| Record Information |
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| Version | 1.0 |
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| Creation Date | 2016-09-30 22:18:55 UTC |
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| Update Date | 2020-06-04 20:04:56 UTC |
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| MCDB ID | BMDB0000045 |
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| Secondary Accession Numbers | |
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| Metabolite Identification |
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| Common Name | Adenosine monophosphate |
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| Description | Adenosine monophosphate, also known as adenylic acid or AMP, belongs to the class of organic compounds known as purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached. Adenosine monophosphate is a drug which is used for nutritional supplementation, also for treating dietary shortage or imbalance. Adenosine monophosphate exists as a solid, possibly soluble (in water), and a strong basic compound (based on its pKa) molecule. Adenosine monophosphate exists in all living species, ranging from bacteria to humans. |
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| Structure | |
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| Synonyms | | Value | Source |
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| 5'-Adenosine monophosphate | ChEBI | | 5'-Adenylic acid | ChEBI | | 5'-AMP | ChEBI | | 5'-O-Phosphonoadenosine | ChEBI | | Adenosine 5'-(dihydrogen phosphate) | ChEBI | | Adenosine 5'-phosphate | ChEBI | | Adenosine phosphate | ChEBI | | Adenosine-5'-monophosphoric acid | ChEBI | | Adenosine-5'p | ChEBI | | Adenosini phosphas | ChEBI | | Adenylate | ChEBI | | Adenylic acid | ChEBI | | Ado5'p | ChEBI | | AMP | ChEBI | | Fosfato de adenosina | ChEBI | | pA | ChEBI | | PAdo | ChEBI | | Phosphate d'adenosine | ChEBI | | Adenosine 5'-monophosphate | Kegg | | Adenyl | Kegg | | 5'-Adenosine monophosphoric acid | Generator | | 5'-Adenylate | Generator | | Adenosine 5'-(dihydrogen phosphoric acid) | Generator | | Adenosine 5'-phosphoric acid | Generator | | Adenosine phosphoric acid | Generator | | Adenosine-5'-monophosphate | Generator | | Phosphoric acid d'adenosine | Generator | | Adenosine 5'-monophosphoric acid | Generator | | Adenosine monophosphoric acid | Generator | | Adenosine 5'-phosphorate | HMDB | | Adenosine-5'-monophosphorate | HMDB | | Adenosine-5-monophosphorate | HMDB | | Adenosine-5-monophosphoric acid | HMDB | | Adenosine-monophosphate | HMDB | | Adenosine-phosphate | HMDB | | Adenovite | HMDB | | Cardiomone | HMDB | | Lycedan | HMDB | | Muscle adenylate | HMDB | | Muscle adenylic acid | HMDB | | My-b-den | HMDB | | My-beta-den | HMDB | | Phosaden | HMDB | | Phosphaden | HMDB | | Phosphentaside | HMDB | | 5'-Phosphate, adenosine | HMDB | | Acid, 2'-adenylic | HMDB | | 2'-Adenylic acid | HMDB | | Adenosine 3' phosphate | HMDB | | Disodium, adenosine phosphate | HMDB | | Phosphate dipotassium, adenosine | HMDB | | Adenosine 2'-phosphate | HMDB | | Adenosine 5' phosphate | HMDB | | Adenosine phosphate dipotassium | HMDB | | Dipotassium, adenosine phosphate | HMDB | | 2' Adenylic acid | HMDB | | 5' Adenylic acid | HMDB | | Acid, 5'-adenylic | HMDB | | Adenosine 3'-phosphate | HMDB | | monoPhosphate, 2'-adenosine | HMDB | | Phosphate disodium, adenosine | HMDB | | 2' Adenosine monophosphate | HMDB | | 2'-AMP | HMDB | | 2'-Adenosine monophosphate | HMDB | | Adenosine 2' phosphate | HMDB | | Adenosine phosphate disodium | HMDB |
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| Chemical Formula | C10H14N5O7P |
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| Average Molecular Weight | 347.2212 |
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| Monoisotopic Molecular Weight | 347.063084339 |
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| IUPAC Name | Not Available |
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| Traditional Name | Not Available |
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| CAS Registry Number | 61-19-8 |
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| SMILES | Not Available |
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| InChI Identifier | InChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(22-10)1-21-23(18,19)20/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1 |
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| InChI Key | UDMBCSSLTHHNCD-KQYNXXCUSA-N |
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| Chemical Taxonomy |
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| Description | belongs to the class of organic compounds known as purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached. |
