Lignoceric acid (C24) (BioDeep_00000002668)

 

Secondary id: BioDeep_00000400368, BioDeep_00000859848

natural product human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite BioNovoGene_Lab2019


代谢物信息卡片


Tetracosanoic acid

化学式: C24H48O2 (368.3654)
中文名称: 木蜡酸, 二十四烷酸, 木焦油酸
谱图信息: 最多检出来源 Homo sapiens(feces) 16.54%

Reviewed

Last reviewed on 2024-09-13.

Cite this Page

Lignoceric acid (C24). BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/lignoceric_acid_(c24) (retrieved 2024-12-23) (BioDeep RN: BioDeep_00000002668). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: C(=O)(O)CCCCCCCCCCCCCCCCCCCCCCC
InChI: InChI=1S/C24H48O2/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/h2-23H2,1H3,(H,25,26)

描述信息

Lignoceric acid, also known as N-tetracosanoic acid or tetraeicosanoate, 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, lignoceric acid is considered to be a fatty acid lipid molecule. Lignoceric acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Lignoceric acid can be found in a number of food items such as hazelnut, cheese, rye bread, and cetacea (dolphin, porpoise, whale), which makes lignoceric acid a potential biomarker for the consumption of these food products. Lignoceric acid can be found primarily in blood and feces, as well as in human fibroblasts tissue. Lignoceric acid exists in all eukaryotes, ranging from yeast to humans. In humans, lignoceric acid is involved in a couple of metabolic pathways, which include adrenoleukodystrophy, x-linked and beta oxidation of very long chain fatty acids. Lignoceric acid is also involved in carnitine-acylcarnitine translocase deficiency, which is a metabolic disorder. Lignoceric acid, or tetracosanoic acid, is the saturated fatty acid with formula C23H47COOH. It is found in wood tar, various cerebrosides, and in small amounts in most natural fats. The fatty acids of peanut oil contain small amounts of lignoceric acid (1.1\\\\% – 2.2\\\\%). This fatty acid is also a byproduct of lignin production .
Tetracosanoic acid is a C24 straight-chain saturated fatty acid. It has a role as a volatile oil component, a plant metabolite, a human metabolite and a Daphnia tenebrosa metabolite. It is a very long-chain fatty acid and a straight-chain saturated fatty acid. It is a conjugate acid of a tetracosanoate. Tetracosanoic acid, also known as N-tetracosanoate or lignoceric acid, 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. Tetracosanoic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Tetracosanoic acid is a potentially toxic compound.
Acquisition and generation of the data is financially supported in part by CREST/JST.
Lignoceric acid (Tetracosanoic acid) is a 24-carbon saturated (24:0) fatty acid, which is synthesized in the developing brain. Lignoceric acid is also a by-product of lignin production. Lignoceric acid can be used for Zellweger cerebro‐hepato‐renal syndrome and adrenoleukodystrophy research[1][2].
Lignoceric acid (Tetracosanoic acid) is a 24-carbon saturated (24:0) fatty acid, which is synthesized in the developing brain. Lignoceric acid is also a by-product of lignin production. Lignoceric acid can be used for Zellweger cerebro‐hepato‐renal syndrome and adrenoleukodystrophy research[1][2].

同义名列表

28 个代谢物同义名

Tetracosanoic acid, potassium salt (1:1); Lignoceric acid, silver (1+) salt; Lignoceric acid, potassium salt; Lignoceric acid, sodium salt; Potassium tetracosanoate; N-Tetracosanoic acid; Tetraeicosanoic acid; Tetraicosanoic acid; Tetracosanoic acid; Tetracosanic acid; Tetracosoic acid; N-Tetracosanoate; Tetracosansaeure; CH3-[CH2]22-COOH; Tetraeicosanoate; Lignozerinsaeure; Lignoceric acid; Tetraicosanoate; tetracosanoate; Carnaubic acid; Tetracosanate; Tetracosoate; Lignocerate; FA(24:0); FA 24:0; C24:0; Lignoceric Acid; Tetracosanoic acid



数据库引用编号

25 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)

