1.0 2016-09-30 22:19:08 UTC 2020-05-20 23:11:05 UTC BMDB0000061 BMDB00061 Adenosine 3',5'-diphosphate 3'-Phosphoadenylate Adenosine 3',5'-bisphosphate PAP Phosphoadenosine phosphate 3'-Phosphoadenylic acid Adenosine 3',5'-bisphosphoric acid Phosphoadenosine phosphoric acid Adenosine 3',5'-diphosphoric acid 3'-Phosphoryl-AMP 3,5-ADP 3,5-Diphosphoadenosine 3-Phosphoadenosine 5-phosphate 5-(Dihydrogen phosphate) 3-adenylate 5-(Dihydrogen phosphate)3'-adenylic acid Adenosine 3,5-bis Adenosine 3,5-bisphosphate Adenosine 3'-phosphate-5'-phosphate, disodium salt 3'-Phosphoadenosine 5'-phosphate Adenosine 3'-phosphate-5'-phosphate, monosodium salt 3',5'-ADP Adenosine 3'-phosphate-5'-phosphate C10H15N5O10P2 427.2011 427.029414749 {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}phosphonic acid adenosine 3',5'-bisphosphate 1053-73-2 NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@H]1O InChI=1S/C10H15N5O10P2/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7(25-27(20,21)22)4(24-10)1-23-26(17,18)19/h2-4,6-7,10,16H,1H2,(H2,11,12,13)(H2,17,18,19)(H2,20,21,22)/t4-,6-,7-,10-/m1/s1 WHTCPDAXWFLDIH-KQYNXXCUSA-N belongs to the class of organic compounds known as purine ribonucleoside 3',5'-bisphosphates. These are purine ribobucleotides with one phosphate group attached to 3' and 5' hydroxyl groups of the ribose moiety. Organic compounds Nucleosides, nucleotides, and analogues Purine nucleotides Purine ribonucleotides Purine ribonucleoside 3',5'-bisphosphates 6-aminopurines Aminopyrimidines and derivatives Azacyclic compounds Glycosylamines Heteroaromatic compounds Hydrocarbon derivatives Imidolactams Monoalkyl phosphates Monosaccharide phosphates N-substituted imidazoles Organic oxides Organopnictogen compounds Oxacyclic compounds Pentose phosphates Primary amines Purine ribonucleoside monophosphates Ribonucleoside 3'-phosphates Secondary alcohols Tetrahydrofurans 6-aminopurine Alcohol Alkyl phosphate Amine Aminopyrimidine Aromatic heteropolycyclic compound Azacycle Azole Glycosyl compound Heteroaromatic compound Hydrocarbon derivative Imidazole Imidazopyrimidine Imidolactam Monoalkyl phosphate Monosaccharide Monosaccharide phosphate N-glycosyl compound N-substituted imidazole Organic nitrogen compound Organic oxide Organic oxygen compound Organic phosphoric acid derivative Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Pentose monosaccharide Pentose phosphate Pentose-5-phosphate Phosphoric acid ester Primary amine Purine Purine ribonucleoside 3',5'-bisphosphate Purine ribonucleoside monophosphate Pyrimidine Ribonucleoside 3'-phosphate Secondary alcohol Tetrahydrofuran Aromatic heteropolycyclic compounds adenosine bisphosphate Solid water_solubility 614.5 mg/mL logp -1.63 ALOGPS logs -2.11 ALOGPS logp -4.8 ChemAxon pka_strongest_acidic 0.7 ChemAxon pka_strongest_basic 3.92 ChemAxon iupac {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}phosphonic acid ChemAxon average_mass 427.2011 ChemAxon mono_mass 427.029414749 ChemAxon smiles NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@H]1O