1.0 2016-09-30 22:27:46 UTC 2020-05-21 16:28:55 UTC BMDB0000280 BMDB00280 Phosphoribosyl pyrophosphate 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 390.0696 389.95181466 [({[(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. Organic compounds Organic oxygen compounds Organooxygen compounds Carbohydrates and carbohydrate conjugates Pentose phosphates 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 Aliphatic heteromonocyclic compounds 5-O-phosphono-D-ribofuranosyl diphosphate Solid 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 390.0696 ChemAxon mono_mass 389.95181466 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 Glutamate Metabolism SMP0087169 Nicotinate and Nicotinamide Metabolism SMP0087241 Pentose Phosphate Pathway SMP0087246 Purine Metabolism SMP0087239 Pyrimidine Metabolism SMP0087247 Specdb::CMs 2740 Specdb::CMs 37400 Specdb::CMs 163468 Specdb::CMs 1056651 Specdb::CMs 1056653 Specdb::CMs 1056655 Specdb::CMs 1056657 Specdb::CMs 1056659 Specdb::CMs 1056660 Specdb::CMs 1056662 Specdb::CMs 1056664 Specdb::CMs 1056666 Specdb::CMs 1056667 Specdb::CMs 1056669 Specdb::CMs 1056671 Specdb::CMs 1056673 Specdb::CMs 1056675 Specdb::CMs 1056677 Specdb::CMs 1056678 Specdb::CMs 1056680 Specdb::CMs 1056682 Specdb::CMs 1056684 Specdb::CMs 1056686 Specdb::CMs 1056688 Specdb::CMs 1056690 Specdb::MsMs 25517 Specdb::MsMs 25518 Specdb::MsMs 25519 Specdb::MsMs 32075 Specdb::MsMs 32076 Specdb::MsMs 32077 Specdb::MsMs 1471645 Specdb::MsMs 1471646 Specdb::MsMs 1471647 Specdb::MsMs 1471648 Specdb::MsMs 1471649 Specdb::MsMs 1471650 Specdb::MsMs 1471651 Specdb::MsMs 1471652 Specdb::MsMs 1471653 Specdb::MsMs 1471654 Specdb::MsMs 1471655 Specdb::MsMs 1471656 Specdb::MsMs 1471657 Specdb::MsMs 1471658 Specdb::MsMs 1471659 Specdb::MsMs 1471660 Specdb::MsMs 1473417 Specdb::MsMs 1473418 Specdb::MsMs 1475424 Specdb::NmrOneD 6402 Specdb::NmrOneD 6403 Specdb::NmrOneD 6404 Specdb::NmrOneD 6405 Specdb::NmrOneD 6406 Specdb::NmrOneD 6407 Specdb::NmrOneD 6408 Specdb::NmrOneD 6409 Specdb::NmrOneD 6410 Specdb::NmrOneD 6411 Specdb::NmrOneD 6412 Specdb::NmrOneD 6413 Specdb::NmrOneD 6414 Specdb::NmrOneD 6415 Specdb::NmrOneD 6416 Specdb::NmrOneD 6417 Specdb::NmrOneD 6418 Specdb::NmrOneD 6419 Specdb::NmrOneD 6420 Specdb::NmrOneD 6421 Erythrocyte Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Fibroblasts Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 DB01632 7062 C00119 FDB021928 7339 C00007296 17111 PRPP 33926 Phosphoribosyl pyrophosphate 5274 Gross, Akiva; Abril, Obsidiana; Lewis, Jerome M.; Geresh, Shimona; Whitesides, George M. Practical synthesis of 5-phospho-D-ribosyl a-1-pyrophosphate (PRPP): enzymatic routes from ribose 5-phosphate or ribose. Journal of the American Chemical Society (1983), 105(25), 7428-35. BMDBP00108 Adenine phosphoribosyltransferase Q56JW4 APRT Enzyme BMDBP00440 Hypoxanthine-guanine phosphoribosyltransferase Q3SZ18 HPRT1 Enzyme BMDBP00482 Ribose-phosphate pyrophosphokinase 1 Q2HJ58 PRPS1 Enzyme BMDBP00635 Nicotinate phosphoribosyltransferase A5PK51 NAPRT Enzyme BMDBP00636 Nicotinate-nucleotide pyrophosphorylase [carboxylating] Q3T063 QPRT Enzyme BMDBP01004 Uridine 5'-monophosphate synthase P31754 UMPS Enzyme BMDBP02856 Amidophosphoribosyltransferase F1MV22 PPAT Enzyme BMDBP02942 Nicotinamide phosphoribosyltransferase F1MJ80 NAMPT Enzyme