Hexacosanoic acid (BioDeep_00000014275)

 

Secondary id: BioDeep_00000405528, BioDeep_00000628677, BioDeep_00000859847

human metabolite Endogenous blood metabolite


代谢物信息卡片


Hexacosanoate (N-C26:0)

化学式: C26H52O2 (396.3967092)
中文名称: 蜡酸, 虫蜡酸（二十六烷酸）
谱图信息: 最多检出来源 Danio rerio(blood) 80%

分子结构信息

SMILES: C(=O)(CCCCCCCCCCCCCCCCCCCCCCCCC)O
InChI: InChI=1S/C26H52O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26(27)28/h2-25H2,1H3,(H,27,28)

描述信息

Hexacosanoic acid, also known as N-hexacosanoate or c26:0, is a member of the class of compounds known as very long-chain fatty acids. Very long-chain fatty acids are fatty acids with an aliphatic tail that contains at least 22 carbon atoms. Thus, hexacosanoic acid is considered to be a fatty acid lipid molecule. Hexacosanoic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Hexacosanoic acid can be found in a number of food items such as dandelion, potato, cottonseed, and sugar apple, which makes hexacosanoic acid a potential biomarker for the consumption of these food products. Hexacosanoic acid can be found primarily in blood, as well as in human adrenal gland and fibroblasts tissues. Hexacosanoic acid exists in all eukaryotes, ranging from yeast to humans. In humans, hexacosanoic acid is involved in a couple of metabolic pathways, which include adrenoleukodystrophy, x-linked and beta oxidation of very long chain fatty acids. Hexacosanoic acid is also involved in carnitine-acylcarnitine translocase deficiency, which is a metabolic disorder. Moreover, hexacosanoic acid is found to be associated with adrenomyeloneuropathy, peroxisomal biogenesis defect, and adrenoleukodystrophy, neonatal. Hexacosanoic acid is a non-carcinogenic (not listed by IARC) potentially toxic compound. Cerotic acid is also a type of very long chain fatty acid that is often associated with the disease adrenoleukodystrophy, which involves the excessive saturation of unmetabolized fatty acid chains, including cerotic acid, in the peroxisome. [In the chem box it is shown folded only because of lack of space. In fact, it is a straight-chain, saturated fatty acid.] . Treatment options for adrenoleukodystrophy (ALD) are limited. Dietary treatment is with Lorenzos oil. For the childhood cerebral form, stem cell transplant and gene therapy are options if the disease is detected early in the clinical course. Adrenal insufficiency in ALD patients can be successfully treated (T3DB).
Hexacosanoic acid, or cerotic acid, is a 26-carbon long-chain saturated fatty acid with the chemical formula CH3(CH2)24COOH. It is most commonly found in beeswax and carnauba wax, and is a white crystalline solid. Cerotic acid is also a type of very long chain fatty acid that is often associated with the disease adrenoleukodystrophy, which involves the excessive saturation of unmetabolized fatty acid chains, including cerotic acid, in the peroxisome. Hexacosanoic acid, also known as C26:0 or N-hexacosanoate, belongs to the class of organic compounds known as very long-chain fatty acids. These are fatty acids with an aliphatic tail that contains at least 22 carbon atoms. Hexacosanoic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Hexacosanoic acid is a potentially toxic compound.

同义名列表

27 个代谢物同义名

Hexacosanoate (N-C26:0); Hexaeicosanoic acid; N-Hexacosanoic acid; Hexacosaenoic acid; HEXACOSANOIC ACID; CH3-[CH2]24-COOH; Hexacosansaeure; Hexaeicosanoate; N-Hexacosanoate; Hexacosoic acid; Cerotinic acid; Ceratinic acid; Hexacosanoate; Cerotic acid; Cerylic acid; Cerinic acid; Hexacosoate; Ceric acid; Ceratinate; Cerotinate; Cerotate; FA(26:0); Cerylate; Cerinate; N-C26:0; Cerate; C26:0



数据库引用编号

15 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

14 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(2)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(12)

PharmGKB(0)

66 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

  • Xiao Wu, Yangyang Chen, Xinjie Shi, Kaijie Qi, Peng Cao, Xueying Liu, Hao Yin, Shaoling Zhang. Effects of palmitic acid (16:0), hexacosanoic acid (26:0), ethephon and methyl jasmonate on the cuticular wax composition, structure and expression of key gene in the fruits of three pear cultivars. Functional plant biology : FPB. 2020 02; 47(2):156-169. doi: 10.1071/fp19117. [PMID: 31930956]
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  • Adriana Mika, Jaroslaw Kobiela, Aleksandra Czumaj, Michał Chmielewski, Piotr Stepnowski, Tomasz Sledzinski. Hyper-Elongation in Colorectal Cancer Tissue - Cerotic Acid is a Potential Novel Serum Metabolic Marker of Colorectal Malignancies. Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology. 2017; 41(2):722-730. doi: 10.1159/000458431. [PMID: 28214830]
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  • A Zarrouk, M Hammami, T Moreau, G Lizard. Accumulation of 24S-hydroxycholesterol in neuronal SK-N-BE cells treated with hexacosanoic acid (C26:0): argument in favor of 24S-hydroxycholesterol as a potential biomarker of neurolipotoxicity. Revue neurologique. 2015 Feb; 171(2):125-9. doi: 10.1016/j.neurol.2014.10.016. [PMID: 25577946]
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