ChemAxon formula C10H15N5O10P2 ChemAxon inchi InChI=1S/C10H15N5O10P2/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7(25-27(20,21)22)4(24-10)1-23-26(17,18)19/h2-4,6-7,10,16H,1H2,(H2,11,12,13)(H2,17,18,19)(H2,20,21,22)/t4-,6-,7-,10-/m1/s1 ChemAxon inchikey WHTCPDAXWFLDIH-KQYNXXCUSA-N ChemAxon polar_surface_area 232.6 ChemAxon refractivity 84.94 ChemAxon polarizability 34.28 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 12 ChemAxon donor_count 6 ChemAxon physiological_charge -4 ChemAxon formal_charge 0 ChemAxon number_of_rings 3 ChemAxon bioavailability 0 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Androgen and Estrogen Metabolism SMP0087251 Estrone Metabolism SMP0087272 Sphingolipid Metabolism SMP0087244 Sulfate/Sulfite Metabolism SMP0087216 Specdb::NmrTwoD 1119 Specdb::CMs 23135 Specdb::CMs 37273 Specdb::CMs 148305 Specdb::CMs 1049400 Specdb::CMs 1049402 Specdb::CMs 1049404 Specdb::CMs 1049406 Specdb::CMs 1049408 Specdb::CMs 1049410 Specdb::CMs 1049412 Specdb::MsMs 23804 Specdb::MsMs 23805 Specdb::MsMs 23806 Specdb::MsMs 30602 Specdb::MsMs 30603 Specdb::MsMs 30604 Specdb::MsMs 1470897 Specdb::MsMs 1470898 Specdb::MsMs 1470899 Specdb::MsMs 2228122 Specdb::MsMs 2228937 Specdb::MsMs 2230522 Specdb::MsMs 2231241 Specdb::MsMs 2232938 Specdb::MsMs 2233686 Specdb::MsMs 2235277 Specdb::MsMs 2258593 Specdb::MsMs 2396247 Specdb::MsMs 2396248 Specdb::MsMs 2396249 Specdb::MsMs 2539832 Specdb::MsMs 2539833 Specdb::MsMs 2539834 Specdb::NmrOneD 1061 Specdb::NmrOneD 5512 Specdb::NmrOneD 5513 Specdb::NmrOneD 5514 Specdb::NmrOneD 5515 Specdb::NmrOneD 5516 Specdb::NmrOneD 5517 Specdb::NmrOneD 5518 Specdb::NmrOneD 5519 Specdb::NmrOneD 5520 Specdb::NmrOneD 5521 Specdb::NmrOneD 5522 Specdb::NmrOneD 5523 Specdb::NmrOneD 5524 Specdb::NmrOneD 5525 Specdb::NmrOneD 5526 Specdb::NmrOneD 5527 Specdb::NmrOneD 5528 Specdb::NmrOneD 5529 Specdb::NmrOneD 5530 Specdb::NmrOneD 5531 Brain Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Liver Metabolomics analysis was performed using GC-MS/LC-MS in multiparous Holstein dairy cows Shahzad K, Lopreiato V, Liang Y, Trevisi E, Osorio JS, Xu C, Loor JJ: Hepatic metabolomics and transcriptomics to study susceptibility to ketosis in response to prepartal nutritional management. J Anim Sci Biotechnol. 2019 Dec 18;10:96. doi: 10.1186/s40104-019-0404-z. eCollection 2019. 31867104 Placenta Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 C00054 DB01812 140102 FDB030650 17985 159296 C00019352 3-5-ADP 33684 Tsunako, Mitsutomo; Kotone, Akira. Preparation of nucleoside-2',5'- and 3',5'-diphosphoric acids. Jpn. Kokai Tokkyo Koho (1991), 13 pp. BMDBP00080 Galactosylceramide sulfotransferase A6QNK1 GAL3ST1 Enzyme BMDBP00195 3'(2'),5'-bisphosphate nucleotidase 1 Q3ZCK3 BPNT1 Enzyme BMDBP00375 Protein-tyrosine sulfotransferase 2 Q3SYY2 TPST2 Enzyme BMDBP00376 Sulfotransferase 1A1 P50227 SULT1A1 Enzyme BMDBP00377 Bifunctional heparan sulfate N-deacetylase/N-sulfotransferase 2 O97583 NDST2 Enzyme BMDBP00378 Sulfotransferase 1E1 P19217 SULT1E1 Enzyme