1.02011-09-21 00:34:46 UTC2019-11-26 03:21:10 UTCFDB023791D-Pipecolic acidD-Pipecolic acid is a normal human metabolite found in human biofluids. Normal adults excrete pipecolic acid primarily as the D-enantiomer even though it is present in the blood stream mainly as the L-enantiomer. It is believed that D-Pipecolic acid originates from the metabolism of intestinal bacteria and from dietary sources. High levels of D-Pipecolic acid are not found in plasma, but they are increased in urine of patients with chronic liver disease. (PMID: 6501504, 6490790, 11719476, 8398594) [HMDB](+)-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)-Pipecolate(R)-Pipecolic acid(R)-Pipecolinic acid(R)-Piperidine-2-carboxylate(R)-Piperidine-2-carboxylic acid6-CarboxypiperidineD-(+)- Pipecolic acidD-(+)-Pipecolic acidD-HomoprolineD-Pipecolic acidD-Pipecolinic acidD-Piperidine-2-carboxylic acidC6H11NO2129.157129.078978601(2R)-piperidine-2-carboxylic acid(+)-pipecolic acid1723-00-8OC(=O)[C@H]1CCCCN1InChI=1S/C6H11NO2/c8-6(9)5-3-1-2-4-7-5/h5,7H,1-4H2,(H,8,9)/t5-/m1/s1HXEACLLIILLPRG-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.D-alpha-amino acidsOrganic compoundsOrganic acids and derivativesCarboxylic acids and derivativesAmino acids, peptides, and analoguesAliphatic heteromonocyclic compoundsAmino acidsAzacyclic compoundsCarbonyl compoundsCarboxylic acidsDialkylaminesHydrocarbon derivativesMonocarboxylic acids and derivativesOrganic oxidesOrganopnictogen compoundsPiperidinecarboxylic acidsAliphatic heteromonocyclic compoundAmineAmino acidAzacycleCarbonyl groupCarboxylic acidD-alpha-amino acidHydrocarbon derivativeMonocarboxylic acid or derivativesOrganic nitrogen compoundOrganic oxideOrganic oxygen compoundOrganoheterocyclic compoundOrganonitrogen compoundOrganooxygen compoundOrganopnictogen compoundPiperidinePiperidinecarboxylic acidSecondary aliphatic amineSecondary aminepipecolic acidSolidlogp-2.17logs0.09solubility1.58e+02 g/llogp-2.1pka_strongest_acidic2.06pka_strongest_basic10.39iupac(2R)-piperidine-2-carboxylic acidaverage_mass129.157mono_mass129.078978601smilesOC(=O)[C@H]1CCCCN1formulaC6H11NO2inchiInChI=1S/C6H11NO2/c8-6(9)5-3-1-2-4-7-5/h5,7H,1-4H2,(H,8,9)/t5-/m1/s1inchikeyHXEACLLIILLPRG-RXMQYKEDSA-Npolar_surface_area49.33refractivity32.67polarizability13.47rotatable_bond_count1acceptor_count3donor_count2physiological_charge0formal_charge0Specdb::CMs21597Specdb::CMs38922Specdb::CMs157998Specdb::NmrOneD61352Specdb::NmrOneD61353Specdb::NmrOneD61354Specdb::NmrOneD61355Specdb::NmrOneD61356Specdb::NmrOneD61357Specdb::NmrOneD61358Specdb::NmrOneD61359Specdb::NmrOneD61360Specdb::NmrOneD61361Specdb::NmrOneD61362Specdb::NmrOneD61363Specdb::NmrOneD61364Specdb::NmrOneD61365Specdb::NmrOneD61366Specdb::NmrOneD61367Specdb::NmrOneD61368Specdb::NmrOneD61369Specdb::NmrOneD61370Specdb::NmrOneD61371Specdb::MsMs314020Specdb::MsMs314021Specdb::MsMs314022Specdb::MsMs359662Specdb::MsMs359663Specdb::MsMs359664Specdb::MsMs2759465Specdb::MsMs2759466Specdb::MsMs2759467Specdb::MsMs2949708Specdb::MsMs2949709Specdb::MsMs2949710HMDB0596041582CPI#<Reference:0x000055567458be00>#<Reference:0x000055567458bc48>#<Reference:0x000055567458ba90>#<Reference:0x000055567458b8b0>AnatidaeType 1specificAnatidae8830BeefaloType 1specificBos taurus X Bison bison297284BisonType 1specificBison bison9901BuffaloType 1specificBubalus bubalis89462Cattle (Beef, Veal)Type 1specificBos taurus9913ChickenType 1specificGallus gallus9031Columbidae (Dove, Pigeon)Type 1specificColumbidae8930DeerType 1specificCervidae9850Domestic goatType 1specificCapra aegagrus hircus9925Domestic pigType 1specificSus scrofa domestica9825ElkType 1specificCervus canadensis1574408EmuType 1specificDromaius novaehollandiae8790European rabbitType 1specificOryctolagus9984Greylag gooseType 1specificAnser anser8843Guinea henType 1specificNumida meleagris8996HorseType 1specificEquus caballus9796Mallard duckType 1specificAnas platyrhynchos8839Milk (Cow)Type 2specificMountain hareType 1specificLepus timidus62621Mule deerType 1specificOdocoileus9871OstrichType 1specificStruthio camelus8801PheasantType 1specificPhasianus colchicus9054QuailType 1specificPhasianidae9005RabbitType 1specificLeporidae9979Rock ptarmiganType 1specificLagopus muta64668Sheep (Mutton, Lamb)Type 1specificOvis aries9940SquabType 1specificColumba8931TurkeyType 1specificMeleagris gallopavo9103Velvet duckType 1specificMelanitta fusca371864Wild boarType 1specificSus scrofa9823