2.0 2012-05-31 14:20:26 -0600 2015-09-13 12:56:14 -0600 ECMDB11616 M2MDB000817 Adenosine 2',3'-cyclic phosphate Adenosine 2',3'-cyclic phosphate is part of the purine metabolism pathway. In this pathway, 2',3'-cyclic AMP is reversibly converted to 3'-AMP via the enzyme 2',3'-cyclic-nucleotide 2'-phosphodiesterase (EC 3.1.4.16). (KEGG) (2R,3aR,4R,6R,6aR)-4-(6-amino-9H-purin-9-yl)-6-(hydroxymethyl)tetrahydrofuro[3,4-D][1,3,2]dioxaphosphol-2-ol 2-oxide (3aR,4R,6R,6aR)-4-(6-amino-9H-purin-9-yl)-6-(hydroxymethyl)tetrahydrofuro[3,4-D][1,3,2]dioxaphosphol-2-ol 2-oxide 2',3'-cAMP 2',3'-Cyclic adenosine monophosphate 2',3'-Cyclic adenosine monophosphoric acid 2',3'-Cyclic AMP Adenosine 2',3'-(hydrogen phosphate) Adenosine 2',3'-(hydrogen phosphoric acid) Adenosine 2',3'-cyclic phosphate Adenosine 2',3'-cyclic phosphoric acid Adenosine cyclic 2',3'-(hydrogen phosphate) Adenosine cyclic 2',3'-(hydrogen phosphoric acid) Adenosine cyclic 2',3'-monophosphate Adenosine cyclic 2',3'-monophosphoric acid Cyclic 2',3'-(hydrogen phosphate)-Adenosine Cyclic 2',3'-(hydrogen phosphoric acid)-adenosine Cyclic 2',3'-AMP C10H12N5O6P 329.2059 329.052519653 (4S)-4-(6-amino-9H-purin-9-yl)-2-hydroxy-6-(hydroxymethyl)-tetrahydro-2H-2λ⁵-furo[3,4-d][1,3,2]dioxaphosphol-2-one (4S)-4-(6-aminopurin-9-yl)-2-hydroxy-6-(hydroxymethyl)-tetrahydro-2λ⁵-furo[3,4-d][1,3,2]dioxaphosphol-2-one 634-01-5 [H]C1(CO)O[C@]([H])(N2C=NC3=C(N)N=CN=C23)C2([H])OP(O)(=O)OC12[H] InChI=1S/C10H12N5O6P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7-6(4(1-16)19-10)20-22(17,18)21-7/h2-4,6-7,10,16H,1H2,(H,17,18)(H2,11,12,13)/t4?,6?,7?,10-/m0/s1 KMYWVDDIPVNLME-TVOLHPCASA-N Solid Extra-organism Periplasm logp -2.51 ALOGPS logs -1.96 ALOGPS solubility 3.59e+00 g/l ALOGPS logp -3.8 ChemAxon pka_strongest_acidic 1.76 ChemAxon pka_strongest_basic 4.99 ChemAxon iupac (4S)-4-(6-amino-9H-purin-9-yl)-2-hydroxy-6-(hydroxymethyl)-tetrahydro-2H-2λ⁵-furo[3,4-d][1,3,2]dioxaphosphol-2-one ChemAxon average_mass 329.2059 ChemAxon mono_mass 329.052519653 ChemAxon smiles [H]C1(CO)O[C@]([H])(N2C=NC3=C(N)N=CN=C23)C2([H])OP(O)(=O)OC12[H] ChemAxon formula C10H12N5O6P ChemAxon inchi InChI=1S/C10H12N5O6P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7-6(4(1-16)19-10)20-22(17,18)21-7/h2-4,6-7,10,16H,1H2,(H,17,18)(H2,11,12,13)/t4?,6?,7?,10-/m0/s1 ChemAxon inchikey KMYWVDDIPVNLME-TVOLHPCASA-N ChemAxon polar_surface_area 154.84 ChemAxon refractivity 70.29 ChemAxon polarizability 28.21 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 8 ChemAxon donor_count 3 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Purine metabolism ec00230 Specdb::CMs 1084626 Specdb::NmrOneD 2046 Specdb::NmrOneD 301345 Specdb::NmrOneD 301346 Specdb::NmrOneD 301347 Specdb::NmrOneD 301348 Specdb::NmrOneD 301349 Specdb::NmrOneD 301350 Specdb::NmrOneD 301351 Specdb::NmrOneD 301352 Specdb::NmrOneD 301353 Specdb::NmrOneD 301354 Specdb::NmrOneD 301355 Specdb::NmrOneD 301356 Specdb::NmrOneD 301357 Specdb::NmrOneD 301358 Specdb::NmrOneD 301359 Specdb::NmrOneD 301360 Specdb::NmrOneD 301361 Specdb::NmrOneD 301362 Specdb::NmrOneD 301363 Specdb::NmrOneD 301364 Specdb::MsMs 25031 Specdb::MsMs 25032 Specdb::MsMs 25033 Specdb::MsMs 31589 Specdb::MsMs 31590 Specdb::MsMs 31591 Specdb::NmrTwoD 1980 HMDB11616 101812 C02353 27844 CPD-3707 Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590. 21097882 Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. 22080510 http://hmdb.ca/system/metabolites/msds/000/010/341/original/HMDB11616.pdf?1358461380 2',3'-cyclic-nucleotide 2'-phosphodiesterase/3'-nucleotidase P08331 CPDB_ECOLI cpdB http://ecmdb.ca/proteins/P08331.xml Outer membrane protein N P77747 OMPN_ECOLI ompN http://ecmdb.ca/proteins/P77747.xml Outer membrane pore protein E P02932 PHOE_ECOLI phoE http://ecmdb.ca/proteins/P02932.xml Outer membrane protein F P02931 OMPF_ECOLI ompF http://ecmdb.ca/proteins/P02931.xml Outer membrane protein C P06996 OMPC_ECOLI ompC http://ecmdb.ca/proteins/P06996.xml Adenosine 2',3'-cyclic phosphate + Water > 3'-AMP + Hydrogen ion R03537 Adenosine 2',3'-cyclic phosphate + Water <> 3'-AMP R03537