1.0 2011-09-21 00:11:59 UTC 2015-07-21 06:57:08 UTC FDB022314 Succinyladenosine Succinyladenosine (SAdo) is one of the dephosphorylated enzyme substrate that accumulates in body fluids of patients with adenylosuccinate lyase (ADSL) deficiency, the other being 5-amino-4-imidazole-N-succinocarboxamide riboside (SAICAr). ADSL is an inherited metabolic disease characterized by various degrees of psychomotor retardation. (PMID 15902552) The severity of the clinical presentation correlates with a low S-Ado/SAICAr ratio in body fluids. (PMID: 15571235) Normally Succinyladenosine is not found in blood or CSF but may be detected in trace amounts in urine. (OMIM 103050) [HMDB] (S)-N-(1,2-dicarboxyethyl)-Adenosine 6-(1,2-Dicarboxyethylamino)-9-b-D-ribofuranosylpurine 6-(1,2-Dicarboxyethylamino)-9-beta-D-ribofuranosylpurine 6-(1,2-Dicarboxyethylamino)-9-beta-delta-ribofuranosylpurine 6-(1,2-Dicarboxyethylamino)-9-β-D-ribofuranosylpurine N-(9-b-D-ribofuranosyl-9H-purin-6-yl)-L-Aspartate N-(9-b-D-ribofuranosyl-9H-purin-6-yl)-L-Aspartic acid N-(9-beta-D-Ribofuranosyl-9H-purin-6-yl)-L-aspartate N-(9-beta-D-Ribofuranosyl-9H-purin-6-yl)-L-aspartic acid N-(9-beta-delta-ribofuranosyl-9H-purin-6-yl)-L-Aspartate N-(9-beta-delta-ribofuranosyl-9H-purin-6-yl)-L-Aspartic acid N-(9-β-D-ribofuranosyl-9H-purin-6-yl)-L-aspartate N-(9-β-D-ribofuranosyl-9H-purin-6-yl)-L-aspartic acid N-9-ribofuranosyl-9H-purin-6-yl-Aspartate N-9-ribofuranosyl-9H-purin-6-yl-Aspartic acid Succinoadenosine C14H17N5O8 383.3135 383.107712545 (2S)-2-({9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-9H-purin-6-yl}amino)butanedioic acid atp - adenosine triphosphate 4542-23-8 OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C(N[C@@H](CC(O)=O)C(O)=O)N=CN=C12 InChI=1S/C14H17N5O8/c20-2-6-9(23)10(24)13(27-6)19-4-17-8-11(15-3-16-12(8)19)18-5(14(25)26)1-7(21)22/h3-6,9-10,13,20,23-24H,1-2H2,(H,21,22)(H,25,26)(H,15,16,18)/t5-,6+,9+,10+,13+/m0/s1 VKGZCEJTCKHMRL-VWJPMABRSA-N belongs to the class of organic compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety. Purine nucleosides Organic compounds Nucleosides, nucleotides, and analogues Purine nucleosides Aromatic heteropolycyclic compounds 6-alkylaminopurines Amino acids Aminopyrimidines and derivatives Aspartic acid and derivatives Azacyclic compounds Carbonyl compounds Carboxylic acids Dicarboxylic acids and derivatives Glycosylamines Heteroaromatic compounds Hydrocarbon derivatives Imidolactams L-alpha-amino acids N-substituted imidazoles Organic oxides Organopnictogen compounds Oxacyclic compounds Pentoses Primary alcohols Secondary alcohols Secondary alkylarylamines Tetrahydrofurans 6-alkylaminopurine 6-aminopurine Alcohol Alpha-amino acid or derivatives Amine Amino acid Amino acid or derivatives Aminopyrimidine Aromatic heteropolycyclic compound Aspartic acid or derivatives Azacycle