{"ymdb_id":"YMDB00103","created_at":"2011-05-29T15:56:59.000Z","updated_at":"2016-09-08T18:35:01.000Z","name":"Nicotinamide riboside","cas":"1341-23-7","state":"Solid","melting_point":"","description":"Nicotinamide riboside is a precursor for the synthesis of NAD. There are two other known precursors of NAD, nicotinamide riboside is the third. [PMID: 15137942]","experimental_water_solubility":"","experimental_logp_hydrophobicity":"","location":"cytoplasm","synthesis_reference":"Franchetti, Palmarisa; Pasqualini, Michela; Petrelli, Riccardo; Ricciutelli, Massimo; Vita, Patrizia; Cappellacci, Loredana.  Stereoselective synthesis of nicotinamide b-riboside and nucleoside analogs. Bioorganic \u0026 Medicinal Chemistry Letters  (2004),  1","chebi_id":"15927","hmdb_id":"HMDB00855","kegg_id":"C03150","pubchem_id":"439924","cs_id":null,"foodb_id":null,"wikipedia_link":"Nicotinamide_riboside","biocyc_id":"NICOTINAMIDE_RIBOSE","iupac":"3-carbamoyl-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1lambda5-pyridin-1-ylium","traditional_iupac":"3-carbamoyl-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1lambda5-pyridin-1-ylium","logp":"-6.120781883805078","pka":"11.990744651010578","alogps_solubility":"5.45e+00 g/l","alogps_logp":"-2.27","alogps_logs":"-1.73","acceptor_count":"5","donor_count":"4","rotatable_bond_count":"3","polar_surface_area":"116.89","refractivity":"60.83450000000001","polarizability":"24.829741468645594","formal_charge":"1","physiological_charge":"1","pka_strongest_basic":"-1.6264200820796249","pka_strongest_acidic":"11.390918005504384","bioavailability":"1","number_of_rings":"2","rule_of_five":"1","ghose_filter":"0","veber_rule":"0","mddr_like_rule":"0","synonyms":["1-(beta-D-Ribofuranosyl)nicotinamide","1-b-D-ribosyl-3-Pyridinecarboxamide","1-beta-D-ribosyl-3-Pyridinecarboxamide","1-beta-delta-ribosyl-3-Pyridinecarboxamide","3-(aminocarbonyl)-1-beta-D-ribofuranosyl-Pyridinium","3-(aminocarbonyl)-1-beta-delta-ribofuranosyl-Pyridinium","N-Ribosylnicotinamide","Nicotinamide ribonucleoside","Nicotinamide ribose","Nicotinamide riboside","nicotinamide-beta-riboside","Ribosylnicotinamide"],"pathways":[{"name":"Nicotinate and nicotinamide metabolism","kegg_map_id":"00760"},{"name":"NAD metabolism","kegg_map_id":null}],"growth_conditions":[],"references":[{"pubmed_id":21051339,"citation":"UniProt Consortium (2011). \"Ongoing and future developments at the Universal Protein Resource.\" Nucleic Acids Res 39:D214-D219."},{"pubmed_id":21062828,"citation":"Scheer, M., Grote, A., Chang, A., Schomburg, I., Munaretto, C., Rother, M., Sohngen, C., Stelzer, M., Thiele, J., Schomburg, D. (2011). \"BRENDA, the enzyme information system in 2011.\" Nucleic Acids Res 39:D670-D676."},{"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":19001417,"citation":"Belenky, P., Christensen, K. C., Gazzaniga, F., Pletnev, A. A., Brenner, C. (2009). \"Nicotinamide riboside and nicotinic acid riboside salvage in fungi and mammals. Quantitative basis for Urh1 and purine nucleoside phosphorylase function in NAD+ metabolism.\" J Biol Chem 284:158-164."},{"pubmed_id":21729004,"citation":"de Figueiredo, L. F., Gossmann, T. I., Ziegler, M., Schuster, S. (2011). \"Pathway Analysis of NAD+ metabolism.\" Biochem J :."},{"pubmed_id":15137942,"citation":"Bieganowski, P., Brenner, C. (2004). \"Discoveries of nicotinamide riboside as a nutrient and conserved NRK genes establish a Preiss-Handler independent route to NAD+ in fungi and humans.\" Cell 117:495-502."