A West, Albert Koulman. A review of odd-chain fatty acid metabolism and the role of pentadecanoic Acid (c15:0) and heptadecanoic Acid (c17:0) in health and disease. Molecules (Basel, Switzerland). 2015 Jan; 20(2):2425-44. doi: 10.3390/molecules20022425. [PMID: 25647578]
  • Stephanie K Venn-Watson, Celeste Parry, Mark Baird, Sacha Stevenson, Kevin Carlin, Risa Daniels, Cynthia R Smith, Richard Jones, Randall S Wells, Sam Ridgway, Eric D Jensen. Increased Dietary Intake of Saturated Fatty Acid Heptadecanoic Acid (C17:0) Associated with Decreasing Ferritin and Alleviated Metabolic Syndrome in Dolphins. PloS one. 2015; 10(7):e0132117. doi: 10.1371/journal.pone.0132117. [PMID: 26200116]
  • Mohammad Y Yakoob, Peilin Shi, Frank B Hu, Hannia Campos, Kathryn M Rexrode, E John Orav, Walter C Willett, Dariush Mozaffarian. Circulating biomarkers of dairy fat and risk of incident stroke in U.S. men and women in 2 large prospective cohorts. The American journal of clinical nutrition. 2014 Dec; 100(6):1437-47. doi: 10.3945/ajcn.114.083097. [PMID: 25411278]
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  • Mario Kratz, Santica Marcovina, James E Nelson, Matthew M Yeh, Kris V Kowdley, Holly S Callahan, Xiaoling Song, Chongzhi Di, Kristina M Utzschneider. Dairy fat intake is associated with glucose tolerance, hepatic and systemic insulin sensitivity, and liver fat but not β-cell function in humans. The American journal of clinical nutrition. 2014 Jun; 99(6):1385-96. doi: 10.3945/ajcn.113.075457. [PMID: 24740208]
  • Yekun Yang, Enming Miao, Yongqin Geng, Yuling Wei, Jicang Xu, Xuemei Li, Zhongtao Ding, Jun Zhou. [Pyrolysis of the Lysimachia foenum-graecum Hance extract by online pyrolysis-gas chromatography-mass spectrometry]. Se pu = Chinese journal of chromatography. 2014 May; 32(5):547-52. doi: 10.3724/sp.j.1123.2013.11049. [PMID: 25185319]
  • Virginia A Stallings, John T Mondick, Joan I Schall, Jeffrey S Barrett, Martha Wilson, Maria R Mascarenhas. Diagnosing malabsorption with systemic lipid profiling: pharmacokinetics of pentadecanoic acid and triheptadecanoic acid following oral administration in healthy subjects and subjects with cystic fibrosis. International journal of clinical pharmacology and therapeutics. 2013 Apr; 51(4):263-73. doi: 10.5414/cp201793. [PMID: 23357842]
  • Rokayya Sami, Jiang Lianzhou, Li Yang, Ying Ma, Jing Jing. Evaluation of fatty acid and amino acid compositions in okra (Abelmoschus esculentus) grown in different geographical locations. BioMed research international. 2013; 2013(?):574283. doi: 10.1155/2013/574283. [PMID: 24171167]
  • Hua Liang Liu, Zhi Jie Yin, Li Xiao, Yi Nong Xu, Le Qing Qu. Identification and evaluation of ω-3 fatty acid desaturase genes for hyperfortifying α-linolenic acid in transgenic rice seed. Journal of experimental botany. 2012 May; 63(8):3279-87. doi: 10.1093/jxb/ers051. [PMID: 22378946]
  • Edgar Weigand, Christine Boesch-Saadatmandi. Interaction between marginal zinc and high fat supply on lipid metabolism and growth of weanling rats. Lipids. 2012 Mar; 47(3):291-302. doi: 10.1007/s11745-011-3629-y. [PMID: 22127571]
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  • David C Nieman, Nicholas D Gillitt, Dru A Henson, Wei Sha, R Andrew Shanely, Amy M Knab, Lynn Cialdella-Kam, Fuxia Jin. Bananas as an energy source during exercise: a metabolomics approach. PloS one. 2012; 7(5):e37479. doi: 10.1371/journal.pone.0037479. [PMID: 22616015]
  • Simon J Evans, Alan R Prossin, Gloria J Harrington, Masoud Kamali, Vicki L Ellingrod, Charles F Burant, Melvin G McInnis. Fats and factors: lipid profiles associate with personality factors and suicidal history in bipolar subjects. PloS one. 2012; 7(1):e29297. doi: 10.1371/journal.pone.0029297. [PMID: 22253709]
  • Katharina Effenberger-Neidnicht, Sandra Breyer, Katharina Mahal, Florenz Sasse, Rainer Schobert. Modification of uptake and subcellular distribution of doxorubicin by N-acylhydrazone residues as visualised by intrinsic fluorescence. Cancer chemotherapy and pharmacology. 2012 Jan; 69(1):85-90. doi: 10.1007/s00280-011-1675-z. [PMID: 21607555]
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