1.0 2016-09-30 23:19:23 UTC 2020-04-22 15:16:35 UTC BMDB0005960 BMDB05960 D-Pipecolic acid D-Pipecolic acid, also known as 6-carboxypiperidine or (R)-pipecolate, belongs to the class of organic compounds known as d-alpha-amino acids. These are alpha amino acids which have the D-configuration of the alpha-carbon atom. D-Pipecolic acid exists as a solid, possibly soluble (in water), and a very strong basic compound (based on its pKa) molecule. (R)-Pipecolic acid (R)-Piperidine-2-carboxylic acid 6-CARBOXYPIPERIDINE (R)-Pipecolate (R)-Piperidine-2-carboxylate D-Pipecolate (+)-Pipecolic acid (+)-Pipecolinic acid (2R)-2-Piperidinecarboxylic acid (2R)-Piperidine-2-carboxylic acid (R)-()-2-Piperidinecarboxylic acid (R)-(+)-Pipecolic acid (R)-2-Piperidinecarboxylic acid (R)-Pipecolinic acid D-(+)- Pipecolic acid D-(+)-Pipecolic acid D-Homoproline D-Pipecolinic acid D-Piperidine-2-carboxylic acid C6H11NO2 129.157 129.078978601 (2R)-piperidine-2-carboxylic acid (+)-pipecolic acid 1723-00-8 OC(=O)[C@H]1CCCCN1 InChI=1S/C6H11NO2/c8-6(9)5-3-1-2-4-7-5/h5,7H,1-4H2,(H,8,9)/t5-/m1/s1 HXEACLLIILLPRG-RXMQYKEDSA-N belongs to the class of organic compounds known as d-alpha-amino acids. These are alpha amino acids which have the D-configuration of the alpha-carbon atom. Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues D-alpha-amino acids Amino acids Azacyclic compounds Carbonyl compounds Carboxylic acids Dialkylamines Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Organopnictogen compounds Piperidinecarboxylic acids Aliphatic heteromonocyclic compound 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 Piperidine Piperidinecarboxylic acid Secondary aliphatic amine Secondary amine Aliphatic heteromonocyclic compounds pipecolic acid Solid melting_point 266 - 268 °C logp -2.17 ALOGPS logs 0.09 ALOGPS logp -2.1 ChemAxon pka_strongest_acidic 2.06 ChemAxon pka_strongest_basic 10.39 ChemAxon iupac (2R)-piperidine-2-carboxylic acid ChemAxon average_mass 129.157 ChemAxon mono_mass 129.078978601 ChemAxon smiles OC(=O)[C@H]1CCCCN1 ChemAxon formula C6H11NO2 ChemAxon inchi InChI=1S/C6H11NO2/c8-6(9)5-3-1-2-4-7-5/h5,7H,1-4H2,(H,8,9)/t5-/m1/s1 ChemAxon inchikey HXEACLLIILLPRG-RXMQYKEDSA-N ChemAxon polar_surface_area 49.33 ChemAxon refractivity 32.67 ChemAxon polarizability 13.47 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 3 ChemAxon donor_count 2 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::CMs 21597 Specdb::CMs 38922 Specdb::CMs 157998 Specdb::NmrOneD 61352 Specdb::NmrOneD 61353 Specdb::NmrOneD 61354 Specdb::NmrOneD 61355 Specdb::NmrOneD 61356 Specdb::NmrOneD 61357 Specdb::NmrOneD 61358 Specdb::NmrOneD 61359 Specdb::NmrOneD 61360 Specdb::NmrOneD 61361 Specdb::NmrOneD 61362 Specdb::NmrOneD 61363 Specdb::NmrOneD 61364 Specdb::NmrOneD 61365 Specdb::NmrOneD 61366 Specdb::NmrOneD 61367 Specdb::NmrOneD 61368 Specdb::NmrOneD 61369 Specdb::NmrOneD 61370 Specdb::NmrOneD 61371 Specdb::MsMs 314020 Specdb::MsMs 314021 Specdb::MsMs 314022 Specdb::MsMs 359662 Specdb::MsMs 359663 Specdb::MsMs 359664 Specdb::MsMs 2759465 Specdb::MsMs 2759466 Specdb::MsMs 2759467 Specdb::MsMs 2949708 Specdb::MsMs 2949709 Specdb::MsMs 2949710 Milk Commercial milk, by CIL LC-MS Mung D, Li L: Development of Chemical Isotope Labeling LC-MS for Milk Metabolomics: Comprehensive and Quantitative Profiling of the Amine/Phenol Submetabolome. Anal Chem. 2017 Apr 18;89(8):4435-4443. doi: 10.1021/acs.analchem.6b03737. Epub 2017 Mar 28. 28306241 FDB023791 643442 736316 41582 Pipecolic acid Fadel, Antoine; Lahrache, Nabil. An efficient synthesis of enantiomerically pure (R)-pipecolic acid, (S)-proline, and their N-alkylated derivatives. Journal of Organic Chemistry (2007), 72(5), 1780-1784. Mung D, Li L: Development of Chemical Isotope Labeling LC-MS for Milk Metabolomics: Comprehensive and Quantitative Profiling of the Amine/Phenol Submetabolome. Anal Chem. 2017 Apr 18;89(8):4435-4443. doi: 10.1021/acs.analchem.6b03737. Epub 2017 Mar 28. 28306241