1.0 2016-09-30 23:08:34 UTC 2020-05-21 16:28:30 UTC BMDB0004220 BMDB04220 Biotinyl-5'-AMP Biotinyl-5'-AMP, also known as b-AMP or bio-5-AMP, belongs to the class of organic compounds known as 5'-acylphosphoadenosines. These are ribonucleoside derivatives containing an adenoside moiety, where the phosphate group is acylated. Biotinyl-5'-AMP is possibly soluble (in water) and a strong basic compound (based on its pKa). Biotinyl-5'-AMP exists in all living organisms, ranging from bacteria to humans. In cattle, biotinyl-5'-AMP is involved in the metabolic pathway called the biotin metabolism pathway. (+)-Biotinyl 5'-adenylate 5'-Adenylic acid anhydride with biotin 5'-Adenylic acid monoanhydride with biotin b-AMP beta-AMP Bio-5-AMP Biotin anhydride with 5'-adenylic acid Biotinoyl 5'-adenylate Biotinyl 5'-AMP [3AS-(3aa,4b,6aa)]-5'-adenylic acid monoanhydride with hexahydro-2-oxo-1H-thieno[3,4-D]imidazole-4-pentanoate [3AS-(3aa,4b,6aa)]-5'-adenylic acid monoanhydride with hexahydro-2-oxo-1H-thieno[3,4-D]imidazole-4-pentanoic acid C20H28N7O9PS 573.517 573.140682731 {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}({5-[(4S)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]pentanoyl}oxy)phosphinic acid [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy({5-[(4S)-2-oxo-hexahydrothieno[3,4-d]imidazolidin-4-yl]pentanoyl}oxy)phosphinic acid 4130-20-5 NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OC(=O)CCCC[C@@H]2SCC3NC(=O)NC23)[C@@H](O)[C@H]1O InChI=1S/C20H28N7O9PS/c21-17-14-18(23-7-22-17)27(8-24-14)19-16(30)15(29)10(35-19)5-34-37(32,33)36-12(28)4-2-1-3-11-13-9(6-38-11)25-20(31)26-13/h7-11,13,15-16,19,29-30H,1-6H2,(H,32,33)(H2,21,22,23)(H2,25,26,31)/t9?,10-,11+,13?,15-,16-,19-/m1/s1 UTQCSTJVMLODHM-CFYKWCKVSA-N belongs to the class of organic compounds known as 5'-acylphosphoadenosines. These are ribonucleoside derivatives containing an adenoside moiety, where the phosphate group is acylated. Organic compounds Nucleosides, nucleotides, and analogues Purine nucleotides Purine ribonucleotides 5'-acylphosphoadenosines 1,2-diols 6-aminopurines Acyl phosphates Amino acids and derivatives Aminopyrimidines and derivatives Azacyclic compounds Biotin and derivatives Carbonyl compounds Carboxylic acid salts Dialkylthioethers Glycosylamines Heteroaromatic compounds Hydrocarbon derivatives Imidazolidinones Imidolactams Monoalkyl phosphates Monocarboxylic acids and derivatives Monosaccharide phosphates N-substituted imidazoles Organic oxides Organic salts Organopnictogen compounds Oxacyclic compounds Pentose phosphates Primary amines Secondary alcohols Tetrahydrofurans Thienoimidazolidines Thiolanes Thiophenes Ureas 1,2-diol 5'-acylphosphoadenosine 6-aminopurine Acyl phosphate Alcohol Alkyl phosphate Amine Amino acid or derivatives Aminopyrimidine Aromatic heteropolycyclic compound Azacycle Azole Biotin Biotin_derivative Carbonic acid derivative Carbonyl group Carboxylic acid derivative Carboxylic acid salt Dialkylthioether Glycosyl compound Heteroaromatic compound Hydrocarbon derivative Imidazole Imidazolidine Imidazolidinone