1-methyl-4-imidazoleacetate (BioDeep_00000001380)

 

Secondary id: BioDeep_00001868158

human metabolite Endogenous blood metabolite


代谢物信息卡片


Methylimidazoleacetic acid, hydrochloride

化学式: C6H8N2O2 (140.0586)
中文名称: (1-甲基-1H-咪唑-4-基)-乙酸, 1-甲基咪唑-4-乙酸
谱图信息: 最多检出来源 Homo sapiens(blood) 17.71%

Reviewed

Last reviewed on 2024-09-13.

Cite this Page

1-methyl-4-imidazoleacetate. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/1-methyl-4-imidazoleacetate (retrieved 2024-12-22) (BioDeep RN: BioDeep_00000001380). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: CN1C=C(N=C1)CC(=O)O
InChI: InChI=1S/C6H8N2O2/c1-8-3-5(7-4-8)2-6(9)10/h3-4H,2H2,1H3,(H,9,10)

描述信息

Methylimidazoleacetic acid is the main metabolite of histamine. This end product of histamine catabolism is formed by N-methylation in the imidazole ring to methylhistamine by histamine methyltransferase (EC 2.1.1.8) and a subsequent oxidative deamination in the side chain by type B monoamine oxidase (EC 1.4.3.4). Based on studies, it is known that as much as 70 to 80 percent of the histamine metabolized in the body is excreted in the urine as methylimidazoleacetic acid. Thus, urinary methylimidazoleacetic acid being the major and specific histamine metabolite is a clear marker of any changes in histamine metabolism in the body. The urinary excretion of methylimidazoleacetic acid is considered a reliable indicator of histamine turnover rate in the body. The excretion of methylimidazoleacetic acid is higher in men than in women. However, this gender difference is abolished when corrected for creatinine excretion. A possible explanation is that basal histamine turnover is related to body size. There is no significant difference in methylimidazoleacetic acid excretion between smokers and non-smokers when analyzing absolute values (mg/24 h). When using methylimidazoleacetic acid values corrected for creatinine excretion female smokers have significantly higher methylimidazoleacetic acid excretion compared to nonsmokers (PMID:11411609, 7130180, 10350179, 10202992).
Methylimidazoleacetic acid is the main metabolite of histamine. This end product of histamine catabolism is formed by N-methylation in the imidazole ring to methylhistamine by histamine methyltransferase (EC 2.1.1.8) and a subsequent oxidative deamination in the side chain by type B monoamine oxidase (EC 1.4.3.4). From studies is known that as much as 70 to 80 percent of the histamine metabolized in the body is excreted in the urine as Methylimidazoleacetic acid. Thus, urinary Methylimidazoleacetic acid being the major and specific histamine metabolite is a clear marker of any changes in histamine metabolism in the body. The urinary excretion of methylimidazoleacetic acid is considered a reliable indicator of histamine turnover rate in the body. The excretion of Methylimidazoleacetic acid is higher in men than women however; this gender difference is abolished when corrected for creatinine excretion. A possible explanation is that basal histamine turnover is related to body size. There is no significant difference in Methylimidazoleacetic acid excretion between smokers and non-smokers when analysing absolute values (mg/24 h). When using Methylimidazoleacetic acid values corrected for creatinine excretion female smokers have significantly higher Methylimidazoleacetic acid excretion compared to nonsmokers. (PMID: 11411609, 7130180, 10350179, 10202992) [HMDB]

同义名列表

20 个代谢物同义名

Methylimidazoleacetic acid, hydrochloride; 2-(1-methyl-1H-imidazol-4-yl)acetic acid; 1-Methyl-1H-imidazole-4-acetic acid; N Tau-methylimidazoleacetic acid; 1-Methyl-1H-imidazole-4-acetate; 1-Methyl-4-imidazoleacetic acid; tele-Methylimidazoleacetic acid; 1,4-Methyl-imidazoleacetic acid; 1-Methylimidazole-4-acetic acid; 1,4-Methylimidazoleacetic acid; 1-Methylimidazole-4-acetate; 1,4-Methyl-imidazoleacetate; tele-Methylimidazoleacetate; 1-Methyl-4-imidazoleacetate; 1,4-Methylimidazoleacetate; Methylimidazoleacetic acid; Methylimidazole acetate; Methylimidazoleacetate; MIAA; Methylimidazoleacetic acid



数据库引用编号

14 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

9 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(2)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(7)

PharmGKB(0)

