Record Information |
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Version | 1.0 |
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Created at | 2020-04-17 18:41:47 UTC |
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Updated at | 2020-11-18 16:38:49 UTC |
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CannabisDB ID | CDB004836 |
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Secondary Accession Numbers | Not Available |
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Cannabis Compound Identification |
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Common Name | Phosphoribosyl pyrophosphate |
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Description | Phosphoribosyl pyrophosphate, also known as PRPP or prib-PP, belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups. Phosphoribosyl pyrophosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). Phosphoribosyl pyrophosphate exists in all living species, ranging from bacteria to humans. Within humans, phosphoribosyl pyrophosphate participates in a number of enzymatic reactions. In particular, guanine and phosphoribosyl pyrophosphate can be biosynthesized from guanosine monophosphate; which is catalyzed by the enzyme adenine phosphoribosyltransferase. In addition, guanine and phosphoribosyl pyrophosphate can be biosynthesized from guanosine monophosphate through its interaction with the enzyme hypoxanthine-guanine phosphoribosyltransferase. In humans, phosphoribosyl pyrophosphate is involved in the metabolic disorder called the gout or kelley-seegmiller syndrome pathway. A derivative of alpha-D-ribose having a phosphate group at the 5-position and a diphosphate at the 1-position. Phosphoribosyl pyrophosphate is expected to be in Cannabis as all living plants are known to produce and metabolize it. |
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Structure | |
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Synonyms | Value | Source |
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5-Phospho-alpha-D-ribose 1-diphosphate | ChEBI | 5-Phosphoribosyl 1-pyrophosphate | ChEBI | 5-Phosphoribosyl diphosphate | ChEBI | alpha-D-Ribofuranose 5-(dihydrogen phosphate) 1-(trihydrogen diphosphate) | ChEBI | ALPHA-PHOSPHORIBOSYLPYROphosphORIC ACID | ChEBI | Phosphoribosylpyrophosphate | ChEBI | PRib-PP | ChEBI | PRPP | ChEBI | 5-Phospho-a-D-ribose 1-diphosphate | Generator | 5-Phospho-a-D-ribose 1-diphosphoric acid | Generator | 5-Phospho-alpha-D-ribose 1-diphosphoric acid | Generator | 5-Phospho-α-D-ribose 1-diphosphate | Generator | 5-Phospho-α-D-ribose 1-diphosphoric acid | Generator | 5-Phosphoribosyl 1-pyrophosphoric acid | Generator | 5-Phosphoribosyl diphosphoric acid | Generator | a-D-Ribofuranose 5-(dihydrogen phosphate) 1-(trihydrogen diphosphate) | Generator | a-D-Ribofuranose 5-(dihydrogen phosphoric acid) 1-(trihydrogen diphosphoric acid) | Generator | alpha-D-Ribofuranose 5-(dihydrogen phosphoric acid) 1-(trihydrogen diphosphoric acid) | Generator | Α-D-ribofuranose 5-(dihydrogen phosphate) 1-(trihydrogen diphosphate) | Generator | Α-D-ribofuranose 5-(dihydrogen phosphoric acid) 1-(trihydrogen diphosphoric acid) | Generator | a-PHOSPHORIBOSYLPYROphosphate | Generator | a-PHOSPHORIBOSYLPYROphosphoric acid | Generator | alpha-PHOSPHORIBOSYLPYROphosphate | Generator | Α-phosphoribosylpyrophosphate | Generator | Α-phosphoribosylpyrophosphoric acid | Generator | Phosphoribosylpyrophosphoric acid | Generator | Phosphoribosyl pyrophosphoric acid | Generator | 5-Phospho-a-D-ribose-1-diphosphate | HMDB | 5-Phospho-a-D-ribosyl pyrophosphate | HMDB | 5-Phospho-alpha-D-ribose-1-diphosphate | HMDB | 5-Phospho-alpha-D-ribosyl pyrophosphate | HMDB | 5-Phosphoribose 1-pyrophosphate | HMDB | 5-Phosphoribosyl 1-diphosphate | HMDB | 5-Phosphoribosyl a-1-pyrophosphate | HMDB | 5-Phosphoribosyl-1-pyrophosphate | HMDB | 5-Phosphorylribose 1-a-diphosphate | HMDB | 5-Phosphorylribose 1-alpha-diphosphate | HMDB | 5-Phosphorylribose 1-pyrophosphate | HMDB | 5-Phosphorylribosyl 1-pyrophosphate | HMDB | a-D-5-(Dihydrogen phosphate) 1-(trihydrogen pyrophosphate) ribofuranose | HMDB | a-D-5-Phosphoribosyl 1-pyrophosphate | HMDB | a-D-Ribofuranose 5-phosphate 1-pyrophosphate | HMDB | a-D-Ribofuranose, 5-(dihydrogen phosphate) 1-(trihydrogen diphosphate) | HMDB | alpha-D-5-(Dihydrogen phosphate) 1-(trihydrogen pyrophosphate) ribofuranose | HMDB | alpha-D-5-Phosphoribosyl 1-pyrophosphate | HMDB | alpha-D-Ribofuranose 5-phosphate 1-pyrophosphate | HMDB | alpha-D-Ribofuranose, 5-(dihydrogen phosphate) 1-(trihydrogen diphosphate) | HMDB | Phosphoribosyl-1-pyrophosphate | HMDB | Phosphoribosyl-pyrophosphate | HMDB | Phosphoribosylpyrophosphorate | HMDB | PP-Ribose-p | HMDB | Pyrophosphate, phosphoribosyl | HMDB | 5-Phospho-α-D-ribose-1-diphosphate | HMDB | 5-Phospho-α-D-ribosyl pyrophosphate | HMDB | 5-Phosphoribosyl alpha-1-pyrophosphate | HMDB | 5-Phosphoribosyl pyrophosphate | HMDB | 5-Phosphoribosyl α-1-pyrophosphate | HMDB | 5-Phosphorylribose 1-α-diphosphate | HMDB | Α-D-5-phosphoribosyl 1-pyrophosphate | HMDB | Phosphoribosyl pyrophosphate | HMDB |
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Chemical Formula | C5H13O14P3 |
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Average Molecular Weight | 390.07 |
