| 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 | 7H-purin-6-amine |
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| Traditional Name | vitamin B4 |
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| CAS Registry Number | 73-24-5 |
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| SMILES | NC1=C2NC=NC2=NC=N1 |
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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 | |
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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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