{"ymdb_id":"YMDB00454","created_at":"2011-05-29T18:18:39.000Z","updated_at":"2016-09-08T18:35:29.000Z","name":"3',5'-cyclic GMP","cas":"7665-99-8","state":"Solid","melting_point":null,"description":"Cyclic guanosine monophosphate (cGMP) is a cyclic nucleotide derived from guanosine triphosphate (GTP). cGMP acts as a second messenger much like cyclic AMP. Its most likely mechanism of action is activation of intracellular protein kinases in response to the binding of membrane-impermeable peptide hormones to the external cell surface.","experimental_water_solubility":null,"experimental_logp_hydrophobicity":null,"location":"cytoplasm","synthesis_reference":"Sekhar, Konjeti R.; Grondin, Pascal; Francis, Sharron H.; Corbin, Jackie D.  Design and synthesis of xanthines and cyclic GMP analogs as potent inhibitors of PDE5.    Phosphodiesterase Inhibitors  (1996),     135-146.","chebi_id":"16356","hmdb_id":"HMDB01314","kegg_id":"C00942","pubchem_id":"24316","cs_id":"22734","foodb_id":null,"wikipedia_link":"Cyclic_guanosine_monophosphate","biocyc_id":"CGMP","iupac":"9-[(4aR,6R,7R,7aS)-2,7-dihydroxy-2-oxo-hexahydro-2λ⁵-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]-2-amino-6,9-dihydro-1H-purin-6-one","traditional_iupac":"cyclic-GMP","logp":"-2.0959093467809238","pka":"10.156306471801443","alogps_solubility":"3.79e+00 g/l","alogps_logp":"-1.98","alogps_logs":"-1.96","acceptor_count":"8","donor_count":"4","rotatable_bond_count":"1","polar_surface_area":"170.51999999999998","refractivity":"71.715","polarizability":"29.18621554882084","formal_charge":"0","physiological_charge":"-1","pka_strongest_basic":"1.413587936272232","pka_strongest_acidic":"2.0500583837133326","bioavailability":"1","number_of_rings":"4","rule_of_five":"1","ghose_filter":"0","veber_rule":"0","mddr_like_rule":"0","synonyms":["3',5'-Cyclic GMP","3',5'-guanosine","3',5'-guanosine monophosphate","cGMP","cyclic 3',5'-guanosine monophosphate","cyclic gmp","cyclic guanosine 3',5'-monophosphate","cyclic-GMP","guanosine 3,5-cyclic monophosphate","guanosine 3,5-cyclic phosphate","Guanosine 3',5'-cyclic monophosphate","guanosine 3',5'-cyclic phosphate","guanosine 3',5'-cyclic-monophosphate","guanosine 3',5'-monophosphate","Guanosine cyclic 3',5'-(hydrogen phosphate)","Guanosine cyclic monophosphate","guanosine cyclic-monophosphate","guanosine-cyclic-phosphoric-acid"],"pathways":[{"name":"Purine metabolism","kegg_map_id":"00230"}],"growth_conditions":[],"references":[{"pubmed_id":18846089,"citation":"Herrgard, M. J., Swainston, N., Dobson, P., Dunn, W. B., Arga, K. Y., Arvas, M., Bluthgen, N., Borger, S., Costenoble, R., Heinemann, M., Hucka, M., Le Novere, N., Li, P., Liebermeister, W., Mo, M. L., Oliveira, A. P., Petranovic, D., Pettifer, S., Simeonidis, E., Smallbone, K., Spasic, I., Weichart, D., Brent, R., Broomhead, D. S., Westerhoff, H. V., Kirdar, B., Penttila, M., Klipp, E., Palsson, B. O., Sauer, U., Oliver, S. G., Mendes, P., Nielsen, J., Kell, D. B. (2008). \"A consensus yeast metabolic network reconstruction obtained from a community approach to systems biology.\" Nat Biotechnol 26:1155-1160."},{"pubmed_id":10097409,"citation":"Eckstein, H., Flugge, B. (1999). \"Guanosine 3':5'-cyclic monophosphate-dependent particulate protein kinase activity from yeast (Saccharomyces cerevisiae).\" Z Naturforsch C 54:84-93."}],"proteins":[{"created_at":"2011-05-26T19:20:47.000Z","updated_at":"2011-07-22T17:53:44.000Z","name":"3',5'-cyclic-nucleotide phosphodiesterase 2","uniprot_id":"P06776","uniprot_name":"PDE2_YEAST","enzyme":true,"transporter":false,"gene_name":"PDE2","num_residues":526,"molecular_weight":"60999.19922","theoretical_pi":"6.6","general_function":"Involved in catalytic activity","specific_function":"Controls the level of cAMP in yeast cells, together with the low-affinity cAMP phosphodiesterase (PDE1)","reactions":[{"id":1155,"direction":"\u003e","locations":"cytoplasm","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":1156,"direction":"\u003e","locations":"cytoplasm","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":1157,"direction":"\u003e","locations":"cytoplasm","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":1158,"direction":"\u003e","locations":"cytoplasm","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":1159,"direction":"\u003e","locations":"cytoplasm","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":2564,"direction":"\u003e","locations":"Cytoplasmic","altext":"Adenosine 3',5'-cyclic phosphate + H(2)O = adenosine 5'-phosphate.","export":false,"pw_reaction_id":null,"source":null}],"signal_regions":"None","transmembrane_regions":"None","pdb_id":null,"cellular_location":"Cytoplasmic","genbank_gene_id":"M14563","genbank_protein_id":"172106","gene_card_id":"PDE2","chromosome_location":"chromosome 15","locus":"YOR360C","synonyms":["PDEase 2","High-affinity cAMP phosphodiesterase"],"enzyme_classes":["3.1.4.17"],"go_classes":[{"category":"Component","description":" Not Available"},{"category":"Function","description":" catalytic activity"},{"category":"Function","description":" hydrolase activity"},{"category":"Function","description":" hydrolase activity, acting on ester bonds"},{"category":"Function","description":" phosphoric ester hydrolase activity"},{"category":"Function","description":" phosphoric diester hydrolase activity"},{"category":"Function","description":" cyclic-nucleotide phosphodiesterase activity"},{"category":"Function","description":" 3',5'-cyclic-nucleotide phosphodiesterase activity"},{"category":"Process","description":" biological regulation"},{"category":"Process","description":" regulation of biological process"},{"category":"Process","description":" regulation of cellular process"},{"category":"Process","description":" signal transduction"}],"pfams":[{"name":"PDEase_I","identifier":"PF00233"}],"pathways":[{"name":"Purine metabolism","kegg_map_id":"00230"}],"gene_sequence":"ATGTCCACCCTTTTTCTGATTGGAATACACGAGATTGAGAAATCTCAAACAATTGTACAGAATGAACACTATTTTGATAGAGTGATTGAGCTTCAAGATTTGGATTCTCTGATGGTAGCATTGTATAAGGACAGAGTTTCGCCTTTTCCAAACGTCCATAACTTTGAAACGGGCGTATCTATAGTTCTTTATGACCCTTCAAAATTTCAATTATCTGTGCGACAATTGGATGTTCTATTCAAGGGATTTTTCCCATCTTTCAATATTTCTGCGATAGATCATACACGAGAGGAAAACCTGCAACGTCTGGAATGTGTTGAGCGTGAAAATAGCATCTGTCGTAATAGAATAACGAGAATTAACCACTGGATGTATCACCATCATGATGATACTCCAGACGGTATTAACAAAAACAGCTATGGTACTGTAAATGGGAATTCTGTCCCCACTCAAGCATGTGAAGCAAACATTTACACTTTATTATTGCATTTGAATGATTCCAAGGCACAACATTTACGAAAGGCATCAGTGCCAAGGCTAATTCGCAACATCGAGTTTATGTCTTTTTTGTCAGATCCAATAGAAAAAATTTCTCAAGAGGGATCACATTATTGGAACATTCTATCAACTTGGGACTTTTGTGCTTTATCATTAAGCACTCAAGAATTGATTTGGTGCGGGTTCACGCTTATCAAAAAATTATCTAAGGATGCAAAAGTACTCATTGCAGATAATAAGTTACTGCTACTACTATTTACTTTAGAATCATCCTATCATCAAGTTAACAAATTTCACAATTTTAGGCATGCCATCGATGTCATGCAAGCCACATGGCGATTGTGTACATATCTTCTTAAAGATAATCCTGTACAAACATTACTGTTGTGTATGGCTGCCATAGGTCATGATGTCGGTCATCCTGGGACTAACAATCAACTATTGTGCAACTGTGAATCAGAGGTTGCTCAAAATTTCAAAAATGTCTCTATCTTGGAGAATTTTCACAGGGAATTATTTCAACAATTGCTATCAGAGCATTGGCCTCTTAAGCTCTCTATCTCCAAAAAAAAATTTGATTTTATTTCCGAGGCTATTCTGGCCACAGATATGGCATTGCATTCTCAGTATGAGGATAGATTAATGCATGAAAACCCAATGAAACAAATCACTTTGATATCTCTAATTATTAAAGCTGCAGACATCTCTAATGTGACGAGAACCTTGTCAATATCAGCACGTTGGGCATACCTCATTACTCTCGAATTTAATGATTGCGCTCTTTTGGAAACATTTCATAAAGCTCACCGCCCAGAACAAGACTGTTTTGGCGATTCATACAAGAATGTTGATTCTCCGAAAGAAGATTTGGAATCAATTCAAAATATTTTGGTGAACGTAACAGACCCTGATGATATTATCAAAGACCATCCGCATATTCCAAACGGTCAAATATTTTTCATTAATACGTTTGCTGAAGTATTTTTCAACGCATTAAGTCAAAAATTCTCAGGATTAAAATTTTTAAGCGATAATGTCAAAATCAATAAAGAATACTGGATGAAACACAAGAAACCACAATAG","protein_sequence":"MSTLFLIGIHEIEKSQTIVQNEHYFDRVIELQDLDSLMVALYKDRVSPFPNVHNFETGVSIVLYDPSKFQLSVRQLDVLFKRFFPSFNISAIDHTREENLQRLECVERENSICRNRITRINHWMYHHHDDTPDGINKNSYGTVNGNSVPTQACEANIYTLLLHLNDSKAQHLRKASVPRLIRNIEFMSFLSDPIEKISQEGSHYWNILSTWDFCALSLSTQELIWCGFTLIKKLSKDAKVLIADNKLLLLLFTLESSYHQVNKFHNFRHAIDVMQATWRLCTYLLKDNPVQTLLLCMAAIGHDVGHPGTNNQLLCNCESEVAQNFKNVSILENFHRELFQQLLSEHWPQLLSISKKKFDFISEAILATDMALHSQYEDRLMHENPMKQITLISLIIKAADISNVTRTLSISARWAYLITLEFNDCALLETFHKAHRPEQDCFGDSYKNVDSPKEDLESIQNILVNVTDPDDIIKDHPHIPNGQIFFINTFAEVFFNALSQKFSGLKFLSDNVKINKEYWMKHKKPQ"}]}