2.0 2012-05-31 13:45:48 -0600 2015-06-03 15:53:45 -0600 ECMDB01127 M2MDB000264 6-Phosphonoglucono-D-lactone 6-phosphoglucono-delta-lactone (d-6PGL) is the immediate product of the Glucose-6-phosphate dehydrogenase (G-6-PD), the first enzyme of the hexose monophosphate pathway. (PMID 3711719) 6-(Dihydrogen phosphate)-(8CI)-D-Gluconate delta-lactone 6-(Dihydrogen phosphate)-(8ci)-D-gluconate δ-lactone 6-(Dihydrogen phosphate)-(8CI)-D-Gluconic acid delta-lactone 6-(Dihydrogen phosphate)-(9CI)-D-Gluconate D-lactone 6-(Dihydrogen phosphate)-(9ci)-D-gluconate delta-lactone 6-(Dihydrogen phosphate)-(9ci)-D-gluconate δ-lactone 6-(Dihydrogen phosphate)-(9CI)-D-Gluconic acid D-lactone 6-(dihydrogen phosphate)-(9CI)-D-Gluconic acid delta-lactone 6-(Dihydrogen phosphate)-D-Gluconate delta-lactone 6-(Dihydrogen phosphate)-D-gluconate δ-lactone 6-(Dihydrogen phosphate)-D-Gluconic acid delta-lactone 6-(Dihydrogen phosphoric acid)-(8ci)-D-gluconic acid delta-lactone 6-(Dihydrogen phosphoric acid)-(8ci)-D-gluconic acid δ-lactone 6-(Dihydrogen phosphoric acid)-(9ci)-D-gluconic acid D-lactone 6-(Dihydrogen phosphoric acid)-(9ci)-D-gluconic acid delta-lactone 6-(Dihydrogen phosphoric acid)-(9ci)-D-gluconic acid δ-lactone 6-(Dihydrogen phosphoric acid)-D-gluconic acid delta-lactone 6-(Dihydrogen phosphoric acid)-D-gluconic acid δ-lactone 6-Pgdl 6-Phospho-D-glucono-1,5-lactone 6-Phosphoglucono-delta-lactone 6-phosphoglucono-δ-Lactone 6-Phosphogluconolactone 6-Phosphonoglucono-delta-lactone 6-phosphonoglucono-δ-Lactone D-6-P-glucono-&delta;-lactone D-6-P-Glucono-delta-lactone D-6-P-glucono-δ-Lactone D-6-phospho-glucono-&delta;-lactone D-6-Phospho-glucono-delta-lactone D-6-phospho-glucono-δ-Lactone D-6-phosphoglucono-&delta;-lactone D-6-Phosphoglucono-delta-lactone D-6-phosphoglucono-δ-Lactone D-glucono-&delta;-lactone-6-phosphate D-glucono-&delta;-lactone-6-phosphoric acid D-Glucono-1,5-lactone 6-phosphate D-glucono-1,5-Lactone 6-phosphoric acid D-Glucono-1,5-lactone-6-phosphate D-glucono-1,5-Lactone-6-phosphoric acid D-Glucono-delta-lactone-6-phosphate D-glucono-delta-Lactone-6-phosphoric acid D-glucono-δ-Lactone-6-phosphate D-glucono-δ-Lactone-6-phosphoric acid Delta-Gluconolactone 6-phosphate delta-Gluconolactone 6-phosphoric acid δ-Gluconolactone 6-phosphate δ-Gluconolactone 6-phosphoric acid C6H11O9P 258.1199 258.014068462 {[(2R,3S,4S,5R)-3,4,5-trihydroxy-6-oxooxan-2-yl]methoxy}phosphonic acid 6-phosphogluconolactone 2641-81-8 O[C@H]1[C@H](O)[C@@H](COP(O)(O)=O)OC(=O)[C@@H]1O InChI=1S/C6H11O9P/c7-3-2(1-14-16(11,12)13)15-6(10)5(9)4(3)8/h2-5,7-9H,1H2,(H2,11,12,13)/t2-,3-,4+,5-/m1/s1 IJOJIVNDFQSGAB-SQOUGZDYSA-N Solid Cytosol logp -1.99 ALOGPS logs -0.90 ALOGPS solubility 3.26e+01 g/l ALOGPS logp -2.9 ChemAxon pka_strongest_acidic 1.3 ChemAxon pka_strongest_basic -3.7 ChemAxon iupac {[(2R,3S,4S,5R)-3,4,5-trihydroxy-6-oxooxan-2-yl]methoxy}phosphonic acid ChemAxon average_mass 258.1199 ChemAxon mono_mass 258.014068462 ChemAxon smiles O[C@H]1[C@H](O)[C@@H](COP(O)(O)=O)OC(=O)[C@@H]1O ChemAxon formula C6H11O9P ChemAxon inchi InChI=1S/C6H11O9P/c7-3-2(1-14-16(11,12)13)15-6(10)5(9)4(3)8/h2-5,7-9H,1H2,(H2,11,12,13)/t2-,3-,4+,5-/m1/s1 ChemAxon inchikey IJOJIVNDFQSGAB-SQOUGZDYSA-N ChemAxon polar_surface_area 153.75 ChemAxon refractivity 45.65 ChemAxon polarizability 