2.0 2012-08-09 09:25:05 -0600 2015-06-03 17:21:36 -0600 ECMDB21483 M2MDB001878 2-5-Phosphoribosyl-3-dephospho-CoA 2-5-phosphoribosyl-3-dephospho-CoA is a member of the chemical class known as Purine 3'-deoxyribonucleoside Diphosphates. These are purine nucleotides with diphosphate group linked to the ribose moiety lacking an hydroxyl group at position 3. This compound is an important cofactor for citrate lyase. Citrate lyase is an enzyme which converts citrate to oxaloacetate. In bacteria, this reaction is involved in citrate fermentation. 2'-(5''-Phosphoribosyl)-3'-dephospho-CoA C26H43N7O19P3S 882.641 882.154727455 4-({[({[(2S,4R,5R)-4-{[(2S,3R,4S,5R)-5-[(hydrogen phosphonatooxy)methyl]-3,4-dihydroxyoxolan-2-yl]oxy}-5-(6-imino-4,5,6,9-tetrahydro-3H-purin-9-yl)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-2-hydroxy-3,3-dimethyl-N-{2-[(2-sulfanylethyl)carboximidato]ethyl}butanecarboximidate 4-[({[(2S,4R,5R)-4-{[(2S,3R,4S,5R)-5-[(hydrogen phosphonatooxy)methyl]-3,4-dihydroxyoxolan-2-yl]oxy}-5-(6-imino-4,5-dihydro-3H-purin-9-yl)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-2-hydroxy-3,3-dimethyl-N-{2-[(2-sulfanylethyl)carboximidato]ethyl}butanecarboximidate [H]C(O)(C([O-])=NCCC([O-])=NCCS)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@]1([H])C[C@@]([H])(O[C@]2([H])O[C@]([H])(COP(O)([O-])=O)[C@@]([H])(O)[C@@]2([H])O)[C@@]([H])(O1)N1C=NC2([H])C(=N)N=CNC12[H] InChI=1S/C26H46N7O19P3S/c1-26(2,20(37)23(38)29-4-3-16(34)28-5-6-56)10-48-55(44,45)52-54(42,43)47-8-13-7-14(24(49-13)33-12-32-17-21(27)30-11-31-22(17)33)50-25-19(36)18(35)15(51-25)9-46-53(39,40)41/h11-15,17-20,22,24-25,35-37,56H,3-10H2,1-2H3,(H,28,34)(H,29,38)(H,42,43)(H,44,45)(H2,27,30,31)(H2,39,40,41)/p-3/t13-,14+,15+,17?,18+,19+,20?,22?,24+,25+/m0/s1 KZAGRNGHZHVHLU-NNJMUBGFSA-K Cytoplasm logp -0.74 ALOGPS logs -2.17 ALOGPS solubility 6.36e+00 g/l ALOGPS logp -3.7 ChemAxon pka_strongest_acidic 1.13 ChemAxon pka_strongest_basic 5.01 ChemAxon iupac 4-({[({[(2S,4R,5R)-4-{[(2S,3R,4S,5R)-5-[(hydrogen phosphonatooxy)methyl]-3,4-dihydroxyoxolan-2-yl]oxy}-5-(6-imino-4,5,6,9-tetrahydro-3H-purin-9-yl)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-2-hydroxy-3,3-dimethyl-N-{2-[(2-sulfanylethyl)carboximidato]ethyl}butanecarboximidate ChemAxon average_mass 882.641 ChemAxon mono_mass 882.154727455 ChemAxon smiles [H]C(O)(C([O-])=NCCC([O-])=NCCS)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@]1([H])C[C@@]([H])(O[C@]2([H])O[C@]([H])(COP(O)([O-])=O)[C@@]([H])(O)[C@@]2([H])O)[C@@]([H])(O1)N1C=NC2([H])C(=N)N=CNC12[H] ChemAxon formula C26H43N7O19P3S ChemAxon inchi InChI=1S/C26H46N7O19P3S/c1-26(2,20(37)23(38)29-4-3-16(34)28-5-6-56)10-48-55(44,45)52-54(42,43)47-8-13-7-14(24(49-13)33-12-32-17-21(27)30-11-31-22(17)33)50-25-19(36)18(35)15(51-25)9-46-53(39,40)41/h11-15,17-20,22,24-25,35-37,56H,3-10H2,1-2H3,(H,28,34)(H,29,38)(H,42,43)(H,44,45)(H2,27,30,31)(H2,39,40,41)/p-3/t13-,14+,15+,17?,18+,19+,20?,22?,24+,25+/m0/s1 ChemAxon inchikey KZAGRNGHZHVHLU-NNJMUBGFSA-K ChemAxon polar_surface_area 394.94 ChemAxon refractivity 217.69 ChemAxon polarizability 77.09 ChemAxon rotatable_bond_count 21 ChemAxon acceptor_count 22 ChemAxon donor_count 9 ChemAxon physiological_charge -3 ChemAxon formal_charge -3 ChemAxon Specdb::NmrOneD 283929 Specdb::NmrOneD 283930 Specdb::NmrOneD 283931 Specdb::NmrOneD 283932 Specdb::NmrOneD 283933 Specdb::NmrOneD 283934 Specdb::NmrOneD 283935 Specdb::NmrOneD 283936 Specdb::NmrOneD 283937 Specdb::NmrOneD 283938 Specdb::NmrOneD 283939 Specdb::NmrOneD 283940 Specdb::NmrOneD 283941 Specdb::NmrOneD 283942 Specdb::NmrOneD 283943 Specdb::NmrOneD 283944 Specdb::NmrOneD 283945 Specdb::NmrOneD 283946 Specdb::NmrOneD 283947 Specdb::NmrOneD 283948 Specdb::MsMs 26447 Specdb::MsMs 26448 Specdb::MsMs 26449 Specdb::MsMs 33005 Specdb::MsMs 33006 Specdb::MsMs 33007 25202407 van der Werf, M. J., Overkamp, K. M., Muilwijk, B., Coulier, L., Hankemeier, T. (2007). "Microbial metabolomics: toward a platform with full metabolome coverage." Anal Biochem 370:17-25. 17765195 [Citrate [pro-3S]-lyase] ligase P77390 CITC_ECOLI citC http://ecmdb.ca/proteins/P77390.xml