1.0 2010-04-08 22:04:36 UTC 2019-11-26 02:54:57 UTC FDB000545 Pipecolic acid Pipecolic acid is a metabolite of lysine found in human physiological fluids such as urine, plasma and CSF. However, it is uncertain if pipecolic acid originates directly from food intake or from mammalian or intestinal bacterial enzyme metabolism. Recent studies suggest that plasma pipecolic acid, particularly the D-isomer, originates mainly from the catabolism of dietary lysine by intestinal bacteria rather than by direct food intake. In classic Zellweger syndrome (a cerebro-hepato-renal genetic disorder, OMIM 214100) pipecolic acid accumulate in the plasma of the patients. It is known that plasma pipecolic acid levels are also elevated in patients with chronic liver diseases. Pipecolic acid is moderately elevated in patients with pyridoxine-dependent seizures and might therefore be a possible biochemical marker for selecting candidates for pyridoxine therapy (Plecko et al 2000). Pipecolic acid was also elevated in CSF in these vitamin B6-responsive patients. (PMID 12705501) [HMDB]. Pipecolic acid is a biomarker for the consumption of dried and cooked beans. .alpha.-pipecolinic acid (.+/-.)-2-piperidinecarboxylic acid ()-Piperidine-2-carboxylic acid (+/-)-2-piperidinecarboxylate (+/-)-2-piperidinecarboxylic acid (+/-)-pipecolate (+/-)-pipecolic acid (+/-)-pipecolinate (+/-)-pipecolinic acid (RS)-2-piperidinecarboxylate (RS)-2-piperidinecarboxylic acid 2-Carboxypiperidine 2-Pipecolinic acid 2-Piperidinecarboxylate 2-Piperidinecarboxylic acid 2-Piperidinylcarboxylic acid a-Pipecolinate a-Pipecolinic acid Acide pipecolique Acide piperidine-carboxylique-2 alpha-Pipecolinate alpha-Pipecolinic acid Dihydrobaikiane DL-2-Piperidinecarboxylate DL-2-Piperidinecarboxylic acid DL-Homoproline DL-Pipecolate DL-Pipecolic acid DL-Pipecolinate DL-Pipecolinic acid hexahydro-2-Picolinate hexahydro-2-Picolinic acid Hexahydropicolinate Hexahydropicolinic acid Homoproline? Pipecolate Pipecolic acid Pipecolic acid free base Pipecolinate Pipecolinic acid Piperidine-2-carboxylic acid Piperolinate Piperolinic acid C6H11NO2 129.157 129.078978601 piperidine-2-carboxylic acid (+,-)-pipecolic acid 535-75-1 OC(=O)C1CCCCN1 InChI=1S/C6H11NO2/c8-6(9)5-3-1-2-4-7-5/h5,7H,1-4H2,(H,8,9) HXEACLLIILLPRG-UHFFFAOYSA-N belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Alpha amino acids 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 Dialkylamines Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Organopnictogen compounds Piperidinecarboxylic acids Aliphatic heteromonocyclic compound Alpha-amino acid Amine Amino acid Azacycle Carbonyl group Carboxylic 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 piperidinemonocarboxylic acid Solid logp -2.17 ALOGPS logs 0.09 ALOGPS solubility 1.58e+02 g/l ALOGPS logp -2.1 ChemAxon pka_strongest_acidic 2.06 ChemAxon pka_strongest_basic 10.39 ChemAxon iupac piperidine-2-carboxylic acid ChemAxon average_mass 129.157 ChemAxon mono_mass 129.078978601 ChemAxon smiles OC(=O)C1CCCCN1 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) ChemAxon inchikey HXEACLLIILLPRG-UHFFFAOYSA-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 Specdb::MsIr 32 Specdb::MsIr 144 Specdb::MsIr 145 Specdb::MsIr 146 Specdb::NmrTwoD 949 Specdb::NmrTwoD 1125 Specdb::CMs 3026 Specdb::CMs 32094 Specdb::CMs 37279 Specdb::CMs 99532 Specdb::CMs 102574 Specdb::CMs 102575 Specdb::CMs 172158 