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Monoisotopic Molecular Weight | 389.9518 |
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IUPAC Name | [({[(2R,3R,4S,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]oxy}(hydroxy)phosphoryl)oxy]phosphonic acid |
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Traditional Name | phosphoribosylpyrophosphate |
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CAS Registry Number | 7540-64-9 |
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SMILES | O[C@H]1[C@@H](O)[C@@H](OP(O)(=O)OP(O)(O)=O)O[C@@H]1COP(O)(O)=O |
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InChI Identifier | InChI=1S/C5H13O14P3/c6-3-2(1-16-20(8,9)10)17-5(4(3)7)18-22(14,15)19-21(11,12)13/h2-7H,1H2,(H,14,15)(H2,8,9,10)(H2,11,12,13)/t2-,3-,4-,5-/m1/s1 |
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InChI Key | PQGCEDQWHSBAJP-TXICZTDVSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups. |
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Kingdom | Organic compounds |
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Super Class | Organic oxygen compounds |
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Class | Organooxygen compounds |
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Sub Class | Carbohydrates and carbohydrate conjugates |
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Direct Parent | Pentose phosphates |
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Alternative Parents | |
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Substituents | - Pentose phosphate
- Pentose-5-phosphate
- Monosaccharide phosphate
- Organic pyrophosphate
- Monoalkyl phosphate
- Organic phosphoric acid derivative
- Phosphoric acid ester
- Alkyl phosphate
- Tetrahydrofuran
- 1,2-diol
- Secondary alcohol
- Organoheterocyclic compound
- Oxacycle
- Alcohol
- Hydrocarbon derivative
- Organic oxide
- Aliphatic heteromonocyclic compound
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Molecular Framework | Aliphatic heteromonocyclic compounds |
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External Descriptors | - 5-O-phosphono-D-ribofuranosyl diphosphate (CHEBI:17111 )
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Ontology |
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Disposition | Source: Biological location: |
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Role | Industrial application: |
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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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EI-MS/GC-MS | Type | Description | Splash Key | View |
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Predicted GC-MS | Phosphoribosyl pyrophosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-004j-7902000000-513a0a03122b76d768d9 | Spectrum | Predicted GC-MS | Phosphoribosyl pyrophosphate, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-004i-6952010000-eac4b7259ac1081ff665 | Spectrum | Predicted GC-MS | Phosphoribosyl pyrophosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Phosphoribosyl pyrophosphate, TMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Phosphoribosyl pyrophosphate, TMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Phosphoribosyl pyrophosphate, TMS_1_3, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Phosphoribosyl pyrophosphate, TMS_1_4, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Phosphoribosyl pyrophosphate, TMS_1_5, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Phosphoribosyl pyrophosphate, TMS_2_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Phosphoribosyl pyrophosphate, TMS_2_2, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Phosphoribosyl pyrophosphate, TMS_2_3, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Phosphoribosyl pyrophosphate, TMS_2_4, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Phosphoribosyl pyrophosphate, TMS_2_5, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Phosphoribosyl pyrophosphate, TMS_2_6, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Phosphoribosyl pyrophosphate, TMS_2_7, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Phosphoribosyl pyrophosphate, TMS_2_8, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Phosphoribosyl pyrophosphate, TMS_2_9, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Phosphoribosyl pyrophosphate, TMS_2_10, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Phosphoribosyl pyrophosphate, TMS_2_11, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Phosphoribosyl pyrophosphate, TMS_2_12, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Phosphoribosyl pyrophosphate, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Phosphoribosyl pyrophosphate, TBDMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Phosphoribosyl pyrophosphate, TBDMS_1_3, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Phosphoribosyl pyrophosphate, TBDMS_1_4, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Phosphoribosyl pyrophosphate, TBDMS_1_5, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum |
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MS/MS | Type | Description | Splash Key | View |
