2.02012-08-03 15:09:32 -06002015-06-03 17:21:26 -0600ECMDB21410M2MDB001805Nicotinamide hypoxanthine dinucleotideNicotinamide hypoxanthine dinucleotide is a member of the chemical class known as Purine Ribonucleoside Monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached. Codehydrogenase I, deamino hydroxy analogDeamino DPNDeamino nicotinamide adenine dinucleotideDeamino-NADDeaminocozymaseDeaminodiphosphopyridine nucleotideDesamino-DPNDesamino-Nicotinamide-adenine dinucleotideHypoxanthine-nicotinamide dinucleotide (VAN)NHDNicotinamide-hypoxanthine dinucleotide (VAN)C21H27N6O15P2665.4178665.1009622481-{5-[({[({[3,4-dihydroxy-5-(6-hydroxy-9H-purin-9-yl)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-3,4-dihydroxyoxolan-2-yl}-3-(C-hydroxycarbonimidoyl)-1λ⁵-pyridin-1-ylium1-(5-{[({[3,4-dihydroxy-5-(6-hydroxypurin-9-yl)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]methyl}-3,4-dihydroxyoxolan-2-yl)-3-(C-hydroxycarbonimidoyl)-1λ⁵-pyridin-1-ylium1851-07-6OC1C(COP(O)(=O)OP(O)(=O)OCC2OC(C(O)C2O)[N+]2=CC=CC(=C2)C(O)=N)OC(C1O)N1C=NC2=C1N=CN=C2OInChI=1S/C21H26N6O15P2/c22-17(32)9-2-1-3-26(4-9)20-15(30)13(28)10(40-20)5-38-43(34,35)42-44(36,37)39-6-11-14(29)16(31)21(41-11)27-8-25-12-18(27)23-7-24-19(12)33/h1-4,7-8,10-11,13-16,20-21,28-31H,5-6H2,(H4-,22,23,24,32,33,34,35,36,37)/p+1DGVSIBCCYUVRNA-UHFFFAOYSA-OCytoplasmlogp-1.07logs-2.23solubility4.13e+00 g/llogp-10pka_strongest_acidic1.86pka_strongest_basic6.38iupac1-{5-[({[({[3,4-dihydroxy-5-(6-hydroxy-9H-purin-9-yl)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-3,4-dihydroxyoxolan-2-yl}-3-(C-hydroxycarbonimidoyl)-1λ⁵-pyridin-1-yliumaverage_mass665.4178mono_mass665.100962248smilesOC1C(COP(O)(=O)OP(O)(=O)OCC2OC(C(O)C2O)[N+]2=CC=CC(=C2)C(O)=N)OC(C1O)N1C=NC2=C1N=CN=C2OformulaC21H27N6O15P2inchiInChI=1S/C21H26N6O15P2/c22-17(32)9-2-1-3-26(4-9)20-15(30)13(28)10(40-20)5-38-43(34,35)42-44(36,37)39-6-11-14(29)16(31)21(41-11)27-8-25-12-18(27)23-7-24-19(12)33/h1-4,7-8,10-11,13-16,20-21,28-31H,5-6H2,(H4-,22,23,24,32,33,34,35,36,37)/p+1inchikeyDGVSIBCCYUVRNA-UHFFFAOYSA-Opolar_surface_area313.46refractivity150.21polarizability57.68rotatable_bond_count11acceptor_count16donor_count9physiological_charge-1formal_charge1Specdb::NmrOneD289255Specdb::NmrOneD289256Specdb::NmrOneD289257Specdb::NmrOneD289258Specdb::NmrOneD289259Specdb::NmrOneD289260Specdb::NmrOneD289261Specdb::NmrOneD289262Specdb::NmrOneD289263Specdb::NmrOneD289264Specdb::NmrOneD289265Specdb::NmrOneD289266Specdb::NmrOneD289267Specdb::NmrOneD289268Specdb::NmrOneD289269Specdb::NmrOneD289270Specdb::NmrOneD289271Specdb::NmrOneD289272Specdb::NmrOneD289273Specdb::NmrOneD289274Specdb::MsMs26822Specdb::MsMs26823Specdb::MsMs26824Specdb::MsMs33380Specdb::MsMs33381Specdb::MsMs333824403344326C04423Ishii, N., Nakahigashi, K., Baba, T., Robert, M., Soga, T., Kanai, A., Hirasawa, T., Naba, M., Hirai, K., Hoque, A., Ho, P. Y., Kakazu, Y., Sugawara, K., Igarashi, S., Harada, S., Masuda, T., Sugiyama, N., Togashi, T., Hasegawa, M., Takai, Y., Yugi, K., Arakawa, K., Iwata, N., Toya, Y., Nakayama, Y., Nishioka, T., Shimizu, K., Mori, H., Tomita, M. (2007). "Multiple high-throughput analyses monitor the response of E. coli to perturbations." Science 316:593-597.1737977648 mM Na2HPO4, 22 mM KH2PO4, 10 mM NaCl, 45 mM (NH4)2SO4, supplemented with 1 mM MgSO4, 1 mg/l thiamine·HCl, 5.6 mg/l CaCl2, 8 mg/l FeCl3, 1 mg/l MnCl2·4H2O, 1.7 mg/l ZnCl2, 0.43 mg/l CuCl2·2H2O, 0.6 mg/l CoCl2·2H2O and 0.6 mg/l Na2MoO4·2H2O. 4 g/L GlucoBioreactor, pH controlled, O2 and CO2 controlled, dilution rate: 0.2/h146.0uM0.037 oCBW25113Stationary Phase, glucose limited5840000Ishii, N., Nakahigashi, K., Baba, T., Robert, M., Soga, T., Kanai, A., Hirasawa, T., Naba, M., Hirai, K., Hoque, A., Ho, P. Y., Kakazu, Y., Sugawara, K., Igarashi, S., Harada, S., Masuda, T., Sugiyama, N., Togashi, T., Hasegawa, M., Takai, Y., Yugi, K., Arakawa, K., Iwata, N., Toya, Y., Nakayama, Y., Nishioka, T., Shimizu, K., Mori, H., Tomita, M. (2007). "Multiple high-throughput analyses monitor the response of E. coli to perturbations." Science 316:593-597.17379776