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Record Information |
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Version | 4.0 |
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Status | Detected and Quantified |
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Creation Date | 2005-11-16 15:48:42 UTC |
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Update Date | 2020-02-26 21:21:49 UTC |
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HMDB ID | HMDB0000045 |
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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 5'-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. Nucleotides such as Adenosine-5'-Monophosphate affect a number of immune functions, including the reversal of malnutrition and starvation-induced immunosuppression, the enhancement of T-cell maturation and function, the enhancement of natural killer cell activity, the improvement of delayed cutaneous hypersensitivity, helping resistance to such infectious agents as Staphylococcus aureus and Candida albicans, and finally the modulation of T-cell responses toward type 1 CD4 helper lymphocytes or Th1 cells. Adenosine monophosphate is a drug which is used for nutritional supplementation, also for treating dietary shortage or imbalance. The addition of dietary nucleotides normalizes both types of responses. Adenosine monophosphate is a strong basic compound (based on its pKa). Adenosine monophosphate exists in all living species, ranging from bacteria to humans. In humans, adenosine monophosphate is involved in mercaptopurine action pathway. Outside of the human body, Adenosine monophosphate has been detected, but not quantified in, several different foods, such as sweet oranges, common thymes, ucuhuba, pummelo, and canola. This could make adenosine monophosphate a potential biomarker for the consumption of these foods. The mechanism of the immune-enhancing activity of nucleic acids/nucleotides is not clear. Adenine nucleotide containing one phosphate group esterified to the sugar moiety in the 2'-, 3'-, or 5'-position. RNA, a delivery form of nucleotides, and ribonucleotides were used in these studies. Studies have shown that mice fed a nucleotide-free diet have both impaired humoral and cellular immune responses. |
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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 | {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid |
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Traditional Name | adenylate |
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CAS Registry Number | 61-19-8 |
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SMILES | NC1=C2N=CN([C@@H]3O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]3O)C2=NC=N1 |
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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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Ontology |
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Physiological effect | Health effect: |
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Disposition | Source: Biological location: |
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Process | Naturally occurring process: |
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Role | Industrial application: Biological role: |
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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 | |
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Spectra |
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| Spectrum Type | Description | Splash Key | View |
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GC-MS | GC-MS Spectrum - GC-MS (5 TMS) | splash10-014i-0974000000-7ce25c09f93913b81e9b | Spectrum | GC-MS | GC-MS Spectrum - GC-MS (4 TMS) | splash10-014i-0975000000-8175538459abaf92d36f | Spectrum | GC-MS | GC-MS Spectrum - GC-MS (Non-derivatized) | splash10-014i-0974000000-7ce25c09f93913b81e9b | Spectrum | GC-MS | GC-MS Spectrum - GC-MS (Non-derivatized) | splash10-014i-0975000000-8175538459abaf92d36f | Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive | splash10-002b-9713000000-019182f931e395f479cd | Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive | splash10-0gl0-4942400000-fb8ced86745a4de1b047 | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive | splash10-052b-0209001000-f6c3cf706bb3b839d180 | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive | splash10-053s-0395300000-e2a342872025e6e960ae | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive | splash10-000i-0900000000-2b9fb262817de641a5cd | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive | splash10-053r-0007920000-ee7bab39079e225a1b07 | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive | splash10-0002-0109000000-52331e416cbdd8218b97 | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive | splash10-014i-3900000000-ddc799b6e2bb5d5ac9a6 | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive | splash10-000i-0900000000-68d6660e0cfbfb8f02ad | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive | splash10-000i-0900000000-27f73c3a0a9566986a0e | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative | splash10-03dm-0007009001-639c5cafae90b10dfc5f | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative | splash10-03di-0290000000-e0b5612abd24736e70da | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative | splash10-0a4i-0039210000-3e5b716531d739ca25d9 | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative | splash10-0002-0009000000-9232b7438abb1f6256b6 | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative | splash10-0007-2109007000-3e1cf347bd9e054b9368 | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative | splash10-0006-0002009000-b840e6edcca65562937b | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative | splash10-03di-0190000000-948ec97ae442eda212cb | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative | splash10-0002-0009000000-bd1c10704f289141803a | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive | splash10-0002-0109000000-433eab5bd833cd92f290 | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) 30V, Positive | splash10-000b-0709000000-fa268a51905a453bc6f5 | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative | splash10-002b-9104000000-bc358c1d8c03290fc49d | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-000i-0913000000-52bfdec6ec6f2f9422f4 | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-000i-0900000000-9bf867ba72f77732e0ce | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-000i-1900000000-fab6495d31eac8de123c | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0032-6709000000-fd9ea223f556b17d2d3a | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0059-8900000000-3937203187746280b10a | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-004i-9200000000-5947ff2a364087cb0e38 | Spectrum | 1D NMR | 1H NMR Spectrum | Not Available | Spectrum | 2D NMR | [1H,1H] 2D NMR Spectrum | Not Available | Spectrum | 2D NMR | [1H,13C] 2D NMR Spectrum | Not Available | Spectrum |
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Biological Properties |
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Cellular Locations | - Cytoplasm
- Extracellular
- Mitochondria
- Nucleus
- Lysosome
- Endoplasmic reticulum
- Golgi apparatus
- Peroxisome
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Biospecimen Locations | - Blood
- Cellular Cytoplasm
- Cerebrospinal Fluid (CSF)
- Feces
- Saliva
- Urine
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Tissue Locations | |
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Pathways | |
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Normal Concentrations |
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Blood | Detected and Quantified | 5.1+/- 1.3 uM | Adult (>18 years old) | Female | Normal | | details | Blood | Detected and Quantified | 51.0 (10.0-92.0) uM | Adult (>18 years old) | Both | Normal | | details | Blood | Detected and Quantified | 14.0 +/- 3.0 uM | Adult (>18 years old) | Male | Normal | | details | Blood | Detected and Quantified | 6.2 +/- 3.1 uM | Adult (>18 years old) | Male | Normal | | details | Cellular Cytoplasm | Detected and Quantified | 80.0 (71.0-89.0) uM | Children (1-13 years old) | Both | Normal | | details | Cellular Cytoplasm | Detected and Quantified | 23 uM | Children (1-13 years old) | Both | Normal | | details | Cerebrospinal Fluid (CSF) | Detected and Quantified | < 0.2 uM | Adult (>18 years old) | Both | Normal | | details | Feces | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Normal | | details | Feces | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Normal | | details | Feces | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Normal | | details | Feces | Detected but not Quantified | Not Quantified | Children (6 - 18 years old) | Not Specified | Normal | | details | Saliva | Detected and Quantified | 0.793 +/- 0.705 uM | Adult (>18 years old) | Not Specified | Normal | | details | Saliva | Detected and Quantified | 3.70 +/- 3.32 uM | Adult (>18 years old) | Female | Normal | | details | Saliva | Detected