5 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 8 CALCA, FOXK1, GAD2, HDC, HNMT, PPP1R8, PURA, RIDA
Peripheral membrane protein 2 AOC1, GAD2
Mitochondrion membrane 1 MAOA
Nucleus 6 FOXK1, HDC, PPP1R8, PTPRN, PURA, RIDA
cytosol 5 GAD2, HDC, HNMT, MAOA, RIDA
dendrite 2 MAOB, PURA
centrosome 1 HNMT
nucleoplasm 3 FOXK1, HNMT, PPP1R8
Cell membrane 2 AOC1, PTPRN
Lipid-anchor 1 GAD2
Cytoplasmic side 3 GAD2, MAOA, MAOB
Cell projection, axon 1 PTPRN
Golgi apparatus membrane 1 GAD2
Synapse 1 PTPRN
glutamatergic synapse 1 PURA
Golgi apparatus 1 PTPRN
Golgi membrane 2 GAD2, INS
neuronal cell body 5 CALCA, GAD2, MAOB, PTPRN, PURA
postsynapse 1 PURA
presynaptic membrane 1 GAD2
Cytoplasm, cytosol 1 GAD2
Cytoplasmic vesicle, secretory vesicle 2 CHGA, PTPRN
endosome 1 PTPRN
plasma membrane 4 AOC1, GAD2, IGHE, PTPRN
synaptic vesicle membrane 1 GAD2
terminal bouton 1 CALCA
Membrane 3 HDC, MAOA, PTPRN
axon 1 GAD2
extracellular exosome 3 AOC1, HNMT, RIDA
extracellular space 6 AOC1, CALCA, CHGA, GAST, IGHE, INS
perinuclear region of cytoplasm 2 CHGA, GAD2
bicellular tight junction 1 AOC1
mitochondrion 5 MAOA, MAOB, RIDA, TRIT1, TRMU
Single-pass type I membrane protein 2 IGHE, PTPRN
Secreted 4 CALCA, CHGA, GAST, INS
extracellular region 6 AOC1, CALCA, CHGA, GAST, IGHE, INS
Mitochondrion outer membrane 2 MAOA, MAOB
Single-pass membrane protein 1 MAOA
mitochondrial outer membrane 2 MAOA, MAOB
hippocampal mossy fiber to CA3 synapse 1 CALCA
mitochondrial matrix 2 RIDA, TRIT1
Extracellular side 1 AOC1
perikaryon 1 PTPRN
cytoplasmic vesicle 1 GAD2
GABA-ergic synapse 1 GAD2
Peroxisome 2 AOC1, RIDA
secretory granule 2 CHGA, PTPRN
nuclear speck 1 PPP1R8
chromatin 1 FOXK1
IgE immunoglobulin complex 1 IGHE
cell projection 1 GAD2
[Isoform 5]: Cytoplasm 1 TRIT1
Secreted, extracellular space 1 AOC1
[Isoform 1]: Mitochondrion 1 TRIT1
chromosome, telomeric region 1 PURA
spliceosomal complex 1 PPP1R8
[Isoform 2]: Cell membrane 1 IGHE
endosome lumen 1 INS
Cytoplasmic vesicle membrane 1 PTPRN
Presynaptic cell membrane 1 GAD2
[Isoform 3]: Cytoplasm 1 TRIT1
secretory granule lumen 1 INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 1 INS
axon terminus 1 PTPRN
specific granule lumen 1 AOC1
transport vesicle 2 CHGA, INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
mitochondrial envelope 1 MAOB
neuronal dense core vesicle 2 CALCA, CHGA
Single-pass type IV membrane protein 2 MAOA, MAOB
[Isoform 2]: Cytoplasm 1 TRIT1
Cytoplasmic vesicle, secretory vesicle membrane 1 PTPRN
inhibitory synapse 1 GAD2
[Isoform 3]: Cell membrane 1 IGHE
[Isoform 4]: Mitochondrion 1 TRIT1
Cytoplasmic vesicle, secretory vesicle, neuronal dense core vesicle 1 CHGA
[Isoform 1]: Secreted 1 IGHE
IgE B cell receptor complex 1 IGHE
immunoglobulin complex, circulating 1 IGHE
transport vesicle membrane 1 PTPRN
chromaffin granule 1 CHGA
[Serpinin]: Secreted 1 CHGA
clathrin-sculpted gamma-aminobutyric acid transport vesicle membrane 1 GAD2
[ICA512-transmembrane fragment]: Cytoplasmic vesicle, secretory vesicle membrane 1 PTPRN
[ICA512-cleaved cytosolic fragment]: Nucleus 1 PTPRN


文献列表

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