FAHFA(16:0/9-O-18:0) (BioDeep_00000104489)

   

human metabolite Endogenous


代谢物信息卡片


9-​[(1-​oxohexadecyl)​oxy]​-octadecanoic acid

化学式: C34H66O4 (538.4960836)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CCCCCCCCCCCCCCCC(=O)OC(CCCCCCCCC)CCCCCCCC(=O)O
InChI: InChI=1S/C34H66O4/c1-3-5-7-9-11-12-13-14-15-16-18-23-27-31-34(37)38-32(28-24-20-17-10-8-6-4-2)29-25-21-19-22-26-30-33(35)36/h32H,3-31H2,1-2H3,(H,35,36)

描述信息

Branched fatty acid esters of hydroxy fatty acids (FAHFAs) are endogenous lipids found in adipose tissue and serum that correlate with insulin sensitivity and are reduced in insulin-resistant humans. Structurally, they are characterized by a branched ester linkage between a fatty acid and a hydroxy-fatty acid. Different positions of the branched ester on the hydroxy fatty acid results in different isomers. FAHFA(16:0/9-O-18:0), in particular, is formed from the condensation of the carboxy group of palmitic acid with the hydroxy group of 9-hydroxyoctadecanoic acid. It is alternatively named 9-PAHSA since it is the 9-hydroxy isomer of the PAHSA (palmitic acid-hydroxystearic acid) family.↵↵↵

同义名列表

12 个代谢物同义名

9-​[(1-​oxohexadecyl)​oxy]​-octadecanoic acid; 9-Palmitic acid hydroxy stearic acid; 9-(hexadecanoyloxy)octadecanoic acid; Palmitic-acid-9-hydroxy-stearic acid; Palmitic acid-9-hydroxystearic acid; 9-(Palmitoyloxy)octadecanoic acid; 9-(Palmitoyloxy)octadecanoate; 9-(Palmitoyloxy)stearic acid; Palmitate-9-hydroxystearate; 9-(Palmitoyloxy)stearate; FAHFA(16:0/9-O-18:0); 9-PAHSA



数据库引用编号

5 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

  • Maroula G Kokotou, Alexandros C Kokotos, Dimitrios Gkikas, Olga G Mountanea, Christiana Mantzourani, Abdulaziz Almutairi, Xiaoyong Lei, Sasanka Ramanadham, Panagiotis K Politis, George Kokotos. Saturated Hydroxy Fatty Acids Exhibit a Cell Growth Inhibitory Activity and Suppress the Cytokine-Induced β-Cell Apoptosis. Journal of medicinal chemistry. 2020 11; 63(21):12666-12681. doi: 10.1021/acs.jmedchem.0c00844. [PMID: 33124824]
  • Veronika Paluchova, Marina Oseeva, Marie Brezinova, Tomas Cajka, Kristina Bardova, Katerina Adamcova, Petr Zacek, Kristyna Brejchova, Laurence Balas, Hana Chodounska, Eva Kudova, Renate Schreiber, Rudolf Zechner, Thierry Durand, Martin Rossmeisl, Nada A Abumrad, Jan Kopecky, Ondrej Kuda. Lipokine 5-PAHSA Is Regulated by Adipose Triglyceride Lipase and Primes Adipocytes for De Novo Lipogenesis in Mice. Diabetes. 2020 03; 69(3):300-312. doi: 10.2337/db19-0494. [PMID: 31806624]
  • Yan-Mei Wang, Hong-Xia Liu, Ning-Yuan Fang. 9-PAHSA promotes browning of white fat via activating G-protein-coupled receptor 120 and inhibiting lipopolysaccharide / NF-kappa B pathway. Biochemical and biophysical research communications. 2018 11; 506(1):153-160. doi: 10.1016/j.bbrc.2018.09.050. [PMID: 30340828]
  • Ismail Syed, Jennifer Lee, Pedro M Moraes-Vieira, Cynthia J Donaldson, Alexandra Sontheimer, Pratik Aryal, Kerry Wellenstein, Matthew J Kolar, Andrew T Nelson, Dionicio Siegel, Jacek Mokrosinski, I Sadaf Farooqi, Juan Juan Zhao, Mark M Yore, Odile D Peroni, Alan Saghatelian, Barbara B Kahn. Palmitic Acid Hydroxystearic Acids Activate GPR40, Which Is Involved in Their Beneficial Effects on Glucose Homeostasis. Cell metabolism. 2018 02; 27(2):419-427.e4. doi: 10.1016/j.cmet.2018.01.001. [PMID: 29414687]