},{"pubmed_id":17482543,"citation":"Belenky, P., Racette, F. G., Bogan, K. L., McClure, J. M., Smith, J. S., Brenner, C. (2007). \"Nicotinamide riboside promotes Sir2 silencing and extends lifespan via Nrk and Urh1/Pnp1/Meu1 pathways to NAD+.\" Cell 129:473-484."}],"proteins":[{"created_at":"2011-05-26T19:26:59.000Z","updated_at":"2011-05-27T15:01:06.000Z","name":"Nicotinamide riboside kinase","uniprot_id":"P53915","uniprot_name":"NRK1_YEAST","enzyme":true,"transporter":false,"gene_name":"NRK1","num_residues":240,"molecular_weight":"27689.30078","theoretical_pi":"6.68","general_function":"Involved in ATP binding","specific_function":"Catalyzes the phosphorylation of nicotinamide riboside (NR) and nicotinic acid riboside (NaR) to form nicotinamide mononucleotide (NMN) and nicotinic acid mononucleotide (NaMN)","reactions":[{"id":1954,"direction":"\u003e","locations":"cytoplasm","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":2567,"direction":"\u003e","locations":null,"altext":"ATP + N-ribosylnicotinamide = ADP + nicotinamide ribonucleotide.","export":false,"pw_reaction_id":null,"source":null},{"id":2568,"direction":"\u003e","locations":null,"altext":"ATP + D-ribosylnicotinate = ADP + nicotinate D-ribonucleotide.","export":false,"pw_reaction_id":null,"source":null},{"id":4191,"direction":"\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R006490","source":"Smpdb"},{"id":4192,"direction":"\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R006496","source":"Smpdb"}],"signal_regions":"None","transmembrane_regions":"None","pdb_id":null,"cellular_location":null,"genbank_gene_id":"AY558011","genbank_protein_id":"45269912","gene_card_id":"NRK1","chromosome_location":"chromosome 14","locus":"YNL129W","synonyms":["NRK","NmR-K","Nicotinic acid riboside kinase","Ribosylnicotinamide kinase","RNK","Ribosylnicotinic acid kinase"],"enzyme_classes":["2.7.1.22"],"go_classes":[{"category":"Component","description":" Not Available"},{"category":"Function","description":" catalytic activity"},{"category":"Function","description":" transferase activity"},{"category":"Function","description":" transferase activity, transferring phosphorus-containing groups"},{"category":"Function","description":" binding"},{"category":"Function","description":" nucleoside binding"},{"category":"Function","description":" purine nucleoside binding"},{"category":"Function","description":" adenyl nucleotide binding"},{"category":"Function","description":" adenyl ribonucleotide binding"},{"category":"Function","description":" ATP binding"},{"category":"Function","description":" kinase activity"},{"category":"Process","description":" metabolic process"}],"pfams":[{"name":"PRK","identifier":"PF00485"}],"pathways":[{"name":"Nicotinate and nicotinamide metabolism","kegg_map_id":"00760"},{"name":"NAD metabolism","kegg_map_id":null}],"gene_sequence":"ATGACTTCGAAAAAAGTGATATTAGTTGCATTGAGTGGATGCTCCTCCAGTGGTAAGACGACAATTGCGAAACTTACAGCAAGTTTATTCACGAAGGCTACATTAATTCATGAAGATGACTTTTACAAACATGATAATGAAGTGCCAGTAGATGCTAAATATAACATTCAAAATTGGGATTCGCCAGAAGCTCTTGATTTTAAACTTTTCGGTAAAGAATTAGATGTGATCAAACAAACTGGTAAAATAGCCACCAAACTTATACACAATAACAACGTAGATGATCCCTTTACAAAGTTCCACATTGATAGACAAGTTTGGGACGAGTTAAAGGCTAAGTATGACTCTATTAATGACGACAAATATGAAGTTGTAATTGTAGATGGGTTTATGATTTTCAATAATACTGGAATATCAAAAAAATTTGATTTGAAGATATTAGTGCGTGCTCCCTATGAAGTACTAAAAAAAAGGAGGGCTTCCAGAAAAGGATACCAGACTTTGGATTCTTTCTGGGTGGATCCGCCGTATTATTTCGACGAATTTGTGTATGAATCTTATCGTGCAAATCATGCGCAGTTATTTGTTAATGGAGACGTAGAAGGTTTACTAGACCCAAGGAAGTCAAAGAATATAAAAGAGTTCATAAATGATGATGACACTCCAATTGCGAAACCTTTAAGCTGGGTGTGCCAAGAGATTCTAAAGCTTTGTAAGGATTAG","protein_sequence":"MTSKKVILVALSGCSSSGKTTIAKLTASLFTKATLIHEDDFYKHDNEVPVDAKYNIQNWDSPEALDFKLFGKELDVIKQTGKIATKLIHNNNVDDPFTKFHIDRQVWDELKAKYDSINDDKYEVVIVDGFMIFNNTGISKKFDLKILVRAPYEVLKKRRASRKGYQTLDSFWVDPPYYFDEFVYESYRANHAQLFVNGDVEGLLDPRKSKNIKEFINDDDTPIAKPLSWVCQEILKLCKD"},{"created_at":"2011-05-27T17:15:59.000Z","updated_at":"2011-07-22T17:53:59.000Z","name":"Uridine