Azole Carbonyl group Carboxylic acid Carboxylic acid derivative Dicarboxylic acid or derivatives Glycosyl compound Heteroaromatic compound Hydrocarbon derivative Imidazole Imidazopyrimidine Imidolactam L-alpha-amino acid Monosaccharide N-glycosyl compound N-substituted imidazole Organic nitrogen compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Pentose monosaccharide Primary alcohol Purine Purine nucleoside Pyrimidine Secondary alcohol Secondary aliphatic/aromatic amine Secondary amine Tetrahydrofuran L-aspartic acid derivative adenosines amino dicarboxylic acid Solid logp -1.32 ALOGPS logs -1.70 ALOGPS solubility 7.62e+00 g/l ALOGPS logp -3.9 ChemAxon pka_strongest_acidic 3.14 ChemAxon pka_strongest_basic 4.58 ChemAxon iupac (2S)-2-({9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-9H-purin-6-yl}amino)butanedioic acid ChemAxon average_mass 383.3135 ChemAxon mono_mass 383.107712545 ChemAxon smiles OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C(N[C@@H](CC(O)=O)C(O)=O)N=CN=C12 ChemAxon formula C14H17N5O8 ChemAxon inchi InChI=1S/C14H17N5O8/c20-2-6-9(23)10(24)13(27-6)19-4-17-8-11(15-3-16-12(8)19)18-5(14(25)26)1-7(21)22/h3-6,9-10,13,20,23-24H,1-2H2,(H,21,22)(H,25,26)(H,15,16,18)/t5-,6+,9+,10+,13+/m0/s1 ChemAxon inchikey VKGZCEJTCKHMRL-VWJPMABRSA-N ChemAxon polar_surface_area 200.15 ChemAxon refractivity 85.3 ChemAxon polarizability 34.83 ChemAxon rotatable_bond_count 7 ChemAxon acceptor_count 12 ChemAxon donor_count 6 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Specdb::NmrOneD 7962 Specdb::NmrOneD 7963 Specdb::NmrOneD 7964 Specdb::NmrOneD 7965 Specdb::NmrOneD 7966 Specdb::NmrOneD 7967 Specdb::NmrOneD 7968 Specdb::NmrOneD 7969 Specdb::NmrOneD 7970 Specdb::NmrOneD 7971 Specdb::NmrOneD 7972 Specdb::NmrOneD 7973 Specdb::NmrOneD 7974 Specdb::NmrOneD 7975 Specdb::NmrOneD 7976 Specdb::NmrOneD 7977 Specdb::NmrOneD 7978 Specdb::NmrOneD 7979 Specdb::NmrOneD 7980 Specdb::NmrOneD 7981 Specdb::CMs 22645 Specdb::CMs 37840 Specdb::CMs 136601 Specdb::CMs 144335 Specdb::CMs 1081376 Specdb::CMs 1081378 Specdb::CMs 1081380 Specdb::CMs 1081382 Specdb::CMs 1081384 Specdb::CMs 1081386 Specdb::CMs 1081388 Specdb::CMs 1081390 Specdb::CMs 1081392 Specdb::CMs 1081394 Specdb::CMs 1081396 Specdb::CMs 1081397 Specdb::CMs 1081399 Specdb::CMs 1081401 Specdb::CMs 1081403 Specdb::CMs 1081405 Specdb::CMs 1081407 Specdb::CMs 1081409 Specdb::CMs 1081411 Specdb::CMs 1081413 Specdb::CMs 1081414 Specdb::MsMs 55317 Specdb::MsMs 55318 Specdb::MsMs 55319 Specdb::MsMs 110448 Specdb::MsMs 110449 Specdb::MsMs 110450 Specdb::MsMs 3039451 Specdb::MsMs 3039452 Specdb::MsMs 3039453 Specdb::MsMs 3100603 Specdb::MsMs 3100604 Specdb::MsMs 3100605 HMDB00912 15422 #<Reference:0x000055ce323d5648> #<Reference:0x000055ce323d53f0> #<Reference:0x000055ce323d51c0> Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823