1.0 2016-09-30 23:24:53 UTC 2020-05-11 20:41:32 UTC BMDB0006695 BMDB06695 Prolylhydroxyproline L-Pro-L-hyp L-Prolyl-L-hydroxyproline (4R)-L-Prolyl-4-hydroxy-L-proline 4-Hydroxy-1-L-prolyl-proline L-4-Hydroxy-1-L-prolyl-proline Proline-hydroxyproline trans-4-Hydroxy-1-L-prolyl-proline Prolylhydroxyproline Pro-hydroxy-Pro Pro-Hyp Proline hydroxyproline dipeptide Proline-hydroxyproline dipeptide C10H16N2O4 228.245 228.11100701 (2S,4R)-4-hydroxy-1-[(2S)-pyrrolidine-2-carbonyl]pyrrolidine-2-carboxylic acid proline-hydroxyproline 18684-24-7 O[C@@H]1C[C@H](N(C1)C(=O)[C@@H]1CCCN1)C(O)=O InChI=1S/C10H16N2O4/c13-6-4-8(10(15)16)12(5-6)9(14)7-2-1-3-11-7/h6-8,11,13H,1-5H2,(H,15,16)/t6-,7+,8+/m1/s1 ONPXCLZMBSJLSP-CSMHCCOUSA-N belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Dipeptides Alpha amino acid amides Amino acids Azacyclic compounds Carbonyl compounds Carboxylic acids Dialkylamines Hydrocarbon derivatives Monocarboxylic acids and derivatives N-acyl-L-alpha-amino acids N-acylpyrrolidines Organic oxides Organopnictogen compounds Proline and derivatives Pyrrolidine carboxylic acids Pyrrolidinecarboxamides Secondary alcohols Tertiary carboxylic acid amides Alcohol Aliphatic heteromonocyclic compound Alpha-amino acid amide Alpha-amino acid or derivatives Alpha-dipeptide Amine Amino acid Amino acid or derivatives Azacycle Carbonyl group Carboxamide group Carboxylic acid Hydrocarbon derivative Monocarboxylic acid or derivatives N-acyl-alpha amino acid or derivatives N-acyl-alpha-amino acid N-acyl-l-alpha-amino acid N-acylpyrrolidine Organic nitrogen compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Proline or derivatives Pyrrolidine Pyrrolidine carboxylic acid Pyrrolidine carboxylic acid or derivatives Pyrrolidine-2-carboxamide Secondary alcohol Secondary aliphatic amine Secondary amine Tertiary carboxylic acid amide Aliphatic heteromonocyclic compounds dipeptide Solid logp -4 ChemAxon pka_strongest_acidic 3.54 ChemAxon pka_strongest_basic 9.82 ChemAxon iupac (2S,4R)-4-hydroxy-1-[(2S)-pyrrolidine-2-carbonyl]pyrrolidine-2-carboxylic acid ChemAxon average_mass 228.245 ChemAxon mono_mass 228.11100701 ChemAxon smiles O[C@@H]1C[C@H](N(C1)C(=O)[C@@H]1CCCN1)C(O)=O ChemAxon formula C10H16N2O4 ChemAxon inchi InChI=1S/C10H16N2O4/c13-6-4-8(10(15)16)12(5-6)9(14)7-2-1-3-11-7/h6-8,11,13H,1-5H2,(H,15,16)/t6-,7+,8+/m1/s1 ChemAxon inchikey ONPXCLZMBSJLSP-CSMHCCOUSA-N ChemAxon polar_surface_area 89.87 ChemAxon refractivity 54.37 ChemAxon polarizability 22.32 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 5 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 2 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::CMs 24910 Specdb::CMs 39057 Specdb::CMs 131484 Specdb::CMs 139218 Specdb::MsMs 45690 Specdb::MsMs 45691 Specdb::MsMs 45692 Specdb::MsMs 157728 Specdb::MsMs 157729 Specdb::MsMs 157730 Specdb::MsMs 2240016 Specdb::MsMs 2241677 Specdb::MsMs 2365186 Specdb::MsMs 2365187 Specdb::MsMs 2365188 Specdb::MsMs 2597914 Specdb::MsMs 2597915 Specdb::MsMs 2597916 Specdb::NmrOneD 150460 Specdb::NmrOneD 150461 Specdb::NmrOneD 150462 Specdb::NmrOneD 150463 Specdb::NmrOneD 150464 Specdb::NmrOneD 150465 Specdb::NmrOneD 150466 Specdb::NmrOneD 150467 Specdb::NmrOneD 150468 Specdb::NmrOneD 150469 Specdb::NmrOneD 150470 Specdb::NmrOneD 150471 Specdb::NmrOneD 150472 Specdb::NmrOneD 150473 Specdb::NmrOneD 150474 Specdb::NmrOneD 150475 Specdb::NmrOneD 150476 Specdb::NmrOneD 150477 Specdb::NmrOneD 150478 Specdb::NmrOneD 150479 Liver Metabolomics analysis was performed using GC-MS/LC-MS in multiparous Holstein dairy cows Shahzad K, Lopreiato V, Liang Y, Trevisi E, Osorio JS, Xu C, Loor JJ: Hepatic metabolomics and transcriptomics to study susceptibility to ketosis in response to prepartal nutritional management. J Anim Sci Biotechnol. 2019 Dec 18;10:96. doi: 10.1186/s40104-019-0404-z. eCollection 2019. 31867104 Placenta Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 FDB024028 10077215 11902892 74767 ustova, V.; Blaha, Karel. Amino acids and peptides. CXXVI. Dipeptides containing proline and 4-hydroxyproline. Collection of Czechoslovak Chemical Communications (1975), 40(3), 662-9.