{"ymdb_id":"YMDB00723","created_at":"2011-05-29T18:46:44.000Z","updated_at":"2016-09-08T18:35:49.000Z","name":"trans-4-hydroxy-L-proline","cas":"51-35-4","state":"Solid","melting_point":"274-275 oC","description":"Hydroxyproline is a common non-proteinogenic amino acid. Hydroxyproline and proline play key roles for collagen stability.","experimental_water_solubility":"361 mg/mL at 25 oC [MERCK INDEX (1996)]","experimental_logp_hydrophobicity":"-3.17 [HANSCH,C ET AL. (1995)]","location":"mitochondrion;cytoplasm","synthesis_reference":"Adams, Elijah; Goldstone, Alfred. Hydroxyproline metabolism. II. Enzymic preparation and properties of D1-pyrroline-3-hydroxy-5-carboxylic acid. Journal of Biological Chemistry (1960), 235 3492-8.","chebi_id":"18095","hmdb_id":"HMDB00725","kegg_id":"C01157","pubchem_id":"5810","cs_id":"24533805","foodb_id":null,"wikipedia_link":"Hydroxyproline","biocyc_id":"L-4-HYDROXY-PROLINE","iupac":"(2S,4R)-4-hydroxypyrrolidine-2-carboxylic acid","traditional_iupac":"hypro","logp":"-3.7163188466782064","pka":"14.856641323999913","alogps_solubility":"4.92e+02 g/l","alogps_logp":"-3.31","alogps_logs":"0.57","acceptor_count":"4","donor_count":"3","rotatable_bond_count":"1","polar_surface_area":"69.56","refractivity":"29.3822","polarizability":"12.291927113198778","formal_charge":"0","physiological_charge":"0","pka_strongest_basic":"10.617096890348789","pka_strongest_acidic":"1.6413819507648508","bioavailability":"1","number_of_rings":"1","rule_of_five":"1","ghose_filter":"0","veber_rule":"0","mddr_like_rule":"0","synonyms":[".delta.-Hydroxyproline","(2S,4R)-4-hydroxy-2-pyrrolidinecarboxylic acid","(2S,4R)-4-hydroxypyrrolidine-2-carboxylic acid","(2S,4R)-trans-4-hydroxyproline","(4R)-4-hydroxy-L-proline","4-Hydroxy-2-pyrrolidinecarboxylic acid","4-Hydroxy-L-proline","4-Hydroxyproline","4-L-Hydroxyproline","delta-hydroxyproline","hydroxiproline","Hydroxy-l-proline","hydroxy-proline","Hydroxyproline","Hydroxyproline (VAN)","Hydroxyproline,(l)","Hyp","Hypro","L-4-Hydroxyproline","L-hydroxyproline","L-Proline, 4-hydroxy-, trans-","L-threo-4-hydroxyproline","LS-hydroxyproline","Oxaceprol","Proline, 4-hydroxy-","Proline, 4-hydroxy-, L-","trans-4-hydroxy-L-proline","trans-4-Hydroxyproline","Trans-hydroxyproline","Trans-l-hydroxyproline"],"pathways":[{"name":"Arginine and proline metabolism","kegg_map_id":"00330"}],"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":12115536,"citation":"Clement, P. M., Hanauske-Abel, H. M., Wolff, E. C., Kleinman, H. K., Park, M. H. (2002). \"The antifungal drug ciclopirox inhibits deoxyhypusine and proline hydroxylation, endothelial cell growth and angiogenesis in vitro.\" Int J Cancer 100:491-498."}],"proteins":[{"created_at":"2011-05-27T02:29:27.000Z","updated_at":"2011-07-22T17:54:35.000Z","name":"Delta-1-pyrroline-5-carboxylate dehydrogenase, mitochondrial","uniprot_id":"P07275","uniprot_name":"PUT2_YEAST","enzyme":true,"transporter":false,"gene_name":"PUT2","num_residues":575,"molecular_weight":"64434.60156","theoretical_pi":"7.0","general_function":"Involved in oxidoreductase activity","specific_function":"(S)-1-pyrroline-5-carboxylate + NAD(P)(+) + 2 H(2)O = L-glutamate + NAD(P)H","reactions":[{"id":1437,"direction":"\u003e","locations":"mitochondrion","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":1685,"direction":"\u003e","locations":"mitochondrion","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":1688,"direction":"\u003c\u003e","locations":"mitochondrion","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":1698,"direction":"\u003e","locations":"mitochondrion","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":1699,"direction":"\u003e","locations":"mitochondrion","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":2676,"direction":"\u003e","locations":"Mitochondrion