{"ymdb_id":"YMDB00413","created_at":"2011-05-29T18:14:39.000Z","updated_at":"2016-09-08T18:35:27.000Z","name":"(R,R)-butane-2,3-diol","cas":"24347-58-8","state":"Solid","melting_point":"","description":"(R,R)-Butane-2,3-diol is one of 3 stereoisomers of butane-2,3-diol produced by a variety of microorganisms in a process known as butanediol fermentation. [Biocyc P125-PWY]","experimental_water_solubility":null,"experimental_logp_hydrophobicity":null,"location":"extracellular;cytoplasm","synthesis_reference":null,"chebi_id":"16982","hmdb_id":null,"kegg_id":"C03044","pubchem_id":"225936","cs_id":"196452","foodb_id":null,"wikipedia_link":"2,3-Butanediol","biocyc_id":"BUTANEDIOL","iupac":"(2R,3R)-butane-2,3-diol","traditional_iupac":"(R,R)-butane-2,3-diol","logp":"-0.37552903133333315","pka":"15.678062098346835","alogps_solubility":"6.03e+02 g/l","alogps_logp":"-0.59","alogps_logs":"0.83","acceptor_count":"2","donor_count":"2","rotatable_bond_count":"1","polar_surface_area":"40.46","refractivity":"23.391199999999998","polarizability":"9.818183938702159","formal_charge":"0","physiological_charge":"0","pka_strongest_basic":"-3.006341228739074","pka_strongest_acidic":"14.224481598439645","bioavailability":"1","number_of_rings":"0","rule_of_five":"1","ghose_filter":"0","veber_rule":"0","mddr_like_rule":"0","synonyms":["(R,R)-(-)-butane-2,3-diol","(R,R)-2,3-Butanediol","(R,R)-2,3-Butylene glycol","(R,R)-Butane-2,3-diol","[R,R]-2,3-butanediol","2,3-Butanediol"],"pathways":[{"name":"Butanoate metabolism","kegg_map_id":"00650"}],"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":10938079,"citation":"Gonzalez, E., Fernandez, M. R., Larroy, C., Sola, L., Pericas, M. A., Pares, X., Biosca, J. A. (2000). \"Characterization of a (2R,3R)-2,3-butanediol dehydrogenase as the Saccharomyces cerevisiae YAL060W gene product. Disruption and induction of the gene.\" J Biol Chem 275:35876-35885."}],"proteins":[{"created_at":"2011-05-27T01:46:39.000Z","updated_at":"2011-07-22T17:53:39.000Z","name":"Diacetyl reductase [(R)-acetoin forming]","uniprot_id":"P39714","uniprot_name":"BDH1_YEAST","enzyme":true,"transporter":false,"gene_name":"BDH1","num_residues":382,"molecular_weight":"41537.69922","theoretical_pi":"6.65","general_function":"Involved in zinc ion binding","specific_function":"Catalyzes the irreversible reduction of 2,3-butanediol to (S)-acetoin in the presence of NADH","reactions":[{"id":1126,"direction":"\u003c\u003e","locations":"cytoplasm","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":2640,"direction":"\u003e","locations":"Cytoplasm. Nucleus","altext":"(R)-acetoin + NAD(+) = diacetyl + NADH.","export":false,"pw_reaction_id":null,"source":null}],"signal_regions":"None","transmembrane_regions":"None","pdb_id":null,"cellular_location":null,"genbank_gene_id":"U12980","genbank_protein_id":"595526","gene_card_id":"BDH1","chromosome_location":"chromosome 1","locus":"YAL060W","synonyms":[],"enzyme_classes":["1.1.1.303"],"go_classes":[{"category":"Component","description":" Not Available"},{"category":"Function","description":" catalytic activity"},{"category":"Function","description":" binding"},{"category":"Function","description":" ion binding"},{"category":"Function","description":" cation binding"},{"category":"Function","description":" metal ion binding"},{"category":"Function","description":" transition metal ion binding"},{"category":"Function","description":" oxidoreductase activity"},{"category":"Function","description":" zinc ion binding"},{"category":"Process","description":" metabolic process"},{"category":"Process","description":" oxidation reduction"}],"pfams":[{"name":"ADH_N","identifier":"PF08240"},{"name":"ADH_zinc_N","identifier":"PF00107"}],"pathways":[{"name":"Butanoate metabolism","kegg_map_id":"00650"}],"gene_sequence":"ATGAGAGCTTTGGCATATTTCAAGAAGGGTGATATTCACTTCACTAATGATATCCCTAGGCCAGAAATCCAAACCGACGATGAGGTTATTATCGACGTCTCTTGGTGTGGGATTTGTGGCTCGGATCTTCACGAGTACTTGGATGGTCCAATCTTCATGCCTAAAGATGGAGAGTGCCATAAATTATCCAACGCTGCTTTACCTCTGGCAATGGGCCATGAGATGTCAGGAATTGTTTCCAAGGTTGGTCCTAAAGTGACAAAGGTGAAGGTTGGCGACCACGTGGTCGTTGATGCTGCCAGCAGTTGTGCGGACCTGCATTGCTGGCCACACTCCAAATTTTACAATTCCAAACCATGTGATGCTTGTCAGAGGGGCAGTGAAAATCTATGTACCCACGCCGGTTTTGTAGGACTAGGTGTGATCAGTGGTGGCTTTGCTGAACAAGTCGTAGTCTCTCAACATCACATTATCCCGGTTCCAAAGGAAATTCCTCTAGATGTGGCTGCTTTAGTTGAGCCTCTTTCTGTCACCTGGCATGCTGTTAAGATTTCTGGTTTCAAAAAAGGCAGTTCAGCCTTGGTTCTTGGTGCAGGTCCCATTGGGTTGTGTACCATTTTGGTACTTAAGGGAATGGGGGCTAGTAAAATTGTAGTGTCTGAAATTGCAGAGAGAAGAATAGAAATGGCCAAGAAACTGGGCGTTGAGGTGTTCAATCCCTCCAAGCACGGTCATAAATCTATAGAGATACTACGTGGTTTGACCAAGAGCCATGATGGGTTTGATTACAGTTATGATTGTTCTGGTATTCAAGTTACTTTCGAAACCTCTTTGAAGGCATTAACATTCAAGGGGACAGCCACCAACATTGCAGTTTGGGGTCCAAAACCTGTCCCATTCCAACCAATGGATGTGACTCTCCAAGAGAAAGTTATGACTGGTTCGATCGGCTATGTTGTCGAAGCCTTCGAAGAAGTTGTTCGTGCCATCCACAACGGAGACATCGCCATGGAAGATTGTAAGCAACTAATCACTGGTAAGCAAAGGATTGAGGACGGTTGGGAAAAGGGATTCCAAGAGTTGATGGATCACAAGGAATCCAACGTTAAGATTCTATTGACGCCTAACAATCACGGTGAAATGAAGTAA","protein_sequence":"MRALAYFKKGDIHFTNDIPRPEIQTDDEVIIDVSWCGICGSDLHEYLDGPIFMPKDGECHKLSNAALPLAMGHEMSGIVSKVGPKVTKVKVGDHVVVDAASSCADLHCWPHSKFYNSKPCDACQRGSENLCTHAGFVGLGVISGGFAEQVVVSQHHIIPVPKEIPLDVAALVEPLSVTWHAVKISGFKKGSSALVLGAGPIGLCTILVLKGMGASKIVVSEIAERRIEMAKKLGVEVFNPSKHGHKSIEILRGLTKSHDGFDYSYDCSGIQVTFETSLKALTFKGTATNIAVWGPKPVPFQPMDVTLQEKVMTGSIGYVVEAFEEVVRAIHNGDIAMEDCKQLITGKQRIEDGWEKGFQELMDHKESNVKILLTPNNHGEMK"}]}