Imidazole-4-acetaldehyde (BioDeep_00000005725)
Secondary id: BioDeep_00001869258
human metabolite Endogenous
代谢物信息卡片
化学式: C5H6N2O (110.048)
中文名称: (1H-咪唑-4-基)-乙醛
谱图信息:
最多检出来源 Homo sapiens(blood) 13.19%
分子结构信息
SMILES: C(C=O)c1c[nH]cn1
InChI: InChI=1S/C5H6N2O/c8-2-1-5-3-6-4-7-5/h2-4H,1H2,(H,6,7)
描述信息
Imidazole-4-acetaldehyde is a naturally occurring aldehyde metabolite of histamine formed by the action of histaminase (E.C. 1.4.3.6), and can be synthesized by oxidation of histidine. Aldehyde dehydrogenase (EC 1.2.1.3) is the only enzyme in the human liver capable of catalyzing dehydrogenation of aldehydes arising via monoamine, diamine, and plasma amine oxidases. NAD-linked dehydrogenation of short chain aliphatic aldehydes has been found in virtually every organ of the mammalian body. Imidazole-4-acetaldehyde is a good substrate for all aldehyde dehydrogenase isozymes. Experimentally, the prebiotic formation of histidine has been accomplished by the reaction of erythrose with formamidine followed by a Strecker synthesis. Imidazole-4-acetaldehyde could have been converted to histidine on the primitive earth by a Strecker synthesis, and several prebiotic reactions could convert imidazole-4-glycol and imidazole-4-ethanol to imidazole-4-acetaldehyde. (PMID: 2071588, 2957640, 11536478).
Imidazole-4-acetaldehyde is a member of the class of compounds known as imidazoles. Imidazoles are compounds containing an imidazole ring, which is an aromatic five-member ring with two nitrogen atoms at positions 1 and 3, and three carbon atoms. Imidazole-4-acetaldehyde is soluble (in water) and a very weakly acidic compound (based on its pKa). Imidazole-4-acetaldehyde can be found in a number of food items such as wild celery, alaska wild rhubarb, orange bell pepper, and common beet, which makes imidazole-4-acetaldehyde a potential biomarker for the consumption of these food products. In humans, imidazole-4-acetaldehyde is involved in the histidine metabolism. Imidazole-4-acetaldehyde is also involved in histidinemia, which is a metabolic disorder.
COVID info from COVID-19 Disease Map
Corona-virus
Coronavirus
SARS-CoV-2
COVID-19
SARS-CoV
COVID19
SARS2
SARS
同义名列表
数据库引用编号
14 个数据库交叉引用编号
- ChEBI: CHEBI:27398
- KEGG: C05130
- PubChem: 150841
- HMDB: HMDB0003905
- Metlin: METLIN58184
- foodb: FDB030915
- chemspider: 132948
- CAS: 645-14-7
- PMhub: MS000018578
- PubChem: 7550
- 3DMET: B00754
- NIKKAJI: J417.577H
- RefMet: Imidazole-4-acetaldehyde
- KNApSAcK: 27398
分类词条
相关代谢途径
PlantCyc(0)
代谢反应
43 个相关的代谢反应过程信息。
Reactome(30)
- Metabolism:
2MACA-CoA + CoA ⟶ Ac-CoA + PROP-CoA
- Biological oxidations:
H+ + Oxygen + TPNH + aflatoxin B1 ⟶ AFXBO + H2O + TPN
- Phase I - Functionalization of compounds:
H+ + Oxygen + TPNH + aflatoxin B1 ⟶ AFXBO + H2O + TPN
- Metabolism:
2MACA-CoA + CoA ⟶ Ac-CoA + PROP-CoA
- Biological oxidations:
H+ + Oxygen + TPNH + aflatoxin B1 ⟶ AFXBO + H2O + TPN
- Phase I - Functionalization of compounds:
H+ + Oxygen + TPNH + aflatoxin B1 ⟶ AFXBO + H2O + TPN
- Biological oxidations:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN
- Phase I - Functionalization of compounds:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN
- Metabolism:
ATP + PROP-CoA + carbon dioxide ⟶ ADP + MEMA-CoA + Pi
- Biological oxidations:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN
- Phase I - Functionalization of compounds:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN
- Metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Biological oxidations:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN
