General Information of MET (ID: META00337)
Name Histamine
Synonyms   Click to Show/Hide Synonyms of This Metabolite
1H-Imidazole-4-ethanamine; 2-(1H-Imidazol-4-yl)ethanamine; 2-(1H-Imidazol-4-yl)ethylamine; 2-(1H-Imidazol-5-yl)ethanamine; 2-(1H-Imidazol-5-yl)ethylamine; 2-(3H-Imidazol-4-yl)ethylamine; 2-(4-Imidazolyl)ethanamine; 2-(4-Imidazolyl)ethylamine; 2-Imidazol-4-yl-ethylamine; 2-Imidazol-4-ylethylamine; 4-(2-Aminoethyl)-1H-imidazole; 4-(2-Aminoethyl)imidazole; 4-Imidazoleethylamine; 5-Imidazoleethylamine; Eramin; Ergamine; Ergotidine; HSM; Histamine; b-Imidazolyl-4-ethylamine; beta-Aminoethylglyoxaline; beta-Aminoethylimidazole; beta-Aminothethylglyoxaline; beta-Imidazolyl-4-ethylamine
Source Endogenous;Yeast Metabolite;Food;TCM Ingredients
Structure Type   Amines  (Click to Show/Hide the Complete Structure Type Hierarchy)
Organic nitrogen compounds
Organonitrogen compounds
Amines
PubChem CID
774
HMDB ID
HMDB0000870
Formula
C5H9N3
Structure
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3D MOL 2D MOL
  Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
KEGG ID
C00388
DrugBank ID
DB05381
ChEBI ID
18295
FooDB ID
FDB012596
ChemSpider ID
753
METLIN ID
68
Physicochemical Properties Molecular Weight 111.15 Topological Polar Surface Area 54.7
XlogP -0.7 Complexity 64.7
Heavy Atom Count 8 Rotatable Bond Count 2
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 2
Function
Histamine is an amine derived by enzymatic decarboxylation of histidine. It is a powerful stimulant of gastric secretion, a constrictor of bronchial smooth muscle, a vasodilator, and also a centrally acting neurotransmitter. Histamine can be found in Photobacterium phosphoreum and Lactobacillus. Histamine belongs to the class of organic compounds known as 2-arylethylamines. These are primary amines that have the general formula RCCNH2, where R is an organic group. Outside of the human body, histamine is found, on average, in the highest concentration in a few different foods, such as spinach, oats, and ryes, and in a lower concentration in green beans, broccoli, and red beetroots. Histamine has also been detected, but not quantified in, several different foods, such as groundcherries, carobs, bok choy, biscuits, and longans. This could make histamine a potential biomarker for the consumption of these foods.
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      Transferases (EC 2)
            Pyridoxal kinase (PDXK) Click to Show/Hide the Full List of Regulating Pair(s):   1 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair Experim Info click to show the details of experiment for validating this pair [1]
                      Introduced Variation Knockout (CRISPR/Cas9 sgRNA) of Pdxk
                      Induced Change Histamine concentration: decrease
                      Summary Introduced Variation         Induced Change 
                      Disease Status Acute myeloid leukaemia [ICD-11: 2A60]
                      Details It is reported that knockout of Pdxk leads to the decrease of histamine levels compared with control group.
References
1 Vitamin B6 Addiction in Acute Myeloid Leukemia. Cancer Cell. 2020 Jan 13;37(1):71-84.e7.

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