1.0 2016-09-30 22:51:21 UTC 2020-05-05 18:40:17 UTC BMDB0002113 BMDB02113 3-Hydroxy-L-proline cis-3-Hydroxy-D-proline Procollagen trans-3-hydroxy-L-proline C5H9NO3 131.1299 131.058243159 (2R,3S)-3-hydroxypyrrolidine-2-carboxylic acid 3-hydroxy-L-proline 4298-08-2 O[C@H]1CCN[C@H]1C(O)=O InChI=1S/C5H9NO3/c7-3-1-2-6-4(3)5(8)9/h3-4,6-7H,1-2H2,(H,8,9)/t3-,4+/m0/s1 BJBUEDPLEOHJGE-IUYQGCFVSA-N belongs to the class of organic compounds known as proline and derivatives. Proline and derivatives are compounds containing proline or a derivative thereof resulting from reaction of proline at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Proline and derivatives Amino acids Azacyclic compounds Beta hydroxy acids and derivatives Carbonyl compounds Carboxylic acids D-alpha-amino acids Dialkylamines Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Organopnictogen compounds Pyrrolidine carboxylic acids Secondary alcohols Alcohol Aliphatic heteromonocyclic compound Alpha-amino acid Amine Amino acid Azacycle Beta-hydroxy acid Carbonyl group Carboxylic acid D-alpha-amino acid Hydrocarbon derivative Hydroxy acid Monocarboxylic acid or derivatives 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 Secondary alcohol Secondary aliphatic amine Secondary amine Aliphatic heteromonocyclic compounds Solid melting_point 235 °C logp -3.18 ALOGPS logs 0.52 ALOGPS logp -3.7 ChemAxon pka_strongest_acidic 1.61 ChemAxon pka_strongest_basic 10.62 ChemAxon iupac (2R,3S)-3-hydroxypyrrolidine-2-carboxylic acid ChemAxon average_mass 131.1299 ChemAxon mono_mass 131.058243159 ChemAxon smiles O[C@H]1CCN[C@H]1C(O)=O ChemAxon formula C5H9NO3 ChemAxon inchi InChI=1S/C5H9NO3/c7-3-1-2-6-4(3)5(8)9/h3-4,6-7H,1-2H2,(H,8,9)/t3-,4+/m0/s1 ChemAxon inchikey BJBUEDPLEOHJGE-IUYQGCFVSA-N ChemAxon polar_surface_area 69.56 ChemAxon refractivity 29.38 ChemAxon polarizability 12.27 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 4 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 1 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::MsIr 1622 Specdb::MsIr 1623 Specdb::MsIr 1624 Specdb::CMs 17281 Specdb::CMs 38275 Specdb::CMs 131234 Specdb::CMs 138968 Specdb::MsMs 304207 Specdb::MsMs 304208 Specdb::MsMs 304209 Specdb::MsMs 347341 Specdb::MsMs 347342 Specdb::MsMs 347343 Specdb::MsMs 2357238 Specdb::MsMs 2357239 Specdb::MsMs 2357240 Specdb::MsMs 2608422 Specdb::MsMs 2608423 Specdb::MsMs 2608424 Specdb::NmrOneD 148960 Specdb::NmrOneD 148961 Specdb::NmrOneD 148962 Specdb::NmrOneD 148963 Specdb::NmrOneD 148964 Specdb::NmrOneD 148965 Specdb::NmrOneD 148966 Specdb::NmrOneD 148967 Specdb::NmrOneD 148968 Specdb::NmrOneD 148969 Specdb::NmrOneD 148970 Specdb::NmrOneD 148971 Specdb::NmrOneD 148972 Specdb::NmrOneD 148973 Specdb::NmrOneD 148974 Specdb::NmrOneD 148975 Specdb::NmrOneD 148976 Specdb::NmrOneD 148977 Specdb::NmrOneD 148978 Specdb::NmrOneD 148979 Liver 8 multiparous Chinese Holstein dairy cows fed in the Hangzhou Hangjiang Dairy Farm based on the milk production under corn stover based diets. Detection used gas chromatography time-of-flight/mass spectrometry (GC-TOF/MS) platform. Sun HZ, Zhou M, Wang O, Chen Y, Liu JX, Guan LL: Multi-omics reveals functional genomic and metabolic mechanisms of milk production and quality in dairy cows. Bioinformatics. 2020 Apr 15;36(8):2530-2537. doi: 10.1093/bioinformatics/btz951. 31873721 Liver 8 multiparous Chinese Holstein dairy cows fed in the Hangzhou Hangjiang Dairy Farm based on the milk production under alfalfa hay based diets. Detection used gas chromatography time-of-flight/mass spectrometry (GC-TOF/MS) platform. Sun HZ, Zhou M, Wang O, Chen Y, Liu JX, Guan LL: Multi-omics reveals functional genomic and metabolic mechanisms of milk production and quality in dairy cows. Bioinformatics. 2020 Apr 15;36(8):2530-2537. doi: 10.1093/bioinformatics/btz951. 31873721 Mammary Gland 8 multiparous Chinese Holstein dairy cows fed in the Hangzhou Hangjiang Dairy Farm based on the milk production under corn stover based diets. Detection used gas chromatography time-of-flight/mass spectrometry (GC-TOF/MS) platform. Sun HZ, Zhou M, Wang O, Chen Y, Liu JX, Guan LL: Multi-omics reveals functional genomic and metabolic mechanisms of milk production and quality in dairy cows. Bioinformatics. 2020 Apr 15;36(8):2530-2537. doi: 10.1093/bioinformatics/btz951. 31873721 Mammary Gland 8 multiparous Chinese Holstein dairy cows fed in the Hangzhou Hangjiang Dairy Farm based on the milk production under alfalfa hay based diets. Detection used gas chromatography time-of-flight/mass spectrometry (GC-TOF/MS) platform. Sun HZ, Zhou M, Wang O, Chen Y, Liu JX, Guan LL: Multi-omics reveals functional genomic and metabolic mechanisms of milk production and quality in dairy cows. Bioinformatics. 2020 Apr 15;36(8):2530-2537. doi: 10.1093/bioinformatics/btz951. 31873721 FDB112177 9312313 C04397 11137200 87840 6494 Sinha, Surajit; Tilve, Santosh; Chandrasekaran, Srinivasan. A convenient synthesis of trans-3-hydroxy-L-proline. ARKIVOC (Gainesville, FL, United States) (2005), (11), 209-217.