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MS/MS | LC-MS/MS Spectrum - Orbitrap 5V, negative | splash10-000i-0009000000-4d49c2b254fa550d7fc4 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 8V, negative | splash10-000i-0129000000-1d706d02a4abbeb42ed5 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 11V, negative | splash10-004u-0987000000-ea0ae1567abd90f10399 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 14V, negative | splash10-004l-0961000000-703b20987f54fa234a79 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 19V, negative | splash10-004i-1930000000-0b45299b5f0eae24d372 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 24V, negative | splash10-004i-2910000000-9ce95a1b1c6b6ca5768d | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 28V, negative | splash10-004i-6900000000-98e568c985ce119eab97 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 32V, negative | splash10-004i-9600000000-4d4d3c26cf4221488cb8 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 38V, negative | splash10-004i-9300000000-ae7ce84c85a837e48257 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 45V, negative | splash10-004i-9100000000-535b36bb64043a2b5e66 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 54V, negative | splash10-004i-9000000000-b83900fdd755592d555a | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - n/a 27V, negative | splash10-0006-0190000000-535b5f43d315fbc182ad | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - n/a 27V, negative | splash10-004i-9000000000-46d4cee1b5ac630ba9b8 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - n/a 27V, negative | splash10-0a4i-0900000000-8f51c8c38a697fb3a6f0 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - n/a 27V, negative | splash10-006x-0930000000-6eebf2cc9471f692be90 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - n/a 27V, negative | splash10-01t9-7900000000-a94c6a883f36818a0855 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - n/a 27V, positive | splash10-00di-0089000000-73b944f3bcd8c2e5fa58 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - n/a 27V, positive | splash10-0udi-0079300000-a94093288821d386ab6a | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 6V, positive | splash10-0a4i-0001900000-04d2c9666f93d8bb3ec0 | 2020-07-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-01tc-2934000000-e0fcfd13254fd3781439 | 2015-09-15 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-03dm-6593000000-b295e74d43b0dc625e47 | 2015-09-15 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-01r2-7920000000-a021603f22f19c083511 | 2015-09-15 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-000i-0509000000-54231bd8f000ab2dd4a0 | 2015-09-15 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-004i-9301000000-447b996f7510c6ae354b | 2015-09-15 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-004i-9000000000-54f70df2270a3e4f67d2 | 2015-09-15 | View Spectrum |
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NMR | Not Available |
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Pathways |
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Pathways | Name | SMPDB/Pathwhiz | KEGG | Pyrimidine Metabolism | | | Purine Metabolism | | | Pentose Phosphate Pathway | | | Glucose-6-phosphate dehydrogenase deficiency | | Not Available | Ribose-5-phosphate isomerase deficiency | | Not Available |
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Protein Targets |
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Enzymes | |
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Transporters | Not Available |
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Metal Bindings | |
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Receptors | Not Available |
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Transcriptional Factors | |
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Concentrations Data |
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| Not Available |
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External Links |
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HMDB ID | HMDB0000280 |
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DrugBank ID | DB01632 |
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Phenol Explorer Compound ID | Not Available |
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FoodDB ID | FDB021928 |
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KNApSAcK ID | C00007296 |
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Chemspider ID | 7062 |
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KEGG Compound ID | C00119 |
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BioCyc ID | PRPP |
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BiGG ID | 33926 |
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Wikipedia Link | Phosphoribosyl pyrophosphate |
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METLIN ID | 5274 |
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PubChem Compound | 7339 |
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PDB ID | Not Available |
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ChEBI ID | 17111 |
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References |
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General References | Not Available |
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