1.0 2011-09-21 01:38:03 UTC 2018-05-28 18:38:07 UTC FDB028329 Guanosine 2',3'-cyclic phosphate 2',3'-Cyclic GMP is a cyclic guanosine derivative that is a precursor to 3'-GMP. The enzyme 2'3'-cyclic-nucleotide 2'-phosphodiesterase (E.C. 3.1.4.16) catalyses the hydrolysis of both 2',3'-cyclic AMP and 2',3'-cyclic GMP into 3'-AMP and 3'-GMP, respectively, at the 3'-terminal of RNA. 2',3'-cyclic phosphate termini are produced, as either intermediates or final products, during RNA cleavage by many different endoribonucleases. The enzyme RNA 3'-phosphate cyclase also converts the 3'-terminal phosphate in RNA into the 2',3'-cyclic phosphodiester in the ATP-dependent reaction which involves formation of the covalent cyclase-AMP and the RNA-N3' pp5' A intermediates (PMID: 10397337). This enzyme could be involved in the maintenance of cyclic ends in tRNA splicing intermediates or in the cyclization of the 3' end of U6 snRNA (PMID: 9184239). Guanosine-2',3'-cyclic phosphate is capable of blocking DNA synthesis in vitro (PMID: 7528887). 2', 3'-cGMP seems to preferentially stimulate mature T-cells while 3', 5'-cGMP preferentially acts on B-cells (PMID: 163786) [HMDB] 2',3' cGMP 2',3'-cGMP 2',3'-Cyclic GMP Cyclic 2',3'-(hydrogen ate)-guanosine cyclic 2',3'-(hydrogen phosphate)-Guanosine Cyclic guanosine 2',3'-monoate Cyclic guanosine 2',3'-monoic acid Guanosine 2',3'-cyclic ate Guanosine 2',3'-cyclic ic acid Guanosine 2',3'-cyclic monoate Guanosine 2',3'-cyclic monoic acid Guanosine cyclic 2',3'-(hydrogen ate) Guanosine cyclic 2',3'-(hydrogen ic acid) Guanosine cyclic-2',3'-monoate Guanosine cyclic-2',3'-monoic acid O(2'),O(3')-Hydroxyoryl-guanosine C10H12N5O7P 345.2053 345.047434275 9-[(3aR,4R,6R,6aR)-2-hydroxy-6-(hydroxymethyl)-2-oxo-tetrahydro-2H-2λ⁵-furo[3,4-d][1,3,2]dioxaphosphol-4-yl]-2-amino-6,9-dihydro-3H-purin-6-one 9-[(3aR,4R,6R,6aR)-2-hydroxy-6-(hydroxymethyl)-2-oxo-tetrahydro-2λ⁵-furo[3,4-d][1,3,2]dioxaphosphol-4-yl]-2-amino-3H-purin-6-one 15718-49-7 NC1=NC(=O)C2=C(N1)N(C=N2)[C@@H]1O[C@H](CO)[C@H]2OP(O)(=O)O[C@@H]12 InChI=1S/C10H12N5O7P/c11-10-13-7-4(8(17)14-10)12-2-15(7)9-6-5(3(1-16)20-9)21-23(18,19)22-6/h2-3,5-6,9,16H,1H2,(H,18,19)(H3,11,13,14,17)/t3-,5-,6-,9-/m1/s1 UASRYODFRYWBRC-UUOKFMHZSA-N belongs to the class of organic compounds known as 2',3'-cyclic purine nucleotides. These are purine nucleotides in which the oxygen atoms linked to the C2 and C3 carbon atoms of the ribose moiety are both bonded the same phosphorus atom of the phosphate group. 2',3'-cyclic purine nucleotides Organic compounds Nucleosides, nucleotides, and analogues Purine nucleotides Cyclic purine nucleotides Aromatic heteropolycyclic compounds Azacyclic compounds Dioxaphospholanes Heteroaromatic compounds Hydrocarbon derivatives Hydroxypyrimidines Monosaccharides N-substituted imidazoles Organic oxides Organic phosphoric acids and derivatives Organonitrogen compounds Organopnictogen compounds Oxacyclic compounds Primary alcohols Purines and purine derivatives Ribonucleoside 3'-phosphates Tetrahydrofurans 1,3_dioxaphospholane 2',3'-cyclic purine ribonucleotide Alcohol Aromatic heteropolycyclic compound Azacycle Azole Heteroaromatic compound Hydrocarbon derivative Hydroxypyrimidine Imidazole Imidazopyrimidine Monosaccharide N-substituted imidazole Organic nitrogen compound Organic oxide Organic oxygen compound Organic phosphoric acid derivative Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Primary alcohol Purine Pyrimidine Ribonucleoside 3'-phosphate Tetrahydrofuran 2',3'-Cyclic nucleotides 2',3'-cyclic purine nucleotide Solid logp -1.61 ALOGPS logs -1.99 ALOGPS solubility 3.53e+00 g/l ALOGPS logp -2.4 ChemAxon pka_strongest_acidic 1.7 ChemAxon pka_strongest_basic 2.64 ChemAxon iupac 9-[(3aR,4R,6R,6aR)-2-hydroxy-6-(hydroxymethyl)-2-oxo-tetrahydro-2H-2λ⁵-furo[3,4-d][1,3,2]dioxaphosphol-4-yl]-2-amino-6,9-dihydro-3H-purin-6-one ChemAxon average_mass 345.2053 ChemAxon mono_mass 345.047434275 ChemAxon smiles NC1=NC(=O)C2=C(N1)N(C=N2)[C@@H]1O[C@H](CO)[C@H]2OP(O)(=O)O[C@@H]12 ChemAxon formula C10H12N5O7P ChemAxon inchi InChI=1S/C10H12N5O7P/c11-10-13-7-4(8(17)14-10)12-2-15(7)9-6-5(3(1-16)20-9)21-23(18,19)22-6/h2-3,5-6,9,16H,1H2,(H,18,19)(H3,11,13,14,17)/t3-,5-,6-,9-/m1/s1 ChemAxon inchikey UASRYODFRYWBRC-UUOKFMHZSA-N ChemAxon polar_surface_area 170.52 ChemAxon refractivity 71.28 ChemAxon polarizability 29.11 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 9 ChemAxon donor_count 4 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Purine Metabolism SMP00050 map00230 Specdb::CMs 2267 Specdb::CMs 18890 Specdb::CMs 31554 Specdb::CMs 39730 Specdb::CMs 147996 Specdb::MsMs 26312 Specdb::MsMs 26313 Specdb::MsMs 26314 Specdb::MsMs 32870 Specdb::MsMs 32871 Specdb::MsMs 32872 Specdb::MsMs 2260684 Specdb::MsMs 2260685 Specdb::MsMs 2260686 Specdb::MsMs 3077994 Specdb::MsMs 3077995 Specdb::MsMs 3077996 Specdb::NmrOneD 93592 Specdb::NmrOneD 93593 Specdb::NmrOneD 93594 Specdb::NmrOneD 93595 Specdb::NmrOneD 93596 Specdb::NmrOneD 93597 Specdb::NmrOneD 93598 Specdb::NmrOneD 93599 Specdb::NmrOneD 93600 Specdb::NmrOneD 93601 Specdb::NmrOneD 93602 Specdb::NmrOneD 93603 Specdb::NmrOneD 93604 Specdb::NmrOneD 93605 Specdb::NmrOneD 93606 Specdb::NmrOneD 93607 Specdb::NmrOneD 93608 Specdb::NmrOneD 93609 Specdb::NmrOneD 93610 Specdb::NmrOneD 93611 HMDB11629 #<Reference:0x000055ce3297f990> #<Reference:0x000055ce3297f7b0> #<Reference:0x000055ce3297f5d0> #<Reference:0x000055ce3297f418> 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 2',3'-cyclic-nucleotide 3'-phosphodiesterase P09543 CNP