Imidazopyrimidine Imidolactam Monoalkyl phosphate Monocarboxylic acid or derivatives Monosaccharide Monosaccharide phosphate N-glycosyl compound N-substituted imidazole Organic nitrogen compound Organic oxide Organic oxygen compound Organic phosphoric acid derivative Organic salt Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Pentose monosaccharide Pentose phosphate Pentose-5-phosphate Phosphoric acid ester Primary amine Purine Pyrimidine Secondary alcohol Tetrahydrofuran Thienoimidazolidine Thioether Thiolane Thiophene Urea Aromatic heteropolycyclic compounds Solid logp -1.24 ALOGPS logs -2.41 ALOGPS logp -4.1 ChemAxon pka_strongest_acidic 0.83 ChemAxon pka_strongest_basic 4.99 ChemAxon iupac {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}({5-[(4S)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]pentanoyl}oxy)phosphinic acid ChemAxon average_mass 573.517 ChemAxon mono_mass 573.140682731 ChemAxon smiles NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OC(=O)CCCC[C@@H]2SCC3NC(=O)NC23)[C@@H](O)[C@H]1O ChemAxon formula C20H28N7O9PS ChemAxon inchi InChI=1S/C20H28N7O9PS/c21-17-14-18(23-7-22-17)27(8-24-14)19-16(30)15(29)10(35-19)5-34-37(32,33)36-12(28)4-2-1-3-11-13-9(6-38-11)25-20(31)26-13/h7-11,13,15-16,19,29-30H,1-6H2,(H,32,33)(H2,21,22,23)(H2,25,26,31)/t9?,10-,11+,13?,15-,16-,19-/m1/s1 ChemAxon inchikey UTQCSTJVMLODHM-CFYKWCKVSA-N ChemAxon polar_surface_area 233.27 ChemAxon refractivity 130.63 ChemAxon polarizability 53.92 ChemAxon rotatable_bond_count 11 ChemAxon acceptor_count 11 ChemAxon donor_count 6 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon number_of_rings 5 ChemAxon bioavailability 0 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Biotin Metabolism SMP0087183 Specdb::MsMs 27284 Specdb::MsMs 27285 Specdb::MsMs 27286 Specdb::MsMs 33842 Specdb::MsMs 33843 Specdb::MsMs 33844 Specdb::MsMs 2709473 Specdb::MsMs 2709474 Specdb::MsMs 2709475 Specdb::MsMs 2995838 Specdb::MsMs 2995839 Specdb::MsMs 2995840 Specdb::NmrOneD 47902 Specdb::NmrOneD 47903 Specdb::NmrOneD 47904 Specdb::NmrOneD 47905 Specdb::NmrOneD 47906 Specdb::NmrOneD 47907 Specdb::NmrOneD 47908 Specdb::NmrOneD 47909 Specdb::NmrOneD 47910 Specdb::NmrOneD 47911 Specdb::NmrOneD 47912 Specdb::NmrOneD 47913 Specdb::NmrOneD 47914 Specdb::NmrOneD 47915 Specdb::NmrOneD 47916 Specdb::NmrOneD 47917 Specdb::NmrOneD 47918 Specdb::NmrOneD 47919 Specdb::NmrOneD 47920 Specdb::NmrOneD 47921 Specdb::CMs 26041 Specdb::CMs 38732 Specdb::CMs 282399 Specdb::CMs 371015 Specdb::CMs 371016 Specdb::CMs 371017 Specdb::CMs 371018 Specdb::CMs 371019 Specdb::CMs 371020 Specdb::CMs 371021 Specdb::CMs 371022 Specdb::CMs 371023 Specdb::CMs 371024 Specdb::CMs 371025 Specdb::CMs 371026 Specdb::CMs 371027 Specdb::CMs 371028 Specdb::CMs 371029 Specdb::CMs 371030 Specdb::CMs 371031 Specdb::CMs 371032 Specdb::CMs 371033 Specdb::CMs 371034 Specdb::CMs 371035 Specdb::CMs 371036 389681 FDB023336 C05921 440839 46920 Christner, James E.; Coon, Minor J. Synthesis of (+)-biotinyl 5'-adenylate. Methods Enzymol. (1970), 18(Pt. A), 386-90. BMDBP02876 LOC534247 protein A8E662 LOC534247 Enzyme