nucleosidase","uniprot_id":"Q04179","uniprot_name":"URH1_YEAST","enzyme":true,"transporter":false,"gene_name":"URH1","num_residues":340,"molecular_weight":"37960.0","theoretical_pi":"5.07","general_function":"Involved in hydrolase activity, hydrolyzing N-glycosyl compounds","specific_function":"Also acts on cytidine","reactions":[{"id":1269,"direction":"\u003e","locations":"cytoplasm","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":1609,"direction":"\u003e","locations":"cytoplasm","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":2835,"direction":"\u003e","locations":"Cytoplasm. Nucleus","altext":"Uridine + H(2)O = D-ribose + uracil.","export":false,"pw_reaction_id":null,"source":null},{"id":4195,"direction":"\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R006494","source":"Smpdb"}],"signal_regions":"None","transmembrane_regions":"None","pdb_id":null,"cellular_location":"Cytoplasm. Nucleus","genbank_gene_id":null,"genbank_protein_id":null,"gene_card_id":"URH1","chromosome_location":"chromosome 4","locus":"YDR400W","synonyms":["Uridine ribohydrolase"],"enzyme_classes":["3.2.2.3"],"go_classes":[{"category":"Component","description":" Not Available"},{"category":"Function","description":" catalytic activity"},{"category":"Function","description":" hydrolase activity"},{"category":"Function","description":" hydrolase activity, acting on glycosyl bonds"},{"category":"Function","description":" hydrolase activity, hydrolyzing N-glycosyl compounds"},{"category":"Process","description":" Not Available"}],"pfams":[{"name":"IU_nuc_hydro","identifier":"PF01156"}],"pathways":[{"name":"Pyrimidine metabolism","kegg_map_id":"00240"},{"name":"NAD metabolism","kegg_map_id":null}],"gene_sequence":"ATGACTGTTAGTAAAATACCCATATGGCTAGATTGTGATCCTGGTCATGATGATGCCATAGCCATTTTATTAGGCTGTTTCCATCCAGCTTTCAATCTTCTAGGAATCAGCACGTGTTTTGGTAACGCACCGCCAGAGAATACTGACTACAACGCCCGTTCTCTTTTGACTGCGATGGGCAAAGCACAAGCGATTCCAGTTTATAAAGGCGCACAGAGACCTTGGAAAAGGGAACCTCATTATGCTCCTGACATTCATGGTATATCAGGTTTAGACGGCACTTCTTTGCTACCTAAGCCAACATTTGAGGCAAGAACTGATAAAACGTATATTGAGGCCATTGAAGAGGCGATTCTAGCTAACAATGGAGAGATATCCTTTGTGTCTACTGGTGCACTTACCACATTAGCAACAGTTTTTAGGTGTAAACCATACCTAAAAAAATCTGTCAAATATATTAGCATTATGGGGGGTGGACTCCATGGTCTAGGAAACTGTAACCCAAATCTTTCTGCTGAATTCAACGTTTGGATTGATCCTGACGCAGCGAATTACATATTCCGTGATCCCGATGTAAAGGACAAATGTATAGTAGTTCCTCTAAATTTAACTCACAAGGCCATAGCTACTTACAAGGTTAACGAAATGATATACAACGAAAAGAATAACAGCAAGTTACGAGAATTGTTTTTGGAGCTTTTTCAATTTTTTGCTCATACCTACAAGGATATGCAAGGATTTGAATCGGGCCCACCTATACATGATCCGGTAGCTTTGATGCCGCTTTTGGAATTTTATGGGTGGGATCCATCGTCTGCGGTTGGATTTCGCTACAAGAGAATGGACATATCCTGCATTGATGATGTTTTCAACGAAAACTCAGGGAAAATTATCATTGAAAAAGAATATCCAAATGACAGTGATGTTGGTACAATAATTGGTCTCGATTTGAATATCCAGTACTTTTGGGATCAGATTTTTGAAGCATTAAATAGAGCAGACAAAATGTCAACGATTGGATAA","protein_sequence":"MTVSKIPIWLDCDPGHDDAIAILLGCFHPAFNLLGISTCFGNAPPENTDYNARSLLTAMGKAQAIPVYKGAQRPWKREPHYAPDIHGISGLDGTSLLPKPTFEARTDKTYIEAIEEAILANNGEISFVSTGALTTLATVFRCKPYLKKSVKYISIMGGGLHGLGNCNPNLSAEFNVWIDPDAANYIFRDPDVKDKCIVVPLNLTHKAIATYKVNEMIYNEKNNSKLRELFLELFQFFAHTYKDMQGFESGPPIHDPVALMPLLEFYGWDPSSAVGFRYKRMDISCIDDVFNENSGKIIIEKEYPNDSDVGTIIGLDLNIQYFWDQIFEALNRADKMSTIG"}]}