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Record Information |
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Version | 1.0 |
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Creation Date | 2016-09-30 22:18:45 UTC |
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Update Date | 2020-05-21 16:28:53 UTC |
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BMDB ID | BMDB0000034 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Adenine |
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Description | Adenine is a purine base. Adenine is found in both DNA and RNA. Adenine is a fundamental component of adenine nucleotides. Adenine forms adenosine, a nucleoside, when attached to ribose, and deoxyadenosine when attached to deoxyribose; it forms adenosine triphosphate (ATP), a nucleotide, when three phosphate groups are added to adenosine. Adenosine triphosphate is used in cellular metabolism as one of the basic methods of transferring chemical energy between chemical reactions. |
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Structure | |
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Synonyms | Value | Source |
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6-Aminopurine | ChEBI | A | ChEBI | Ade | ChEBI | Adenin | ChEBI | Leucon | Kegg | 1,6-Dihydro-6-iminopurine | HMDB | 1H-Purin-6-amine | HMDB | 1H-Purine-6-amine | HMDB | 3,6-Dihydro-6-iminopurine | HMDB | 6-Amino-1H-purine | HMDB | 6-Amino-3H-purine | HMDB | 6-Amino-7H-purine | HMDB | 6-Amino-9H-purine | HMDB | 6-Amino-purine | HMDB | 9H-Purin-6-amine | HMDB | 9H-Purin-6-yl-amin | HMDB | 9H-Purin-6-ylamine | HMDB | 9H-Purine-6-amine | HMDB | Adeninimine | HMDB | Vitamin b4 | HMDB | Vitamin b 4 | HMDB | 4, Vitamin b | HMDB | b 4, Vitamin | HMDB |
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Chemical Formula | C5H5N5 |
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Average Molecular Weight | 135.1267 |
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Monoisotopic Molecular Weight | 135.054495185 |
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IUPAC Name | Not Available |
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Traditional Name | Not Available |
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CAS Registry Number | 73-24-5 |
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SMILES | Not Available |
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InChI Identifier | InChI=1S/C5H5N5/c6-4-3-5(9-1-7-3)10-2-8-4/h1-2H,(H3,6,7,8,9,10) |
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InChI Key | GFFGJBXGBJISGV-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | belongs to the class of organic compounds known as 6-aminopurines. These are purines that carry an amino group at position 6. Purine is a bicyclic aromatic compound made up of a pyrimidine ring fused to an imidazole ring. |
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Kingdom | Organic compounds |
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Super Class | Organoheterocyclic compounds |
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Class | Imidazopyrimidines |
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Sub Class | Purines and purine derivatives |
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Direct Parent | 6-aminopurines |
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Alternative Parents | |
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Substituents | - 6-aminopurine
- Aminopyrimidine
- Imidolactam
- Pyrimidine
- Heteroaromatic compound
- Imidazole
- Azole
- Azacycle
- Organic nitrogen compound
- Organopnictogen compound
- Hydrocarbon derivative
- Primary amine
- Organonitrogen compound
- Amine
- Aromatic heteropolycyclic compound
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Molecular Framework | Aromatic heteropolycyclic compounds |
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External Descriptors | |
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Ontology |
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Status | Detected but not 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 | - Cytoplasm
- Lysosome
- Nucleus
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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 | 360 °C | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | 1.03 mg/mL | Not Available | LogP | -0.09 | HANSCH,C ET AL. (1995) |
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Predicted Properties | Not Available |
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Spectra |
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Spectra | |
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Biological Properties |
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Cellular Locations | - Cytoplasm
- Lysosome
- Nucleus
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Biospecimen Locations | - All Tissues
- Liver
- Milk
- Muscle
- Placenta
- Prostate Tissue
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Pathways | |
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Normal Concentrations |
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All Tissues | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | Liver | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | Milk | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | Milk | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | Milk | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | Muscle | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | Placenta | 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 |
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Abnormal Concentrations |
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| Not Available |
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External Links |
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HMDB ID | HMDB0000034 |
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DrugBank ID | DB00173 |
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Phenol Explorer Compound ID | Not Available |
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FooDB ID | FDB012266 |
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KNApSAcK ID | C00001490 |
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Chemspider ID | 185 |
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KEGG Compound ID | C00147 |
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BioCyc ID | ADENINE |
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BiGG ID | 34039 |
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Wikipedia Link | Adenine |
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METLIN ID | 85 |
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PubChem Compound | 190 |
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PDB ID | Not Available |
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ChEBI ID | 16708 |
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References |
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Synthesis Reference | Baddiley, J.; Lythgoe, B.; Todd, A. R. Synthesis of purine nucleosides. II. A new and convenient synthesis of adenine. Journal of the Chemical Society (1943), 386-7. |
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Material Safety Data Sheet (MSDS) | Not Available |
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General References | - Sundekilde UK, Poulsen NA, Larsen LB, Bertram HC: Nuclear magnetic resonance metabonomics reveals strong association between milk metabolites and somatic cell count in bovine milk. J Dairy Sci. 2013 Jan;96(1):290-9. doi: 10.3168/jds.2012-5819. Epub 2012 Nov 22. [PubMed:23182357 ]
- Sundekilde UK, Gustavsson F, Poulsen NA, Glantz M, Paulsson M, Larsen LB, Bertram HC: Association between the bovine milk metabolome and rennet-induced coagulation properties of milk. J Dairy Sci. 2014 Oct;97(10):6076-84. doi: 10.3168/jds.2014-8304. Epub 2014 Jul 30. [PubMed:25087032 ]
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