| Record Information |
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| Version | 1.0 |
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| Creation Date | 2016-09-30 22:37:48 UTC |
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| Update Date | 2020-06-04 20:46:48 UTC |
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| BMDB ID | BMDB0000870 |
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| Secondary Accession Numbers | |
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| Metabolite Identification |
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| Common Name | Histamine |
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| Description | Histamine, also known as eramin or ceplene, 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. Histamine exists as a solid, possibly soluble (in water), and a very strong basic compound (based on its pKa) molecule. Histamine exists in all living species, ranging from bacteria to humans. Histamine participates in a number of enzymatic reactions, within cattle. In particular, Histamine can be converted into histamine; which is mediated by the enzyme histamine H2 receptor. In addition, Histamine can be converted into histamine; which is mediated by the enzyme histamine H2 receptor. In cattle, histamine is involved in the metabolic pathway called the intracellular signalling through histamine H2 receptor and histamine pathway. Histamine is a potentially toxic compound. |
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| Structure | |
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| Synonyms | | Value | Source |
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| 1H-Imidazole-4-ethanamine | ChEBI | | 2-(4-Imidazolyl)ethylamine | ChEBI | | 2-(1H-Imidazol-4-yl)ethanamine | HMDB | | 2-(1H-Imidazol-4-yl)ethylamine | HMDB | | 2-(1H-Imidazol-5-yl)ethanamine | HMDB | | 2-(1H-Imidazol-5-yl)ethylamine | HMDB | | 2-(4-Imidazolyl)ethanamine | HMDB | | 2-Imidazol-4-yl-ethylamine | HMDB | | 2-Imidazol-4-ylethylamine | HMDB | | 4-(2-Aminoethyl)-1H-imidazole | HMDB | | 4-(2-Aminoethyl)imidazole | HMDB | | 4-Imidazoleethylamine | HMDB | | 5-Imidazoleethylamine | HMDB | | b-Imidazolyl-4-ethylamine | HMDB | | beta-Aminoethylglyoxaline | HMDB | | beta-Aminoethylimidazole | HMDB | | beta-Aminothethylglyoxaline | HMDB | | beta-Imidazolyl-4-ethylamine | HMDB | | Eramin | HMDB | | Ergamine | HMDB | | Ergotidine | HMDB | | HSM | HMDB | | 2-(3H-Imidazol-4-yl)ethylamine | HMDB | | Imidazole-4-ethylamine | HMDB | | Β-imidazolyl-4-ethylamine | HMDB | | Histamine | HMDB |
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| Chemical Formula | C5H9N3 |
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| Average Molecular Weight | 111.1451 |
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| Monoisotopic Molecular Weight | 111.079647303 |
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| IUPAC Name | 2-(1H-imidazol-4-yl)ethan-1-amine |
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| Traditional Name | histamine |
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| CAS Registry Number | 51-45-6 |
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| SMILES | NCCC1=CNC=N1 |
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| InChI Identifier | InChI=1S/C5H9N3/c6-2-1-5-3-7-4-8-5/h3-4H,1-2,6H2,(H,7,8) |
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| InChI Key | NTYJJOPFIAHURM-UHFFFAOYSA-N |
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| Chemical Taxonomy |
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| Description | 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. |
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| Kingdom | Organic compounds |
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| Super Class | Organic nitrogen compounds |
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| Class | Organonitrogen compounds |
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| Sub Class | Amines |
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| Direct Parent | 2-arylethylamines |
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| Alternative Parents | |
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| Substituents | - 2-arylethylamine
- Aralkylamine
- Heteroaromatic compound
- Imidazole
- Azole
- Azacycle
- Organoheterocyclic compound
- Organopnictogen compound
- Hydrocarbon derivative
- Primary aliphatic amine
- Aromatic heteromonocyclic compound
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| Molecular Framework | Aromatic heteromonocyclic compounds |
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| External Descriptors | |
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| Ontology |
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| Status | Detected and Quantified |
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| Origin | |
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| Biofunction | Not Available |
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| Application | Not Available |
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| Cellular locations | |
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| Physical Properties |
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| State | Solid |
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| Experimental Properties | | Property | Value | Reference |
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| Melting Point | 86 °C | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | Not Available | Not Available | | LogP | -0.7 | SANGSTER (1993) |
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| Predicted Properties | |
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| Spectra |
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| Spectra | |
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| Biological Properties |
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| Cellular Locations | |
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| Biospecimen Locations | - Adipose Tissue
- Adrenal Medulla
- Bladder
- Brain
- Epidermis
- Fibroblasts
- Intestine
- Kidney
- Leukocyte
- Liver
- Longissimus Thoracis Muscle
- Milk
- Neuron
- Pancreas
- Placenta
- Platelet
- Prostate Tissue
- Ruminal Fluid
- Semimembranosus Muscle
- Spleen
- Testis
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| Pathways | |
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| Normal Concentrations |
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| Adipose Tissue | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Adrenal Medulla | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Bladder | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Brain | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Epidermis | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Fibroblasts | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Intestine | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Kidney | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Leukocyte | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Liver | Detected and Quantified | 25 +/- 16 nmol/g of tissue | Not Specified | Not Specified | Normal | | details | | Longissimus Thoracis Muscle | Detected and Quantified | 17 +/- 4 nmol/g of tissue | Not Specified | Not Specified | Normal | | details | | Milk | Detected and Quantified | 5.938 uM | Not Specified | Not Specified | Normal | | details | | Milk | Detected and Quantified | 4.229 uM | Not Specified | Not Specified | Normal | | details | | Neuron | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Pancreas | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Placenta | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Platelet | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Prostate Tissue | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Ruminal Fluid | Detected and Quantified | 5.07 +/- 6.37 uM | Not Specified | Not Specified | Normal | | details | | Ruminal Fluid | Detected and Quantified | 5.07 +/- 6.37 uM | Not Specified | Not Specified | Normal | | details | | Ruminal Fluid | Detected and Quantified | 57 +/- 43 uM | Not Specified | Not Specified | Normal | | details | | Semimembranosus Muscle | Detected and Quantified | 23 +/- 6 nmol/g of tissue | Not Specified | Not Specified | Normal | | details | | Spleen | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Testis | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details |
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| Abnormal Concentrations |
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| Not Available |
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| External Links |
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| HMDB ID | HMDB0000870 |
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| DrugBank ID | DB05381 |
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| Phenol Explorer Compound ID | Not Available |
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| FooDB ID | FDB012596 |
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| KNApSAcK ID | C00001414 |
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| Chemspider ID | 753 |
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| KEGG Compound ID | C00388 |
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| BioCyc ID | HISTAMINE |
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| BiGG ID | 1810403 |
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| Wikipedia Link | Histamine |
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| METLIN ID | 68 |
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| PubChem Compound | 774 |
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| PDB ID | Not Available |
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| ChEBI ID | 18295 |
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| References |
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| Synthesis Reference | Pyman, Frank L. 2-Thiol-4(5)-b-aminoethylglyoxaline (2-thiolhistamine). Journal of the Chemical Society (1930), 98-100. |
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| Material Safety Data Sheet (MSDS) | Not Available |
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| General References | - Aurand LW, Moore PA, Jones EE: Effect of histamine on bovine milk fatty acids. J Anim Sci. 1980 May;50(5):783-92. [PubMed:7190139 ]
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