inner membrane","altext":"(S)-1-pyrroline-5-carboxylate + NAD(P)(+) + 2 H(2)O = L-glutamate + 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donors"},{"category":"Function","description":" oxidoreductase activity, acting on the CH-NH group of donors, NAD or NADP as acceptor"},{"category":"Function","description":" 1-pyrroline-5-carboxylate dehydrogenase activity"},{"category":"Function","description":" catalytic activity"},{"category":"Process","description":" cellular metabolic process"},{"category":"Process","description":" cellular amino acid and derivative metabolic process"},{"category":"Process","description":" cellular amino acid metabolic process"},{"category":"Process","description":" glutamine family amino acid metabolic process"},{"category":"Process","description":" oxidation reduction"},{"category":"Process","description":" proline metabolic process"},{"category":"Process","description":" proline biosynthetic process"},{"category":"Process","description":" metabolic process"}],"pfams":[{"name":"Aldedh","identifier":"PF00171"}],"pathways":[{"name":"Alanine, aspartate and glutamate metabolism","kegg_map_id":"00250"},{"name":"Arginine and proline metabolism","kegg_map_id":"00330"},{"name":"4-aminobutanoate degradation","kegg_map_id":null}],"gene_sequence":"ATGCTATCAGCAAGGTGCCTCAAATCTATATACTTCAAGAGATCTTTCTCACAACTGGGACACATCAAGCCCCCCAAGCACATAAGAAATGAACCTGTTAAGCCATTTAGAAACATAGACTTAAAAGACTGGGACTTACTGAGGGCTTCCTTGATGAAATTCAAAAGTTCTTCTTTAGAAGTGCCACTGGTCATCAATGGGGAAAGGATATATGACAATAATGAAAGAGCGCTTTTCCCGCAGACTAACCCTGCGAACCATCAACAAGTACTGGCAAACGTCACACAAGCCACGGAAAAAGATGTCATGAATGCTGTAAAAGCCGCCAAGGATGCCAAAAAGGATTGGTACAATCTACCGTTTTATGACAGATCTGCAATTTTTTTGAAAGCCGCTGACTTAATTTCCACCAAGTATCGTTATGACATGTTAGCTGCTACAATGCTGGGCCAGGGAAAAAATGTGTATCAGGCAGAAATCGACTGTATCACGGAATTATCTGACTTTTTTAGATACTATGTCAAGTATGCATCAGACTTGTATGCTCAACAACCCGTGAGTCGAGCGGATGGTACTTGGAATAAAGCTGAATACAGACCTTTAGAGGGATTTGTGTATGCTGTTTCACCATTCAACTTTACTGCTATTGCTGCAAACTTGATTGGGGCTCCAGCTTTGATGGGTAATACAGTTGTCTGGAAACCTTCACAAACCGCTGCCCTTTCAAATTACTTATTGATGACTGTTTTGGAAGAAGCGGGATTGCCAAAGGGTGTCATAAATTTCATTCTAGGTGATCCAGTTCAAGTTACTGACCAGGTATTAGCTGATAAAGATTTTGGTGCCTTGCATTTTACCGGTTCTACAAATGTCTTTAAGAGTTTGTATGGCAAAATACAAAGTGGCGTTGTTGAAGGGAAGTACAGAGATTACCCCCGTATTATTGGTGAGACAGGTGGTAAAAATTTCCATCTAGTTCACCCAAGTGCAAATATATCACATGCAGTACTCTCTACTATTAGAGGCACTTTCGAGTTCCAAGGCCAAAAGTGCTCTGCCGCTTCTAGGTTATATCTTCCAGAGTCAAAAAGTGAAGAATTCTTATCCGATATGTTTGGCATATTGCAGTCACAGAATGTTGTCCCAATGAACACATCCGCAAGTCCAATTTCTGGTGGGAATTTGCGGGGATTTATGGGTCCTGTCATCCATGAACAAAGTTTCGACAAATTAGTTAAAGTAATTGAAGATGCAAAGAAAGACCCCGAGTTGGAAATTCTTTACGGTGGACAATACGATAAAAGCCAAGGTTGGTTTGTCGGACCCACAGTCATAAAAGCCAAGAGACCAGATCATCCATATATGTCAACAGAATTTTTTGGCCCTATATTAACTGTTTACGAGTATCCAGATACGGAATTTAATGAAATCTGTGATATTATCGATAATACGAGTCAATACGCCTTAACTGGTGCTATTTTTGCCAAAGATCGTAAAGCAATTGAATACGCAGATGAGAAGTTGAAGTTTAGCGCAGGAAATTTCTACATAAATGATAAGTGTACTGGTGCCGTTGTTTCTCAGCAATGGTTTGGTGGCGCAAGAATGAGTGGTACCGACGGTAAGGCTGGTGGTCCAAACATTTTAAGCAGATTTGTCAGTATTAGAAACACAAAGGAGAGCTTCTACGAGTTGACTGATTTCAAATATCCATCGAATTATGAATAA","protein_sequence":"MLSARCLKSIYFKRSFSQLGHIKPPKHIRNEPVKPFRNIDLKDWDLLRASLMKFKSSSLEVPLVINGERIYDNNERALFPQTNPANHQQVLANVTQATEKDVMNAVKAAKDAKKDWYNLPFYDRSAIFLKAADLISTKYRYDMLAATMLGQGKNVYQAEIDCITELSDFFRYYVKYASDLYAQQPVESADGTWNKAEYRPLEGFVYAVSPFNFTAIAANLIGAPALMGNTVVWKPSQTAALSNYLLMTVLEEAGLPKGVINFIPGDPVQVTDQVLADKDFGALHFTGSTNVFKSLYGKIQSGVVEGKYRDYPRIIGETGGKNFHLVHPSANISHAVLSTIRGTFEFQGQKCSAASRLYLPESKSEEFLSDMFGILQSQNVVPMNTSASPISGGNLRGFMGPVIHEQSFDKLVKVIEDAKKDPELEILYGGQYDKSQGWFVGPTVIKAKRPDHPYMSTEFFGPILTVYEYPDTEFNEICDIIDNTSQYALTGAIFAKDRKAIEYADEKLKFSAGNFYINDKCTGAVVSQQWFGGARMSGTDDKAGGPNILSRFVSIRNTKENFYELTDFKYPSNYE"},{"created_at":"2011-05-27T02:32:56.000Z","updated_at":"2011-05-27T15:01:18.000Z","name":"Pyrroline-5-carboxylate 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NAD(P)H.","export":false,"pw_reaction_id":null,"source":null},{"id":3718,"direction":"\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R006234","source":"Smpdb"}],"signal_regions":"None","transmembrane_regions":"None","pdb_id":null,"cellular_location":null,"genbank_gene_id":"M57886","genbank_protein_id":"172243","gene_card_id":"PRO3","chromosome_location":"chromosome 5","locus":"YER023W","synonyms":["P5C reductase","P5CR"],"enzyme_classes":["1.5.1.2"],"go_classes":[{"category":"Component","description":" Not Available"},{"category":"Function","description":" oxidoreductase activity"},{"category":"Function","description":" oxidoreductase activity, acting on the CH-NH group of donors"},{"category":"Function","description":" oxidoreductase activity, acting on the CH-NH group of donors, NAD or NADP as acceptor"},{"category":"Function","description":" pyrroline-5-carboxylate reductase activity"},{"category":"Function","description":" catalytic activity"},{"category":"Process","description":" cellular metabolic process"},{"category":"Process","description":" cellular amino acid and derivative metabolic process"},{"category":"Process","description":" cellular amino acid metabolic process"},{"category":"Process","description":" glutamine family amino acid metabolic process"},{"category":"Process","description":" oxidation reduction"},{"category":"Process","description":" proline metabolic process"},{"category":"Process","description":" proline biosynthetic process"},{"category":"Process","description":" metabolic process"}],"pfams":[{"name":"F420_oxidored","identifier":"PF03807"}],"pathways":[{"name":"Arginine and proline metabolism","kegg_map_id":"00330"},{"name":"Proline Metabolism","kegg_map_id":null}],"gene_sequence":"ATGACTTACACATTGGCAATTTTAGGCTGCGGTGTTATGGGCCAAGCACTTCTTTCCGCCATTTATAATGCTCCAAAGGCGGCTGATGAAACTGCTGCTGCATTTTACCCTTCCAAAATTATCACATGTAACCATGATGAACCTAGTGCACAACAAGTTACCGATCTAGTTGAGACATTCGACGAATCTCCTAACGGTATTAAAGTCGAAAGCACTTACGGTCACAACGTGAGCGCTGTCGAAGAAGCTTCTGTAGTTCTTCTTGGTACCAAGCCATTTTTGGCCGAAGAAGTGTTGAATGGTGTGAAGAGCGTCATTGGGGGAAAGCTACTTATTTCCCTGGCTGCTGGCTGGACAATTGACCAATTGAGTCAATACACTAGCACTGTTTGCCGTGTTATGACGAACACACCTGCCAAGTACGGATATGGTTGTGCGGTGGTGTCCTACTCAGCTGATGTTTCCAAAGAGCAAAAGCCACTGGTCAACGAATTGATTAGCCAAGTTGGTAAATACGTTGAGCTTCCAGAAAAGAACATGGATGCTGCTACGGCTTTAGTCGGTTCAGGCCCCGCTTTTGTTCTCTTGATGTTAGAATCCTTGATGGAGAGTGGGTTGAAATTGGGAATCCCATTACAAGAGAGTAAGGAGTGTGCCATGAAAGTTCTAGAAGGAACAGTGAAGATGGTTGAGAAAAGCGGTGCTCATCCATCCGTTTTAAAGCATCAAGTTTGCACACCAGGTGGTACAACTATTGCCGGGTTGTGCGTAATGGAAGAAAAGGGCGTCAAGAGCGGTATTATCAATGGTGTTGAAGAGGCAGCCCGTGTTGCGTCACAATTAGGCCAAAAGAAGAAATAG","protein_sequence":"MTYTLAILGCGVMGQALLSAIYNAPKAADETAAAFYPSKIITCNHDEPSAQQVTDLVETFDESPNGIKVESTYGHNVSAVEEASVVLLGTKPFLAEEVLNGVKSVIGGKLLISLAAGWTIDQLSQYTSTVCRVMTNTPAKYGYGCAVVSYSADVSKEQKPLVNELISQVGKYVELPEKNMDAATALVGSGPAFVLLMLESLMESGLKLGIPLQESKECAMKVLEGTVKMVEKSGAHPSVLKHQVCTPGGTTIAGLCVMEEKGVKSGIINGVEEAARVASQLGQKKK"}]}