1.0 2020-04-17 18:41:47 UTC 2020-11-18 16:38:49 UTC CDB004836 Phosphoribosyl pyrophosphate 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. 5-Phospho-alpha-D-ribose 1-diphosphate 5-Phosphoribosyl 1-pyrophosphate 5-Phosphoribosyl diphosphate alpha-D-Ribofuranose 5-(dihydrogen phosphate) 1-(trihydrogen diphosphate) ALPHA-PHOSPHORIBOSYLPYROphosphORIC ACID Phosphoribosylpyrophosphate PRib-PP PRPP 5-Phospho-a-D-ribose 1-diphosphate 5-Phospho-a-D-ribose 1-diphosphoric acid 5-Phospho-alpha-D-ribose 1-diphosphoric acid 5-Phospho-α-D-ribose 1-diphosphate 5-Phospho-α-D-ribose 1-diphosphoric acid 5-Phosphoribosyl 1-pyrophosphoric acid 5-Phosphoribosyl diphosphoric acid a-D-Ribofuranose 5-(dihydrogen phosphate) 1-(trihydrogen diphosphate) a-D-Ribofuranose 5-(dihydrogen phosphoric acid) 1-(trihydrogen diphosphoric acid) alpha-D-Ribofuranose 5-(dihydrogen phosphoric acid) 1-(trihydrogen diphosphoric acid) Α-D-ribofuranose 5-(dihydrogen phosphate) 1-(trihydrogen diphosphate) Α-D-ribofuranose 5-(dihydrogen phosphoric acid) 1-(trihydrogen diphosphoric acid) a-PHOSPHORIBOSYLPYROphosphate a-PHOSPHORIBOSYLPYROphosphoric acid alpha-PHOSPHORIBOSYLPYROphosphate Α-phosphoribosylpyrophosphate Α-phosphoribosylpyrophosphoric acid Phosphoribosylpyrophosphoric acid Phosphoribosyl pyrophosphoric acid 5-Phospho-a-D-ribose-1-diphosphate 5-Phospho-a-D-ribosyl pyrophosphate 5-Phospho-alpha-D-ribose-1-diphosphate 5-Phospho-alpha-D-ribosyl pyrophosphate 5-Phosphoribose 1-pyrophosphate 5-Phosphoribosyl 1-diphosphate 5-Phosphoribosyl a-1-pyrophosphate 5-Phosphoribosyl-1-pyrophosphate 5-Phosphorylribose 1-a-diphosphate 5-Phosphorylribose 1-alpha-diphosphate 5-Phosphorylribose 1-pyrophosphate 5-Phosphorylribosyl 1-pyrophosphate a-D-5-(Dihydrogen phosphate) 1-(trihydrogen pyrophosphate) ribofuranose a-D-5-Phosphoribosyl 1-pyrophosphate a-D-Ribofuranose 5-phosphate 1-pyrophosphate a-D-Ribofuranose, 5-(dihydrogen phosphate) 1-(trihydrogen diphosphate) alpha-D-5-(Dihydrogen phosphate) 1-(trihydrogen pyrophosphate) ribofuranose alpha-D-5-Phosphoribosyl 1-pyrophosphate alpha-D-Ribofuranose 5-phosphate 1-pyrophosphate alpha-D-Ribofuranose, 5-(dihydrogen phosphate) 1-(trihydrogen diphosphate) Phosphoribosyl-1-pyrophosphate Phosphoribosyl-pyrophosphate Phosphoribosylpyrophosphorate PP-Ribose-p Pyrophosphate, phosphoribosyl 5-Phospho-α-D-ribose-1-diphosphate 5-Phospho-α-D-ribosyl pyrophosphate 5-Phosphoribosyl alpha-1-pyrophosphate 5-Phosphoribosyl pyrophosphate 5-Phosphoribosyl α-1-pyrophosphate 5-Phosphorylribose 1-α-diphosphate Α-D-5-phosphoribosyl 1-pyrophosphate Phosphoribosyl pyrophosphate C5H13O14P3 390.07 389.9518 [({[(2R,3R,4S,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]oxy}(hydroxy)phosphoryl)oxy]phosphonic acid phosphoribosylpyrophosphate 7540-64-9 O[C@H]1[C@@H](O)[C@@H](OP(O)(=O)OP(O)(O)=O)O[C@@H]1COP(O)(O)=O 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 PQGCEDQWHSBAJP-TXICZTDVSA-N 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. Pentose phosphates Organic compounds Organic oxygen compounds Organooxygen compounds Carbohydrates and carbohydrate conjugates Aliphatic heteromonocyclic compounds 1,2-diols Hydrocarbon derivatives Monoalkyl phosphates Monosaccharide phosphates Organic oxides Organic pyrophosphates Oxacyclic compounds Secondary alcohols Tetrahydrofurans 1,2-diol Alcohol Aliphatic heteromonocyclic compound Alkyl phosphate Hydrocarbon derivative Monoalkyl phosphate Monosaccharide phosphate Organic oxide Organic phosphoric acid derivative Organic pyrophosphate Organoheterocyclic compound Oxacycle Pentose phosphate Pentose-5-phosphate Phosphoric acid ester Secondary alcohol Tetrahydrofuran 5-O-phosphono-D-ribofuranosyl diphosphate logp -0.74 ALOGPS logs -1.53 ALOGPS logp -3 ChemAxon pka_strongest_acidic 1.09 ChemAxon pka_strongest_basic -3.7 ChemAxon iupac [({[(2R,3R,4S,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]oxy}(hydroxy)phosphoryl)oxy]phosphonic acid ChemAxon average_mass 390.07 ChemAxon mono_mass 389.9518 ChemAxon smiles O[C@H]1[C@@H](O)[C@@H](OP(O)(=O)OP(O)(O)=O)O[C@@H]1COP(O)(O)=O ChemAxon formula C5H13O14P3 ChemAxon inchi 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 ChemAxon inchikey PQGCEDQWHSBAJP-TXICZTDVSA-N ChemAxon polar_surface_area 229.74 ChemAxon refractivity 62.58 ChemAxon polarizability 27.46 ChemAxon rotatable_bond_count 7 ChemAxon acceptor_count 11 ChemAxon donor_count 7 ChemAxon physiological_charge -4 ChemAxon formal_charge 0 ChemAxon number_of_rings 1 ChemAxon bioavailability 0 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon DB01632 7062 C00119 FDB021928 7339 C00007296 17111 PRPP 33926 Phosphoribosyl pyrophosphate 5274