and Quantified | 0.912 +/- 0.994 uM | Adult (>18 years old) | Both | Normal | | details | Saliva | Detected and Quantified | 1.04 +/- 1.08 uM | Adult (>18 years old) | Female | Normal | | details | Saliva | Detected and Quantified | 1.19 +/- 2.66 uM | Adult (>18 years old) | Female | Normal | | details | Saliva | Detected and Quantified | 1.51 +/- 1.44 uM | Adult (>18 years old) | Not Specified | Normal | | details | Saliva | Detected and Quantified | 1.60 +/- 1.12 uM | Adult (>18 years old) | Both | Normal | | details | Saliva | Detected and Quantified | 0.124 +/- 0.284 uM | Adult (>18 years old) | Male | Normal | | details | Saliva | Detected and Quantified | 0.30 +/- 0.14 uM | Adult (>18 years old) | Both | Normal | | details | Saliva | Detected and Quantified | 0.99 +/- 0.16 uM | Adult (>18 years old) | Both | Normal | | details | Saliva | Detected and Quantified | 1.24 +/- 0.33 uM | Adult (>18 years old) | Both | Normal | | details | Saliva | Detected and Quantified | 1.10 +/- 0.29 uM | Adult (>18 years old) | Both | Normal | | details | Saliva | Detected and Quantified | 0.321 +/- 0.506 uM | Adult (>18 years old) | Female | Normal | | details | Urine | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Male | Normal | | details |
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Abnormal Concentrations |
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Feces | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Metastatic melanoma | | details | Feces | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Colorectal cancer | | details | Feces | Detected but not Quantified | Not Quantified | Children (6 - 18 years old) | Not Specified | Crohns disease | | details | Feces | Detected but not Quantified | Not Quantified | Children (6 - 18 years old) | Not Specified | Ulcerative colitis | | details | Feces | Detected but not Quantified | Not Quantified | Children (6 - 18 years old) | Not Specified | Unclassified IBD | | details | Saliva | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Male | Attachment loss | | details | Saliva | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Male | Missing teeth | | details | Saliva | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Male | Periodontal Probing Depth | | details | Saliva | Detected and Quantified | 1.39 +/- 1.25 uM | Adult (>18 years old) | Male | Alzheimer's disease | | details | Saliva | Detected and Quantified | 3.72 +/- 4.53 uM | Adult (>18 years old) | Male | Frontotemporal lobe dementia | | details | Saliva | Detected and Quantified | 4.12 +/- 6.43 uM | Adult (>18 years old) | Both | Lewy body disease | | details |
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Associated Disorders and Diseases |
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Disease References | Crohn's disease |
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- Kolho KL, Pessia A, Jaakkola T, de Vos WM, Velagapudi V: Faecal and Serum Metabolomics in Paediatric Inflammatory Bowel Disease. J Crohns Colitis. 2017 Mar 1;11(3):321-334. doi: 10.1093/ecco-jcc/jjw158. [PubMed:27609529 ]
| Ulcerative colitis |
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- Kolho KL, Pessia A, Jaakkola T, de Vos WM, Velagapudi V: Faecal and Serum Metabolomics in Paediatric Inflammatory Bowel Disease. J Crohns Colitis. 2017 Mar 1;11(3):321-334. doi: 10.1093/ecco-jcc/jjw158. [PubMed:27609529 ]
| Metastatic melanoma |
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- Frankel AE, Coughlin LA, Kim J, Froehlich TW, Xie Y, Frenkel EP, Koh AY: Metagenomic Shotgun Sequencing and Unbiased Metabolomic Profiling Identify Specific Human Gut Microbiota and Metabolites Associated with Immune Checkpoint Therapy Efficacy in Melanoma Patients. Neoplasia. 2017 Oct;19(10):848-855. doi: 10.1016/j.neo.2017.08.004. Epub 2017 Sep 15. [PubMed:28923537 ]
| Colorectal cancer |
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- Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]
| Alzheimer's disease |
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- Tsuruoka M, Hara J, Hirayama A, Sugimoto M, Soga T, Shankle WR, Tomita M: Capillary electrophoresis-mass spectrometry-based metabolome analysis of serum and saliva from neurodegenerative dementia patients. Electrophoresis. 2013 Oct;34(19):2865-72. doi: 10.1002/elps.201300019. Epub 2013 Sep 6. [PubMed:23857558 ]
| Frontotemporal dementia |
