2.0 2012-10-10 12:20:18 -0600 2015-06-03 17:26:04 -0600 ECMDB23170 M2MDB003560 (6S)-6-beta-hydroxy-1,4,5,6-tetrahydronicotinamide-adenine dinucleotide (6S)-6-beta-hydroxy-1,4,5,6-tetrahydronicotinamide-adenine dinucleotide is a substrate for the enzymes ATP-dependent NAD(P)H-hydrate dehydratase which catalyzes the reaction ATP + (6S)-6beta-hydroxy-1,4,5,6-tetrahydronicotinamide-adenine dinucleotide = ADP + phosphate + NADH. This is an intermediate in NADH "repair". (2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-ylmethoxy-hydroxyphosphoryl (2R,3S,4R,5R)-5-(2S)-5-carbamoyl-2-hydroxy-3,4-dihydro-2H-pyridin-1-yl-3,4-dihydroxyoxolan-2-ylmethyl hydrogen phosphate (2R,3S,4R,5R)-5-(6-Aminopurin-9-yl)-3,4-dihydroxyoxolan-2-ylmethoxy-hydroxyphosphoryl (2R,3S,4R,5R)-5-(2S)-5-carbamoyl-2-hydroxy-3,4-dihydro-2H-pyridin-1-yl-3,4-dihydroxyoxolan-2-ylmethyl hydrogen phosphoric acid (6S)-6-b-Hydroxy-1,4,5,6-tetrahydronicotinamide-adenine dinucleotide (6S)-6-Hydroxy-1,4,5,6-tetrahydronicotinamide-adenine dinucleotide (6S)-6-β-Hydroxy-1,4,5,6-tetrahydronicotinamide-adenine dinucleotide (6S)-6b-Hydroxy-1,4,5,6-tetrahydronicotinamide adenine dinucleotide (6S)-6beta-hydroxy-1,4,5,6-tetrahydronicotinamide adenine dinucleotide (6S)-6β-Hydroxy-1,4,5,6-tetrahydronicotinamide adenine dinucleotide (S)-NADHX 6b-Hydroxy-1,4,5,6-tetrahydronicotinamide-adenine dinucleotide 6beta-Hydroxy-1,4,5,6-tetrahydronicotinamide-adenine dinucleotide 6β-Hydroxy-1,4,5,6-tetrahydronicotinamide-adenine dinucleotide b-6-HYDROXY-1,4,5,6-tetrhydronicotinamide adenine dinucleotide BETA-6-HYDROXY-1,4,5,6-TETRHYDRONICOTINAMIDE ADENINE DINUCLEOTIDE β-6-HYDROXY-1,4,5,6-tetrhydronicotinamide adenine dinucleotide C21H31N7O15P2 683.4563 683.135336381 [({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[(2R,3S,4R,5R)-5-[(2S)-5-carbamoyl-2-hydroxy-1,2,3,4-tetrahydropyridin-1-yl]-3,4-dihydroxyoxolan-2-yl]methoxy})phosphinic acid (S)-nadhx [H][C@]1(COP(O)(=O)OP(O)(=O)OC[C@@]2([H])O[C@@]([H])(N3C=C(CC[C@]3([H])O)C(O)=N)[C@]([H])(O)[C@]2([H])O)O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])O InChI=1S/C21H31N7O15P2/c22-17-12-19(25-6-24-17)28(7-26-12)21-16(33)14(31)10(42-21)5-40-45(37,38)43-44(35,36)39-4-9-13(30)15(32)20(41-9)27-3-8(18(23)34)1-2-11(27)29/h3,6-7,9-11,13-16,20-21,29-33H,1-2,4-5H2,(H2,23,34)(H,35,36)(H,37,38)(H2,22,24,25)/t9-,10-,11+,13-,14-,15-,16-,20-,21-/m1/s1 IDBZKGQRLBFUFQ-VPHRTNKSSA-N logp -1.87 ALOGPS logs -2.04 ALOGPS solubility 6.26e+00 g/l ALOGPS logp -6.5 ChemAxon pka_strongest_acidic 1.85 ChemAxon pka_strongest_basic 4.01 ChemAxon iupac [({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[(2R,3S,4R,5R)-5-[(2S)-5-carbamoyl-2-hydroxy-1,2,3,4-tetrahydropyridin-1-yl]-3,4-dihydroxyoxolan-2-yl]methoxy})phosphinic acid ChemAxon average_mass 683.4563 ChemAxon mono_mass 683.135336381 ChemAxon smiles [H][C@]1(COP(O)(=O)OP(O)(=O)OC[C@@]2([H])O[C@@]([H])(N3C=C(CC[C@]3([H])O)C(O)=N)[C@]([H])(O)[C@]2([H])O)O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])O ChemAxon formula C21H31N7O15P2 ChemAxon inchi InChI=1S/C21H31N7O15P2/c22-17-12-19(25-6-24-17)28(7-26-12)21-16(33)14(31)10(42-21)5-40-45(37,38)43-44(35,36)39-4-9-13(30)15(32)20(41-9)27-3-8(18(23)34)1-2-11(27)29/h3,6-7,9-11,13-16,20-21,29-33H,1-2,4-5H2,(H2,23,34)(H,35,36)(H,37,38)(H2,22,24,25)/t9-,10-,11+,13-,14-,15-,16-,20-,21-/m1/s1 ChemAxon inchikey IDBZKGQRLBFUFQ-VPHRTNKSSA-N ChemAxon polar_surface_area 337.85 ChemAxon refractivity 144.05 ChemAxon polarizability 58.68 ChemAxon rotatable_bond_count 11 ChemAxon acceptor_count 17 ChemAxon donor_count 9 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 35840 Specdb::CMs 731296 Specdb::CMs 731297 Specdb::CMs 731298 Specdb::CMs 731299 Specdb::CMs 731300 Specdb::CMs 731301 Specdb::CMs 731302 Specdb::CMs 731303 Specdb::CMs 731304 Specdb::CMs 731305 Specdb::CMs 731306 Specdb::CMs 731307 Specdb::CMs 731308 Specdb::CMs 731309 Specdb::CMs 731310 Specdb::CMs 731311 Specdb::CMs 731312 Specdb::CMs 731313 Specdb::CMs 731314 Specdb::CMs 731315 Specdb::CMs 731316 Specdb::CMs 731317 Specdb::CMs 731318 Specdb::CMs 731319 Specdb::NmrOneD 51762 Specdb::NmrOneD 51763 Specdb::NmrOneD 51764 Specdb::NmrOneD 51765 Specdb::NmrOneD 51766 Specdb::NmrOneD 51767 Specdb::NmrOneD 51768 Specdb::NmrOneD 51769 Specdb::NmrOneD 51770 Specdb::NmrOneD 51771 Specdb::NmrOneD 51772 Specdb::NmrOneD 51773 Specdb::NmrOneD 51774 Specdb::NmrOneD 51775 Specdb::NmrOneD 51776 Specdb::NmrOneD 51777 Specdb::NmrOneD 51778 Specdb::NmrOneD 51779 Specdb::NmrOneD 51780 Specdb::NmrOneD 51781 Specdb::MsMs 23021 Specdb::MsMs 23022 Specdb::MsMs 23023 Specdb::MsMs 29819 Specdb::MsMs 29820 Specdb::MsMs 29821 Specdb::MsMs 2757498 Specdb::MsMs 2757499 Specdb::MsMs 2757500 Specdb::MsMs 2947980 Specdb::MsMs 2947981 Specdb::MsMs 2947982 C04856 44236 NAX Uncharacterized protein yjeF P31806 YJEF_ECOLI yjeF http://ecmdb.ca/proteins/P31806.xml ADP + (6S)-6-beta-hydroxy-1,4,5,6-tetrahydronicotinamide-adenine dinucleotide > Adenosine monophosphate + Inorganic phosphate + NADH ADP + (6S)-6-beta-hydroxy-1,4,5,6-tetrahydronicotinamide-adenine dinucleotide + (6S)-6beta-Hydroxy-1,4,5,6-tetrahydronicotinamide-adenine dinucleotide phosphate <> Adenosine monophosphate + Phosphate + NADH + NADPH R10267