1.0 2020-05-06 19:43:39 UTC 2020-05-07 14:44:58 UTC BMDB0109720 Cyclic ADP-ribose C15H21N5O13P2 541.303 541.061109752 (2R,3R,4S,5R,13R,14S,15R,16R)-3,4,8,10,14,15-hexahydroxy-24-imino-7,9,11,25,26-pentaoxa-1,17,19,22-tetraaza-8lambda5,10lambda5-diphosphapentacyclo[18.3.1.1^{2,5}.1^{13,16}.0^{17,21}]hexacosa-18,20,22-triene-8,10-dione (2R,3R,4S,5R,13R,14S,15R,16R)-3,4,8,10,14,15-hexahydroxy-24-imino-7,9,11,25,26-pentaoxa-1,17,19,22-tetraaza-8lambda5,10lambda5-diphosphapentacyclo[18.3.1.1^{2,5}.1^{13,16}.0^{17,21}]hexacosa-18,20,22-triene-8,10-dione O[C@@H]1[C@H]2COP(O)(=O)OP(O)(=O)OC[C@H]3O[C@H]([C@H](O)[C@@H]3O)N3C=NC4=C(N=CN4[C@H](O2)[C@@H]1O)C3=N InChI=1S/C15H21N5O13P2/c16-12-7-13-18-4-19(12)14-10(23)8(21)5(31-14)1-29-34(25,26)33-35(27,28)30-2-6-9(22)11(24)15(32-6)20(13)3-17-7/h3-6,8-11,14-16,21-24H,1-2H2,(H,25,26)(H,27,28)/t5-,6-,8-,9-,10-,11-,14-,15?/m1/s1 BQOHYSXSASDCEA-TYASJMOZSA-N belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups. Organic compounds Organic oxygen compounds Organooxygen compounds Carbohydrates and carbohydrate conjugates Pentose phosphates 1,2-diols Azacyclic compounds Heteroaromatic compounds Hydrocarbon derivatives Imidolactams Monosaccharide phosphates N-substituted imidazoles Organic oxides Organic phosphoric acids and derivatives Organic pyrophosphates Organonitrogen compounds Oxacyclic compounds Oxolanes Purines and purine derivatives Pyrimidines and pyrimidine derivatives Secondary alcohols 1,2-diol Alcohol Aromatic heteropolycyclic compound Azacycle Azole Heteroaromatic compound Hydrocarbon derivative Imidazole Imidazopyrimidine Imidolactam Monosaccharide phosphate N-substituted imidazole Organic nitrogen compound Organic oxide Organic phosphoric acid derivative Organic pyrophosphate Organoheterocyclic compound Organonitrogen compound Oxacycle Oxolane Pentose phosphate Pentose-5-phosphate Polyol Purine Pyrimidine Secondary alcohol Aromatic heteropolycyclic compounds logp -1.93 ALOGPS logs -1.84 ALOGPS logp -4.6 ChemAxon pka_strongest_acidic 1.83 ChemAxon pka_strongest_basic 3.45 ChemAxon iupac (2R,3R,4S,5R,13R,14S,15R,16R)-3,4,8,10,14,15-hexahydroxy-24-imino-7,9,11,25,26-pentaoxa-1,17,19,22-tetraaza-8lambda5,10lambda5-diphosphapentacyclo[18.3.1.1^{2,5}.1^{13,16}.0^{17,21}]hexacosa-18,20,22-triene-8,10-dione ChemAxon average_mass 541.303 ChemAxon mono_mass 541.061109752 ChemAxon smiles O[C@@H]1[C@H]2COP(O)(=O)OP(O)(=O)OC[C@H]3O[C@H]([C@H](O)[C@@H]3O)N3C=NC4=C(N=CN4[C@H](O2)[C@@H]1O)C3=N ChemAxon formula C15H21N5O13P2 ChemAxon inchi InChI=1S/C15H21N5O13P2/c16-12-7-13-18-4-19(12)14-10(23)8(21)5(31-14)1-29-34(25,26)33-35(27,28)30-2-6-9(22)11(24)15(32-6)20(13)3-17-7/h3-6,8-11,14-16,21-24H,1-2H2,(H,25,26)(H,27,28)/t5-,6-,8-,9-,10-,11-,14-,15?/m1/s1 ChemAxon inchikey BQOHYSXSASDCEA-TYASJMOZSA-N ChemAxon polar_surface_area 258.94 ChemAxon refractivity 118.76 ChemAxon polarizability 44.29 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 14 ChemAxon donor_count 7 ChemAxon physiological_charge -2 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 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 24675747 46875477 Cyclic ADP-ribose