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| Kingdom | Organic compounds |
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| Super Class | Nucleosides, nucleotides, and analogues |
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| Class | Purine nucleotides |
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| Sub Class | Purine ribonucleotides |
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| Direct Parent | Purine ribonucleoside monophosphates |
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| Alternative Parents | |
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| Substituents | - Purine ribonucleoside monophosphate
- Pentose phosphate
- Pentose-5-phosphate
- Glycosyl compound
- N-glycosyl compound
- 6-aminopurine
- Monosaccharide phosphate
- Pentose monosaccharide
- Imidazopyrimidine
- Purine
- Aminopyrimidine
- Monoalkyl phosphate
- Alkyl phosphate
- Monosaccharide
- Pyrimidine
- Imidolactam
- N-substituted imidazole
- Organic phosphoric acid derivative
- Phosphoric acid ester
- Tetrahydrofuran
- Azole
- Imidazole
- Heteroaromatic compound
- Secondary alcohol
- 1,2-diol
- Organoheterocyclic compound
- Oxacycle
- Azacycle
- Organonitrogen compound
- Primary amine
- Hydrocarbon derivative
- Organic oxide
- Alcohol
- Organopnictogen compound
- Organic oxygen compound
- Organic nitrogen compound
- Organooxygen compound
- Amine
- Aromatic heteropolycyclic compound
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| Molecular Framework | Aromatic heteropolycyclic compounds |
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| External Descriptors | |
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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 | 195 °C | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | 10 mg/mL at 20 °C | BEILSTEIN | | LogP | Not Available | Not Available |
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| Predicted Properties | Not Available |
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| Spectra |
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| Concentrations |
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| Detected and Quantified | 16 - 80 uM | | | details | | Detected but not Quantified | Not Applicable | | | details | | Detected but not Quantified | Not Applicable | | | details |
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| External Links |
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| HMDB ID | HMDB0000045 |
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| DrugBank ID | DB00131 |
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| Phenol Explorer Compound ID | Not Available |
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| FoodDB ID | FDB030677 |
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| KNApSAcK ID | C00019347 |
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| Chemspider ID | 5858 |
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| KEGG Compound ID | C00020 |
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| BioCyc ID | AMP |
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| BiGG ID | 33534 |
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| Wikipedia Link | Adenylic_acid |
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| METLIN ID | 5111 |
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| PubChem Compound | 6083 |
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| PDB ID | Not Available |
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| ChEBI ID | 16027 |
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| References |
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| Synthesis Reference | Not Available |
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| Material Safety Data Sheet (MSDS) | Download (PDF) |
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| General References | - Gil A, Sanchez-Medina F: Acid-soluble nucleotides of cow's, goat's and sheep's milks, at different stages of lactation. J Dairy Res. 1981 Feb;48(1):35-44. [PubMed:7196410 ]
- Melzer N, Wittenburg D, Hartwig S, Jakubowski S, Kesting U, Willmitzer L, Lisec J, Reinsch N, Repsilber D: Investigating associations between milk metabolite profiles and milk traits of Holstein cows. J Dairy Sci. 2013 Mar;96(3):1521-34. doi: 10.3168/jds.2012-5743. [PubMed:23438684 ]
- Kurt J. Boudonck, Matthew W. Mitchell, Jacob Wulff and John A. Ryals (2009). Kurt J. Boudonck, Matthew W. Mitchell, Jacob Wulff and John A. Ryals. Characterization of the biochemical variability of bovine milk using metabolomics. Metabolomics (2009) 5:375?386. Metabolomics.
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