408 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
Cytoplasm 6 ABCD1, ACSBG1, CAT, FASN, PPARG, SLC27A1
Peripheral membrane protein 1 SLC27A2
Endoplasmic reticulum membrane 9 ABCD1, ELOVL1, ELOVL6, HSP90B1, SCD, SLC27A1, SLC27A2, SLC27A4, SPTLC3
Mitochondrion membrane 1 ABCD1
Nucleus 2 HSP90B1, PPARG
cytosol 10 ABCD1, ABCD3, ACOX1, ACSBG1, CAT, FASN, HSP90B1, PPARG, SLC27A2, STX1A
mitochondrial membrane 1 ABCD1
nucleoplasm 1 PPARG
RNA polymerase II transcription regulator complex 1 PPARG
Cell membrane 5 ACSBG1, SLC27A1, SLC27A2, STX1A, TNF
lamellipodium 1 STX2
Multi-pass membrane protein 7 ABCD1, ABCD3, ELOVL1, ELOVL6, SCD, SLC27A2, SLC27A4
cell surface 1 TNF
Golgi apparatus 1 FASN
Golgi membrane 1 INS
lysosomal membrane 1 ABCD1
neuronal cell body 1 TNF
smooth endoplasmic reticulum 1 HSP90B1
synaptic vesicle 2 STX1A, STX2
plasma membrane 8 ACSBG1, FASN, SLC27A1, SLC27A2, SLC27A4, STX1A, STX2, TNF
synaptic vesicle membrane 1 STX1A
Membrane 13 ABCD1, ABCD3, ACOX1, CAT, ELOVL1, FASN, HSP90B1, SCD, SLC27A1, SLC27A2, SLC27A4, SPTLC3, STX2
axon 1 STX1A
basolateral plasma membrane 1 STX2
extracellular exosome 5 CAT, FASN, HPR, HSP90B1, SLC27A2
Lysosome membrane 1 ABCD1
endoplasmic reticulum 7 ACSBG1, ELOVL1, ELOVL6, HSP90B1, SCD, SLC27A1, SLC27A4
extracellular space 4 HPR, INS, STX2, TNF
perinuclear region of cytoplasm 3 ABCD1, HSP90B1, PPARG
mitochondrion 2 ABCD3, CAT
protein-containing complex 3 CAT, HSP90B1, STX2
intracellular membrane-bounded organelle 4 ABCD3, CAT, PPARG, STX2
Secreted 2 HPR, INS
extracellular region 6 CAT, HPR, HSP90B1, INS, STX1A, TNF
Single-pass membrane protein 2 SLC27A1, SPTLC3
[Isoform 2]: Secreted 1 STX1A
mitochondrial matrix 1 CAT
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle membrane 1 STX1A
nuclear membrane 1 STX1A
external side of plasma membrane 1 TNF
cytoplasmic vesicle 1 ACSBG1
nucleolus 1 SCD
midbody 1 HSP90B1
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
presynaptic active zone membrane 2 STX1A, STX2
Membrane raft 1 TNF
focal adhesion 2 CAT, HSP90B1
Peroxisome 4 ABCD1, ABCD3, ACOX1, CAT
Peroxisome matrix 1 CAT
peroxisomal matrix 3 ABCD3, ACOX1, CAT
peroxisomal membrane 5 ABCD1, ABCD3, ACOX1, CAT, SLC27A2
collagen-containing extracellular matrix 1 HSP90B1
receptor complex 1 PPARG
neuron projection 1 STX1A
chromatin 1 PPARG
phagocytic cup 1 TNF
brush border membrane 1 SLC27A4
blood microparticle 1 HPR
Endomembrane system 3 SLC27A1, STX1A, STX2
endosome lumen 1 INS
microvillus 1 SLC27A4
specific granule membrane 1 SLC27A2
Melanosome 2 FASN, HSP90B1
sperm plasma membrane 1 HSP90B1
Peroxisome membrane 3 ABCD1, ABCD3, SLC27A2
basal plasma membrane 1 SLC27A1
SNARE complex 2 STX1A, STX2
Microsome 2 ACSBG1, SLC27A2
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 2 CAT, INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 3 HSP90B1, INS, SLC27A2
transport vesicle 1 INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
Single-pass type IV membrane protein 1 STX1A
Sarcoplasmic reticulum lumen 1 HSP90B1
Synapse, synaptosome 1 STX1A
serine palmitoyltransferase complex 1 SPTLC3
spherical high-density lipoprotein particle 1 HPR
endocytic vesicle lumen 1 HSP90B1
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
catalase complex 1 CAT
endoplasmic reticulum chaperone complex 1 HSP90B1
glycogen granule 1 FASN
synaptobrevin 2-SNAP-25-syntaxin-1a complex 1 STX1A
fatty acid elongase complex 1 ELOVL6
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Yudai Yamashita, Takayuki Narita, Yushi Oishi. Non-Equilibrium Phase-Separated State of(Palmitic Acid/Lignoceric Acid) Mixed Monolayer. Journal of oleo science. 2020 Jun; 69(6):569-572. doi: 10.5650/jos.ess20038. [PMID: 32404553]
  • Danni Li, Jeffrey R Misialek, Ma Jing, Michael Y Tsai, John H Eckfeldt, Lyn M Steffen, David Knopman, Lisa Wruck, Rebecca Gottesman, Tom H Mosley, A Richey Sharrett, Alvaro Alonso. Plasma phospholipid very-long-chain SFAs in midlife and 20-year cognitive change in the Atherosclerosis Risk in Communities (ARIC): a cohort study. The American journal of clinical nutrition. 2020 06; 111(6):1252-1258. doi: 10.1093/ajcn/nqaa048. [PMID: 32320012]
  • Anna Petroni, Rita Paroni, Anna Maria Aloisi, Milena Blasevich, Nabil Haman, Dimitrios Fessas. Thermogenic flux induced by lignoceric acid in peroxisomes isolated from HepG2 cells and from X-adrenoleukodystrophy and control fibroblasts. Journal of cellular physiology. 2019 08; 234(10):18344-18348. doi: 10.1002/jcp.28467. [PMID: 30932193]
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  • Maryem Bezine, Sonia Maatoug, Rym Ben Khalifa, Meryam Debbabi, Amira Zarrouk, Yuqin Wang, William J Griffiths, Thomas Nury, Mohammad Samadi, Anne Vejux, Jérôme de Sèze, Thibault Moreau, Riadh Kharrat, Mohamed El Ayeb, Gérard Lizard. Modulation of Kv3.1b potassium channel level and intracellular potassium concentration in 158N murine oligodendrocytes and BV-2 murine microglial cells treated with 7-ketocholesterol, 24S-hydroxycholesterol or tetracosanoic acid (C24:0). Biochimie. 2018 Oct; 153(?):56-69. doi: 10.1016/j.biochi.2018.02.008. [PMID: 29462682]
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