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Pipecolic Acid

PubChem CID: 849

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Compound Synonyms piperidine-2-carboxylic acid, DL-Pipecolinic acid, 535-75-1, Pipecolic acid, Pipecolinic acid, 2-PIPERIDINECARBOXYLIC ACID, 4043-87-2, DL-Pipecolic acid, pipecolate, Dihydrobaikiane, Piperolinic acid, L-PipecolicAcid, Hexahydropicolinic acid, Acide pipecolique, 2-Carboxypiperidine, l(-)-pipecolinic acid, DL-Homoproline, MFCD00064347, (+/-)-Pipecolic acid, (R)-(+)-2-Piperidinecarboxylic acid, 2-Pipecolinic acid, Hexahydro-2-picolinic acid, Acide pipecolique [French], Acide piperidine-carboxylique-2, (+/-)-Pipecolinic acid, (+/-)-2-Piperidinecarboxylic Acid, 83680-83-5, EINECS 208-616-3, EINECS 223-737-1, H254GW7PVV, NSC 17125, Acide piperidine-carboxylique-2 [French], CHEBI:17964, .alpha.-Pipecolinic acid, NSC-17125, 2-Piperidinecarboxylic acidd, PIPECOLIC ACID [MI], piperidine-6-carboxylic acid, DTXSID40862144, 2-Pyridine(carboxylic acid-13C1), PIPECOLIC ACID DL-FORM [MI], (+/-)-Piperidine-2-carboxylic acid, Pipecolic acid, L-, Pipecolic acid, (S)-(-)-, 2-Piperidinecarboxylic acid, (S)-, MFCD00005981, homopipecolic acid, UNII-H254GW7PVV, Pipecolinate, Pipecolinicacid, Piperolinate, a-Pipecolinate, DL-Pipecolinate, DL-Pipecolate, MFCD00064346, pipecolic acid, (+,-)-isomer, alpha-Pipecolinate, Hexahydropicolinate, a-Pipecolinic acid, (+/-)-Pipecolate, alpha-Pipecolinic acid, (+/-)-Pipecolinate, 2-Piperidinecarboxylate, Hexahydro-2-picolinate, Pipecolic acid free base, (+/-) pipecolic acid, Pipecolinic acid, 98%, DL-2-Piperidinecarboxylate, 2-Piperidinylcarboxylic acid, 2-piperidine carboxylic acid, 2-piperidine-carboxylic acid, NCIOpen2_001582, SCHEMBL22016, (RS)-2-Piperidinecarboxylate, 2-Piperidinecarboxylic acid #, PIPECOLIC ACID DL-FORM, dl-2-piperidinecarboxylic acid, CHEMBL308408, (+,-)-PIPECOLIC ACID, (+/-)-2-Piperidinecarboxylate, HXEACLLIILLPRG-UHFFFAOYSA-, rac piperidine-2-carboxylic acid, ()-Piperidine-2-carboxylic acid, DTXCID70810951, (RS)-2-Piperidinecarboxylic acid, CS-B1313, HY-Y0669, NSC17125, NSC93089, AC-691, s6322, STL183326, AKOS000120345, AKOS016050399, (.+/-.)-2-Piperidinecarboxylic acid, 2-Piperidinecarboxylic acid, (+/-)-, AB00554, AC-2835, FP34562, PS-5851, 2-Piperidinecarboxylic acid, (A+/-)-, 2-Piperidinecarboxylic acid, (.+/-.)-, SY002975, SY003075, SY003076, DB-038159, NS00074152, P0442, EN300-20680, Q7197255, F2191-0193, Z104479780, D(+)-Pipecolinic acid, (R)-(+)-2-Piperidinecarboxylic acid, InChI=1/C6H11NO2/c8-6(9)5-3-1-2-4-7-5/h5,7H,1-4H2,(H,8,9), 208-616-3
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 49.3
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCCCC1
Np Classifier Class Aminoacids, Dipeptides
Deep Smiles OC=O)CCCCCN6
Heavy Atom Count 9.0
Classyfire Class Carboxylic acids and derivatives
Description 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.
Scaffold Graph Node Level C1CCNCC1
Classyfire Subclass Amino acids, peptides, and analogues
Isotope Atom Count 0.0
Molecular Complexity 114.0
Database Name fooddb_chem_all;hmdb_chem_all;imppat_phytochem;pubchem
Defined Atom Stereocenter Count 0.0
Uniprot Id Q9P0Z9
Iupac Name piperidine-2-carboxylic acid
Class Carboxylic acids and derivatives
Veber Rule True
Classyfire Superclass Organic acids and derivatives
Xlogp -2.3
Superclass Organic acids and derivatives
Subclass Amino acids, peptides, and analogues
Gsk 4 400 Rule True
Molecular Formula C6H11NO2
Scaffold Graph Node Bond Level C1CCNCC1
Inchi Key HXEACLLIILLPRG-UHFFFAOYSA-N
Silicos It Class Soluble
Rotatable Bond Count 1.0
State Solid
Synonyms .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, Homoproline, (RS)-2-Piperidinecarboxylate, (RS)-2-Piperidinecarboxylic acid, L-Pipecolic acid, Pipecolic acid, (R)-isomer, Pipecolic acid, ion (1-), Pipecolic acid, monopotassium salt, Pipecolic acid hydrochloride, (+-)-isomer, Pipecolic acid, (S)-isomer, Pipecolic acid, 14C-labeled CPD, (+,-)-isomer, Homopipecolic acid, Pipecolic acid, (+,-)-isomer, Pipecolic acid, ion(1-), (+,-)-isomer, Pipecolic acid, ion(1-), (S)-isomer, Piperidine-2-carboxylate, l-pipecolic acid, pipecolic acid, pipecolic acid, l-, pipecolinic acid
Substituent Name Alpha-amino acid, Piperidinecarboxylic acid, Piperidine, Azacycle, Organoheterocyclic compound, Secondary amine, Monocarboxylic acid or derivatives, Secondary aliphatic amine, Carboxylic acid, Hydrocarbon derivative, Organooxygen compound, Organonitrogen compound, Carbonyl group, Amine, Aliphatic heteromonocyclic compound
Esol Class Highly soluble
Functional Groups CC(=O)O, CNC
Compound Name Pipecolic Acid
Kingdom Organic compounds
Exact Mass 129.079
Formal Charge 0.0
Monoisotopic Mass 129.079
Hydrogen Bond Acceptor Count 3.0
Molecular Weight 129.16
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 1.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aliphatic heteromonocyclic compounds
Lipinski Rule Of 5 True
Inchi InChI=1S/C6H11NO2/c8-6(9)5-3-1-2-4-7-5/h5,7H,1-4H2,(H,8,9)
Smiles C1CCNC(C1)C(=O)O
Np Classifier Biosynthetic Pathway Amino acids and Peptides
Defined Bond Stereocenter Count 0.0
Egan Rule True
Taxonomy Direct Parent Alpha amino acids
Np Classifier Superclass Small peptides

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