| Record Information |
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| Version | 1.0 |
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| Creation Date | 2016-09-30 22:41:33 UTC |
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| Update Date | 2020-05-21 16:28:36 UTC |
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| BMDB ID | BMDB0001134 |
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| Secondary Accession Numbers | |
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| Metabolite Identification |
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| Common Name | Phosphoadenosine phosphosulfate |
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| Description | Phosphoadenosine phosphosulfate, also known as 3'-phospho-5'-adenylyl sulfate or PAPS, belongs to the class of organic compounds known as purine ribonucleoside 3',5'-bisphosphates. These are purine ribobucleotides with one phosphate group attached to 3' and 5' hydroxyl groups of the ribose moiety. Phosphoadenosine phosphosulfate is a strong basic compound (based on its pKa). Phosphoadenosine phosphosulfate 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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| 3'-Phosphoadenosine 5'-phosphosulfate | ChEBI | | 3'-Phosphoadenylyl sulfate | ChEBI | | PAPS | ChEBI | | 3'-Phospho-5'-adenylyl sulfate | Kegg | | 3'-Phosphoadenosine 5'-phosphosulfuric acid | Generator | | 3'-Phosphoadenosine 5'-phosphosulphate | Generator | | 3'-Phosphoadenosine 5'-phosphosulphuric acid | Generator | | 3'-Phosphoadenylyl sulfuric acid | Generator | | 3'-Phosphoadenylyl sulphate | Generator | | 3'-Phosphoadenylyl sulphuric acid | Generator | | 3'-Phospho-5'-adenylyl sulfuric acid | Generator | | 3'-Phospho-5'-adenylyl sulphate | Generator | | 3'-Phospho-5'-adenylyl sulphuric acid | Generator | | Phosphoadenosine phosphosulfuric acid | Generator | | Phosphoadenosine phosphosulphate | Generator | | Phosphoadenosine phosphosulphuric acid | Generator | | 3'-Phosphoadenosine-5'-phosphosulfate | HMDB | | 3'-Phosphoadenosine-5'-phosphosulphate | HMDB | | 3'-Phosphoadenylyl-sulfate | HMDB | | 3'-Phosphoadenylyl-sulphate | HMDB | | 5-Phosphoadenosine 3-phosphosulfate | HMDB | | 5-Phosphoadenosine 3-phosphosulphate | HMDB | | Adenosine 3' phosphate 5' phosphosulfate | HMDB | | Adenosine-3'-phosphate-5'-phosphosulfate | HMDB | | Phosphosulfate, phosphoadenosine | HMDB | | 3’-Phosphoadenosine 5’-phosphosulfate | HMDB | | 3’-Phosphoadenosine 5’-phosphosulphate | HMDB | | 3’-Phosphoadenylyl sulfate | HMDB | | 3’-Phosphoadenylyl sulphate | HMDB | | 5'-Adenylyl sulfate 3'-phosphate | HMDB | | 5'-Adenylyl sulphate 3'-phosphate | HMDB | | 5’-Adenylyl sulfate 3’-phosphate | HMDB | | 5’-Adenylyl sulphate 3’-phosphate | HMDB | | Adenosine 3'-phosphate 5'-phosphosulfate | HMDB | | Adenosine 3'-phosphate 5'-phosphosulphate | HMDB | | Adenosine 3'-phosphate 5'-sulfatophosphate | HMDB | | Adenosine 3’-phosphate 5’-phosphosulfate | HMDB | | Adenosine 3’-phosphate 5’-phosphosulphate | HMDB | | Adenosine 3’-phosphate 5’-sulfatophosphate | HMDB | | Adenosine 5'-phosphosulfate 3'-phosphate | HMDB | | Adenosine 5'-phosphosulphate 3'-phosphate | HMDB | | Adenosine 5’-phosphosulfate 3’-phosphate | HMDB | | Adenosine 5’-phosphosulphate 3’-phosphate | HMDB |
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| Chemical Formula | C10H15N5O13P2S |
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| Average Molecular Weight | 507.264 |
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| Monoisotopic Molecular Weight | 506.986229305 |
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| IUPAC Name | [({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]sulfonic acid |
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| Traditional Name | 3'-phosphoadenylyl sulfate |
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| CAS Registry Number | 482-67-7 |
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| SMILES | NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OS(O)(=O)=O)[C@@H](OP(O)(O)=O)[C@H]1O |
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| InChI Identifier | InChI=1S/C10H15N5O13P2S/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7(27-29(17,18)19)4(26-10)1-25-30(20,21)28-31(22,23)24/h2-4,6-7,10,16H,1H2,(H,20,21)(H2,11,12,13)(H2,17,18,19)(H,22,23,24)/t4-,6-,7-,10-/m1/s1 |
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| InChI Key | GACDQMDRPRGCTN-KQYNXXCUSA-N |
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| Chemical Taxonomy |
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| Description | belongs to the class of organic compounds known as purine ribonucleoside 3',5'-bisphosphates. These are purine ribobucleotides with one phosphate group attached to 3' and 5' hydroxyl groups of the ribose moiety. |
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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 3',5'-bisphosphates |
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| Alternative Parents | |
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| Substituents | - Purine ribonucleoside 3',5'-bisphosphate
- Purine ribonucleoside monophosphate
- Ribonucleoside 3'-phosphate
- Pentose phosphate
- Pentose-5-phosphate
- Glycosyl compound
- N-glycosyl compound
- 6-aminopurine
- Monosaccharide phosphate
- Pentose monosaccharide
- Imidazopyrimidine
- Purine
- Aminopyrimidine
- Monoalkyl phosphate
- Monosaccharide
- N-substituted imidazole
- Organic phosphoric acid derivative
- Phosphoric acid ester
- Imidolactam
- Alkyl phosphate
- Pyrimidine
- Tetrahydrofuran
- Organic sulfuric acid or derivatives
- Azole
- Imidazole
- Heteroaromatic compound
- Secondary alcohol
- Organoheterocyclic compound
- Azacycle
- Oxacycle
- Organooxygen compound
- Organic nitrogen compound
- Hydrocarbon derivative
- Alcohol
- Organic oxide
- Organic oxygen compound
- Primary amine
- Amine
- Organonitrogen compound
- Organopnictogen compound
- 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 | Expected 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 | |
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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 | Not Available | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | Not Available | Not Available | | LogP | Not Available | Not Available |
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| Predicted Properties | |
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| Spectra |
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| Spectra | | Spectrum Type | Description | Splash Key | |
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| Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive | splash10-0002-8930200000-a2821e129c20bee87c33 | View in MoNA |
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| Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive | splash10-0002-9441110000-619798b0c3242743c13a | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-000i-2901410000-afa8a71104e69c842868 | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-000i-0900200000-8f9317ccb6340a4317c4 | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-000i-1900000000-e2c92e775605a11d728e | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0a7i-4900240000-500302d146b6d356a0b8 | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0059-5900100000-07e0047589df3afabbbd | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-004i-9500000000-517ff9b08c8f8999b922 | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0a4i-0000090000-ba006402f6f0af41d779 | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-01ri-0402920000-7d549a97dd2276b8b754 | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-01qi-0439100000-94b8e2004e4fb012c91d | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-004i-0900000000-63709bad7395f9f33acc | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-001i-0900000000-94a8fdc8360cf2577ca6 | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-003s-8900000000-0b1152e8f0b7373e9349 | View in MoNA |
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| 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | Not Available | View in JSpectraViewer |
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