1.0 2016-09-30 22:49:22 UTC 2020-05-11 20:28:04 UTC BMDB0001974 BMDB01974 Dihydroxycoprostanoic acid Dihydroxycoprostanoate 5'-Norneplanocin a 5'-DHCA 9-(2',3'-Dihydroxycyclopent-4'-enyl)adenine 9-(2',3'-Dihydroxycyclopent-4'-enyl)adenine, 1S-(1alpha,2alpha,5beta) isomer 9-(2',trans-3'-Dihydroxycyclopent-4'-enyl)adenine C10H11N5O2 233.231 233.091274614 (1S,2R,5R)-5-(6-amino-9H-purin-9-yl)cyclopent-3-ene-1,2-diol OHCA [H][C@@]1(O)C=C[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]1([H])O InChI=1S/C10H11N5O2/c11-9-7-10(13-3-12-9)15(4-14-7)5-1-2-6(16)8(5)17/h1-6,8,16-17H,(H2,11,12,13)/t5-,6-,8+/m1/s1 RQPALADHFYHEHK-JKMUOGBPSA-N belongs to the class of organic compounds known as 1,3-substituted cyclopentyl purine nucleosides. These are nucleoside analogues with a structure that consists of a cyclobutane that is substituted a the 1-position with a hydroxyl group and at the 3-position with either a purine base. Organic compounds Nucleosides, nucleotides, and analogues Nucleoside and nucleotide analogues Cyclopentyl nucleosides 1,3-substituted cyclopentyl purine nucleosides 1,2-diols 6-aminopurines Aminopyrimidines and derivatives Azacyclic compounds Heteroaromatic compounds Hydrocarbon derivatives Imidolactams N-substituted imidazoles Organopnictogen compounds Primary amines Secondary alcohols 1,2-diol 1,3-substituted cyclopentyl purine nucleoside 6-aminopurine Alcohol Amine Aminopyrimidine Aromatic heteropolycyclic compound Azacycle Azole Heteroaromatic compound Hydrocarbon derivative Imidazole Imidazopyrimidine Imidolactam N-substituted imidazole Organic nitrogen compound Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Primary amine Purine Pyrimidine Secondary alcohol Aromatic heteropolycyclic compounds Solid logp -0.63 ALOGPS logs -1.53 ALOGPS logp -1.2 ChemAxon pka_strongest_acidic 13.19 ChemAxon pka_strongest_basic 4.08 ChemAxon iupac (1S,2R,5R)-5-(6-amino-9H-purin-9-yl)cyclopent-3-ene-1,2-diol ChemAxon average_mass 233.231 ChemAxon mono_mass 233.091274614 ChemAxon smiles [H][C@@]1(O)C=C[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]1([H])O ChemAxon formula C10H11N5O2 ChemAxon inchi InChI=1S/C10H11N5O2/c11-9-7-10(13-3-12-9)15(4-14-7)5-1-2-6(16)8(5)17/h1-6,8,16-17H,(H2,11,12,13)/t5-,6-,8+/m1/s1 ChemAxon inchikey RQPALADHFYHEHK-JKMUOGBPSA-N ChemAxon polar_surface_area 110.08 ChemAxon refractivity 61.44 ChemAxon polarizability 22.39 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 6 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 3 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::MsMs 1292257 Specdb::MsMs 1292258 Specdb::MsMs 1292259 Specdb::MsMs 1406947 Specdb::MsMs 1406948 Specdb::MsMs 1406949 Kidney 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 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 490351