- Phase I - Functionalization of compounds:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN
- Metabolism:
3alpha,7alpha,12alpha-trihydroxy-5beta-cholest-24-one-CoA + CoA-SH ⟶ choloyl-CoA + propionyl CoA
- Biological oxidations:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN
- Phase I - Functionalization of compounds:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN
- Metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Biological oxidations:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN
- Phase I - Functionalization of compounds:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN
- Metabolism:
2MACA-CoA + CoA ⟶ Ac-CoA + PROP-CoA
- Biological oxidations:
H+ + Oxygen + TPNH + progesterone ⟶ 11DCORST + H2O + TPN
- Phase I - Functionalization of compounds:
H+ + Oxygen + TPNH + progesterone ⟶ 11DCORST + H2O + TPN
- Metabolism:
3alpha,7alpha,12alpha-trihydroxy-5beta-cholest-24-one-CoA + CoA-SH ⟶ choloyl-CoA + propionyl CoA
- Biological oxidations:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN
- Phase I - Functionalization of compounds:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN
- Metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Biological oxidations:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN
- Phase I - Functionalization of compounds:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN
- Metabolism:
2MACA-CoA + CoA ⟶ Ac-CoA + PROP-CoA
BioCyc(3)
- histamine degradation:
H2O + O2 + histamine ⟶ ammonium + hydrogen peroxide + imidazole acetaldehyde
- histamine degradation:
SAM + histamine ⟶ Nτ-methylhistamine + H+ + SAH
- histamine degradation:
H2O + O2 + histamine ⟶ H+ + ammonia + hydrogen peroxide + imidazole acetaldehyde
Plant Reactome(0)
INOH(1)
- Histidine degradation ( Histidine degradation ):
H2O + L-Carnosine ⟶ L-Histidine + beta-Alanine
PlantCyc(0)
COVID-19 Disease Map(1)
- @COVID-19 Disease
Map["name"]:
2-Methyl-3-acetoacetyl-CoA + Coenzyme A ⟶ Acetyl-CoA + Propanoyl-CoA
PathBank(7)
- Histidine Metabolism:
-Alanine + Adenosine triphosphate + L-Histidine ⟶ Adenosine diphosphate + Carnosine + Phosphate
- Histidinemia:
-Alanine + Adenosine triphosphate + L-Histidine ⟶ Adenosine diphosphate + Carnosine + Phosphate
- Histidine Metabolism:
Carnosine + Water ⟶ -Alanine + L-Histidine
- Histidinemia:
Carnosine + Water ⟶ -Alanine + L-Histidine
- Histidine Metabolism:
Carnosine + Water ⟶ -Alanine + L-Histidine
- Histidine Metabolism:
Carnosine + Water ⟶ -Alanine + L-Histidine
- Histidinemia:
Carnosine + Water ⟶ -Alanine + L-Histidine
PharmGKB(0)
2 个相关的物种来源信息
- 9606 - Homo sapiens: -
- 9606 - Homo sapiens: 10.1007/S11306-016-1051-4
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
- Daiki Takeshima, Ayaka Mori, Hideyuki Ito, Hirofumi Komori, Hiroshi Ueno, Yoko Nitta. A single amino acid substitution converts a histidine decarboxylase to an imidazole acetaldehyde synthase.
Archives of biochemistry and biophysics.
2020 10; 693(?):108551. doi:
10.1016/j.abb.2020.108551
. [PMID: 32871134] - W Ambroziak, C Maśliński. Participation of aldehyde dehydrogenase in the oxidative deamination pathway of histamine and putrescine.
Agents and actions.
1988 Apr; 23(3-4):311-3. doi:
10.1007/bf02142573
. [PMID: 3394581] - H Christensen, S Felby. Dibenzepine and its metabolites in blood, muscle, liver, vitreous body and urine from fatal poisoning.
Acta pharmacologica et toxicologica.
1975 Nov; 37(5):393-401. doi:
10.1111/j.1600-0773.1975.tb00858.x
. [PMID: 888]