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- Tsuruoka M, Hara J, Hirayama A, Sugimoto M, Soga T, Shankle WR, Tomita M: Capillary electrophoresis-mass spectrometry-based metabolome analysis of serum and saliva from neurodegenerative dementia patients. Electrophoresis. 2013 Oct;34(19):2865-72. doi: 10.1002/elps.201300019. Epub 2013 Sep 6. [PubMed:23857558 ]
| Lewy body disease |
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- Tsuruoka M, Hara J, Hirayama A, Sugimoto M, Soga T, Shankle WR, Tomita M: Capillary electrophoresis-mass spectrometry-based metabolome analysis of serum and saliva from neurodegenerative dementia patients. Electrophoresis. 2013 Oct;34(19):2865-72. doi: 10.1002/elps.201300019. Epub 2013 Sep 6. [PubMed:23857558 ]
| Attachment loss |
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- Liebsch C, Pitchika V, Pink C, Samietz S, Kastenmuller G, Artati A, Suhre K, Adamski J, Nauck M, Volzke H, Friedrich N, Kocher T, Holtfreter B, Pietzner M: The Saliva Metabolome in Association to Oral Health Status. J Dent Res. 2019 Jun;98(6):642-651. doi: 10.1177/0022034519842853. Epub 2019 Apr 26. [PubMed:31026179 ]
| Missing teeth |
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- Liebsch C, Pitchika V, Pink C, Samietz S, Kastenmuller G, Artati A, Suhre K, Adamski J, Nauck M, Volzke H, Friedrich N, Kocher T, Holtfreter B, Pietzner M: The Saliva Metabolome in Association to Oral Health Status. J Dent Res. 2019 Jun;98(6):642-651. doi: 10.1177/0022034519842853. Epub 2019 Apr 26. [PubMed:31026179 ]
| Periodontal Probing Depth |
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- Liebsch C, Pitchika V, Pink C, Samietz S, Kastenmuller G, Artati A, Suhre K, Adamski J, Nauck M, Volzke H, Friedrich N, Kocher T, Holtfreter B, Pietzner M: The Saliva Metabolome in Association to Oral Health Status. J Dent Res. 2019 Jun;98(6):642-651. doi: 10.1177/0022034519842853. Epub 2019 Apr 26. [PubMed:31026179 ]
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Associated OMIM IDs | |
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External Links |
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DrugBank ID | DB00131 |
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Phenol Explorer Compound ID | Not Available |
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FooDB 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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Food Biomarker Ontology | Not Available |
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VMH ID | AMP |
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MarkerDB ID | |
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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 | - Nakayama Y, Kinoshita A, Tomita M: Dynamic simulation of red blood cell metabolism and its application to the analysis of a pathological condition. Theor Biol Med Model. 2005 May 9;2:18. [PubMed:15882454 ]
- BISHOP C, RANKINE DM, TALBOTT JH: The nucleotides in normal human blood. J Biol Chem. 1959 May;234(5):1233-7. [PubMed:13654353 ]
- Lin CY, Ishida M: Elevation of cAMP levels in cerebrospinal fluid of patients with neonatal meningitis. Pediatrics. 1983 Jun;71(6):932-4. [PubMed:6304612 ]
- Pagani R, Tabucchi A, Carlucci F, Leoncini R, Consolmagno E, Molinelli M, Valerio P: Some aspects of purine nucleotide metabolism in human lymphocytes before and after infection with HIV-1 virus: nucleotide content. Adv Exp Med Biol. 1991;309B:43-6. [PubMed:1781403 ]
- Drezner MK, Neelon FA, Curtis HB, Lebovitz HE: Renal cyclic adenosine monophosphate: an accurate index of parathyroid function. Metabolism. 1976 Oct;25(10):1103-12. [PubMed:184364 ]
- Aschenbach WG, Sakamoto K, Goodyear LJ: 5' adenosine monophosphate-activated protein kinase, metabolism and exercise. Sports Med. 2004;34(2):91-103. [PubMed:14965188 ]
- Subramanian GM, Cronin PW, Poley G, Weinstein A, Stoughton SM, Zhong J, Ou Y, Zmuda JF, Osborn BL, Freimuth WW: A phase 1 study of PAmAb, a fully human monoclonal antibody against Bacillus anthracis protective antigen, in healthy volunteers. Clin Infect Dis. 2005 Jul 1;41(1):12-20. Epub 2005 May 24. [PubMed:15937757 ]
- Aurbach GD: Genetic disorders involving parathyroid hormone and calcitonin. Birth Defects Orig Artic Ser. 1971 May;7(6):48-54. [PubMed:4155962 ]
- Eells JT, Spector R: Purine and pyrimidine base and nucleoside concentrations in human cerebrospinal fluid and plasma. Neurochem Res. 1983 Nov;8(11):1451-7. [PubMed:6656991 ]
- Post RM, Cramer H, Goodwin FK: Cyclic AMP in cerebrospinal fluid of manic and depressive patients. Psychol Med. 1977 Nov;7(4):599-605. [PubMed:201957 ]
- Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]
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