19.9 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 7 ChemAxon donor_count 5 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Pentose phosphate pathway ec00030 Glutathione metabolism The biosynthesis of glutathione starts with the introduction of L-glutamic acid through either a glutamate:sodium symporter, glutamate / aspartate : H+ symporter GltP or a glutamate / aspartate ABC transporter. Once in the cytoplasm, L-glutamice acid reacts with L-cysteine through an ATP glutamate-cysteine ligase resulting in gamma-glutamylcysteine. This compound reacts which Glycine through an ATP driven glutathione synthetase thus catabolizing Glutathione. This compound is metabolized through a spontaneous reaction with an oxidized glutaredoxin resulting in a reduced glutaredoxin and an oxidized glutathione. This compound is reduced by a NADPH glutathione reductase resulting in a glutathione. PW000833 ec00480 Metabolic Microbial metabolism in diverse environments ec01120 Metabolic pathways eco01100 Pentose Phosphate PW000893 Metabolic superpathway of glycolysis and Entner-Doudoroff GLYCOLYSIS-E-D pentose phosphate pathway (oxidative branch) OXIDATIVEPENT-PWY Specdb::CMs 2763 Specdb::CMs 37937 Specdb::CMs 156806 Specdb::NmrOneD 146530 Specdb::NmrOneD 146531 Specdb::NmrOneD 146532 Specdb::NmrOneD 146533 Specdb::NmrOneD 146534 Specdb::NmrOneD 146535 Specdb::NmrOneD 146536 Specdb::NmrOneD 146537 Specdb::NmrOneD 146538 Specdb::NmrOneD 146539 Specdb::NmrOneD 146540 Specdb::NmrOneD 146541 Specdb::NmrOneD 146542 Specdb::NmrOneD 146543 Specdb::NmrOneD 146544 Specdb::NmrOneD 146545 Specdb::NmrOneD 146546 Specdb::NmrOneD 146547 Specdb::NmrOneD 146548 Specdb::NmrOneD 146549 Specdb::MsMs 24512 Specdb::MsMs 24513 Specdb::MsMs 24514 Specdb::MsMs 31070 Specdb::MsMs 31071 Specdb::MsMs 31072 Specdb::MsMs 2821440 Specdb::MsMs 2821441 Specdb::MsMs 2821442 Specdb::MsMs 2857197 Specdb::MsMs 2857198 Specdb::MsMs 2857199 HMDB01127 439452 388559 C01236 16938 D-6-P-GLUCONO-DELTA-LACTONE 6-phosphogluconolactone Keseler, I. 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Epub 2001 Jul 16. 11457850 Glucose-6-phosphate 1-dehydrogenase P0AC53 G6PD_ECOLI zwf http://ecmdb.ca/proteins/P0AC53.xml 6-phosphogluconolactonase P52697 6PGL_ECOLI pgl http://ecmdb.ca/proteins/P52697.xml 6-Phosphonoglucono-D-lactone + Water <> 6-Phosphogluconic acid + Hydrogen ion R02035 6PGLUCONOLACT-RXN Glucose 6-phosphate + NADP <> 6-Phosphonoglucono-D-lactone + Hydrogen ion + NADPH GLU6PDEHYDROG-RXN 6-Phosphonoglucono-D-lactone + Water <> 6-Phosphogluconic acid R02035 beta-D-Glucose 6-phosphate + NADP <> 6-Phosphonoglucono-D-lactone + NADPH + Hydrogen ion R02736 6-Phosphonoglucono-D-lactone + Water > Hydrogen ion + 6-Phosphogluconic acid 6PGLUCONOLACT-RXN 6-Phosphonoglucono-D-lactone + Water > 6-Phosphogluconic acid Glucose 6-phosphate + NADP > 6-Phosphonoglucono-D-lactone + NADPH beta-D-Glucose 6-phosphate + NADP > 6-Phosphonoglucono-D-lactone + NADPH + Hydrogen ion + NADPH PW_R003339 6 6-Phosphonoglucono-D-lactone + Water <>6 6-Phosphogluconic acid + Hydrogen ion 6 6-Phosphonoglucono-D-lactone + Water <>6 6-Phosphogluconic acid beta-D-Glucose 6-phosphate + NADP <>6 6-Phosphonoglucono-D-lactone + NADPH + Hydrogen ion 6 6-Phosphonoglucono-D-lactone + Water <>6 6-Phosphogluconic acid + Hydrogen ion