2.0 2012-08-03 15:09:32 -0600 2015-06-03 17:21:26 -0600 ECMDB21410 M2MDB001805 Nicotinamide hypoxanthine dinucleotide Nicotinamide 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 analog Deamino DPN Deamino nicotinamide adenine dinucleotide Deamino-NAD Deaminocozymase Deaminodiphosphopyridine nucleotide Desamino-DPN Desamino-Nicotinamide-adenine dinucleotide Hypoxanthine-nicotinamide dinucleotide (VAN) NHD Nicotinamide-hypoxanthine dinucleotide (VAN) C21H27N6O15P2 665.4178 665.100962248 1-{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-ylium 1-(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-ylium 1851-07-6 OC1C(COP(O)(=O)OP(O)(=O)OCC2OC(C(O)C2O)[N+]2=CC=CC(=C2)C(O)=N)OC(C1O)N1C=NC2=C1N=CN=C2O InChI=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+1 DGVSIBCCYUVRNA-UHFFFAOYSA-O Cytoplasm logp -1.07 ALOGPS logs -2.23 ALOGPS solubility 4.13e+00 g/l ALOGPS logp -10 ChemAxon pka_strongest_acidic 1.86 ChemAxon pka_strongest_basic 6.38 ChemAxon iupac 1-{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-ylium ChemAxon average_mass 665.4178 ChemAxon mono_mass 665.100962248 ChemAxon smiles OC1C(COP(O)(=O)OP(O)(=O)OCC2OC(C(O)C2O)[N+]2=CC=CC(=C2)C(O)=N)OC(C1O)N1C=NC2=C1N=CN=C2O ChemAxon formula C21H27N6O15P2 ChemAxon inchi InChI=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+1 ChemAxon inchikey DGVSIBCCYUVRNA-UHFFFAOYSA-O ChemAxon polar_surface_area 313.46 ChemAxon refractivity 150.21 ChemAxon polarizability 57.68 ChemAxon rotatable_bond_count 11 ChemAxon acceptor_count 16 ChemAxon donor_count 9 ChemAxon physiological_charge -1 ChemAxon formal_charge 1 ChemAxon Specdb::NmrOneD 289255 Specdb::NmrOneD 289256 Specdb::NmrOneD 289257 Specdb::NmrOneD 289258 Specdb::NmrOneD 289259 Specdb::NmrOneD 289260 Specdb::NmrOneD 289261 Specdb::NmrOneD 289262 Specdb::NmrOneD 289263 Specdb::NmrOneD 289264 Specdb::NmrOneD 289265 Specdb::NmrOneD 289266 Specdb::NmrOneD 289267 Specdb::NmrOneD 289268 Specdb::NmrOneD 289269 Specdb::NmrOneD 289270 Specdb::NmrOneD 289271 Specdb::NmrOneD 289272 Specdb::NmrOneD 289273 Specdb::NmrOneD 289274 Specdb::MsMs 26822 Specdb::MsMs 26823 Specdb::MsMs 26824 Specdb::MsMs 33380 Specdb::MsMs 33381 Specdb::MsMs 33382 440334 4326 C04423 Ishii, 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 48 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 Gluco Bioreactor, pH controlled, O2 and CO2 controlled, dilution rate: 0.2/h 146.0 uM 0.0 37 oC BW25113 Stationary Phase, glucose limited 584000 0 Ishii, 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