1.0 2011-09-21 00:25:38 UTC 2025-11-19 02:43:23 UTC FDB023166 D-Proline D-proline is an isomer of the naturally occurring amino acid, L-Proline. D-amino acids have been found in relatively high abundance in human plasma and saliva (PMID: 16480744). These amino acids may be of bacterial origin, but there is also evidence that they are endogenously produced through amino acid racemase activity. (PMID: 1426150) [HMDB] (2R)-pyrrolidine-2-carboxylate (2R)-pyrrolidine-2-carboxylic acid (R)-2-Carboxypyrrolidine (R)-pyrrolidine-2-carboxylate (R)-pyrrolidine-2-carboxylic acid D-Prolin D-proline R-Proline R)-2-Carboxypyrrolidine C5H9NO2 115.1305 115.063328537 (2R)-pyrrolidine-2-carboxylic acid D-proline 344-25-2 OC(=O)[C@H]1CCCN1 InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/t4-/m1/s1 ONIBWKKTOPOVIA-SCSAIBSYSA-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. Proline and derivatives Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Aliphatic heteromonocyclic compounds Amino acids Azacyclic compounds Carbonyl compounds Carboxylic acids D-alpha-amino acids Dialkylamines Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Organopnictogen compounds Pyrrolidine carboxylic acids Aliphatic heteromonocyclic compound Alpha-amino acid Amine Amino acid Azacycle Carbonyl group Carboxylic acid D-alpha-amino acid Hydrocarbon derivative 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 aliphatic amine Secondary amine D-alpha-amino acid Other amino acids proline Solid logp -2.71 ALOGPS logs 0.50 ALOGPS solubility 3.65e+02 g/l ALOGPS logp -2.6 ChemAxon pka_strongest_acidic 1.94 ChemAxon pka_strongest_basic 11.33 ChemAxon iupac (2R)-pyrrolidine-2-carboxylic acid ChemAxon average_mass 115.1305 ChemAxon mono_mass 115.063328537 ChemAxon smiles OC(=O)[C@H]1CCCN1 ChemAxon formula C5H9NO2 ChemAxon inchi InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/t4-/m1/s1 ChemAxon inchikey ONIBWKKTOPOVIA-SCSAIBSYSA-N ChemAxon polar_surface_area 49.33 ChemAxon refractivity 28.06 ChemAxon polarizability 11.39 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Arginine and Proline Metabolism SMP00020 map00330 Specdb::CMs 2432 Specdb::CMs 38592 Specdb::CMs 173046 Specdb::MsMs 95784 Specdb::MsMs 95785 Specdb::MsMs 95786 Specdb::MsMs 160122 Specdb::MsMs 160123 Specdb::MsMs 160124 Specdb::MsMs 2245048 Specdb::MsMs 2245071 Specdb::MsMs 2247099 Specdb::MsMs 2247185 Specdb::MsMs 2251271 Specdb::MsMs 2384375 Specdb::MsMs 2384376 Specdb::MsMs 2384377 Specdb::MsMs 2582064 Specdb::MsMs 2582065 Specdb::MsMs 2582066 Specdb::NmrOneD 21722 Specdb::NmrOneD 21723 Specdb::NmrOneD 21724 Specdb::NmrOneD 21725 Specdb::NmrOneD 21726 Specdb::NmrOneD 21727 Specdb::NmrOneD 21728 Specdb::NmrOneD 21729 Specdb::NmrOneD 21730 Specdb::NmrOneD 21731 Specdb::NmrOneD 21732 Specdb::NmrOneD 21733 Specdb::NmrOneD 21734 Specdb::NmrOneD 21735 Specdb::NmrOneD 21736 Specdb::NmrOneD 21737 Specdb::NmrOneD 21738 Specdb::NmrOneD 21739 Specdb::NmrOneD 21740 Specdb::NmrOneD 21741 HMDB03411 16313 DPR #<Reference:0x000055ce31ef7040> #<Reference:0x000055ce31ef6e88> #<Reference:0x000055ce31ef6cd0> #<Reference:0x000055ce31ef6b18> #<Reference:0x000055ce31ef6938> #<Reference:0x000055ce31ef6780> #<Reference:0x000055ce31ef65c8> #<Reference:0x000055ce31ef6410> #<Reference:0x000055ce31ef6258> #<Reference:0x000055ce31ef60a0> #<Reference:0x000055ce31ef5ee8> #<Reference:0x000055ce31ef5d30> #<Reference:0x000055ce31ef5b78> #<Reference:0x000055ce31ef59c0> #<Reference:0x000055ce31ef5808> #<Reference:0x000055ce31ef5650> #<Reference:0x000055ce31ef5498> #<Reference:0x000055ce31ef52b8> #<Reference:0x000055ce31ef5100> #<Reference:0x000055ce31ef4f48> #<Reference:0x000055ce31ef4d90> #<Reference:0x000055ce31ef4bd8> #<Reference:0x000055ce31ef49f8> #<Reference:0x000055ce31ef4840> #<Reference:0x000055ce31ef4688> #<Reference:0x000055ce31ef44a8> #<Reference:0x000055ce31ef42f0> #<Reference:0x000055ce31ef3f30> #<Reference:0x000055ce31ef3d78> #<Reference:0x000055ce31ef3bc0> #<Reference:0x000055ce31ef3a08> #<Reference:0x000055ce31ef3850> Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823 Trans-L-3-hydroxyproline dehydratase Q96EM0 L3HYPDH