Specdb::CMs 1049579 Specdb::CMs 1049580 Specdb::CMs 1049582 Specdb::NmrOneD 1067 Specdb::NmrOneD 5552 Specdb::NmrOneD 5553 Specdb::NmrOneD 5554 Specdb::NmrOneD 5555 Specdb::NmrOneD 5556 Specdb::NmrOneD 5557 Specdb::NmrOneD 5558 Specdb::NmrOneD 5559 Specdb::NmrOneD 5560 Specdb::NmrOneD 5561 Specdb::NmrOneD 5562 Specdb::NmrOneD 5563 Specdb::NmrOneD 5564 Specdb::NmrOneD 5565 Specdb::NmrOneD 5566 Specdb::NmrOneD 5567 Specdb::NmrOneD 5568 Specdb::NmrOneD 5569 Specdb::NmrOneD 5570 Specdb::NmrOneD 5571 Specdb::MsMs 111 Specdb::MsMs 112 Specdb::MsMs 113 Specdb::MsMs 2755 Specdb::MsMs 2756 Specdb::MsMs 2757 Specdb::MsMs 20741 Specdb::MsMs 20742 Specdb::MsMs 20743 Specdb::MsMs 22292 Specdb::MsMs 22293 Specdb::MsMs 22294 Specdb::MsMs 439263 Specdb::MsMs 440083 Specdb::MsMs 448203 Specdb::MsMs 448204 Specdb::MsMs 451913 Specdb::MsMs 2258398 Specdb::MsMs 2260169 Specdb::MsMs 2447847 Specdb::MsMs 2447848 Specdb::MsMs 2447849 Specdb::MsMs 2517708 Specdb::MsMs 2517709 Specdb::MsMs 2517710 HMDB00070 #<Reference:0x000055ce32b2d418> #<Reference:0x000055ce32b2d1e8> #<Reference:0x000055ce32b2cf18> #<Reference:0x000055ce32b2cc20> #<Reference:0x000055ce32b2c810> #<Reference:0x000055ce32b2c590> #<Reference:0x000055ce32b2c130> #<Reference:0x000055ce32b27cc0> #<Reference:0x000055ce32b27a90> #<Reference:0x000055ce32b27860> #<Reference:0x000055ce32b276a8> #<Reference:0x000055ce32b27450> #<Reference:0x000055ce32b271f8> #<Reference:0x000055ce32b26ff0> #<Reference:0x000055ce32b26cf8> #<Reference:0x000055ce32b269b0> #<Reference:0x000055ce32b26708> Adzuki bean Type 1 specific Vigna angularis 3914 65.0 65.0 65.0 mg/100 g Anatidae Type 1 specific Anatidae 8830 Apple Type 1 specific Malus pumila 283210 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Bitter gourd Type 1 specific Momordica charantia 3673 Black tea Type 1 Broad bean Type 1 specific Vicia faba 3906 465.75 465.75 465.75 mg/100 g Buffalo Type 1 specific Bubalus bubalis 89462 Carrot Type 1 specific Daucus carota ssp. sativus 79200 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Common bean Type 1 specific Phaseolus vulgaris 3885 Common pea Type 1 specific Pisum sativum 3888 Date Type 1 specific Phoenix dactylifera 42345 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Eggplant Type 1 specific Solanum melongena 4111 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 French plantain Type 1 specific Musa X paradisiaca 89151 Garden tomato (var.) Type 1 specific Solanum lycopersicum var. lycopersicum 397755 Ginger Type 1 specific Zingiber officinale 94328 32.0 32.0 32.0 mg/100 g Green bean Type 1 specific Phaseolus vulgaris 3885 Green tea Type 1 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Herbal tea Type 1 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Milk (Cow) Type 2 specific 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 Red tea Type 1 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Sour cherry Type 1 specific Prunus cerasus 140311 Squab Type 1 specific Columba 8931 Tamarind Type 1 specific Tamarindus indica 58860 Tea Type 1 specific Camellia sinensis 4442 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 White lupine Type 1 specific Lupinus albus 3870 Wild boar Type 1 specific Sus scrofa 9823 Wild carrot Type 1 specific Daucus carota 4039 Yellow wax bean Type 1 specific Phaseolus vulgaris 3885 Herbistat 987 Pesticide 1210 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.