Picolinic acid
PubChem CID: 1018
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| Compound Synonyms | picolinic acid, 98-98-6, 2-Picolinic acid, Pyridine-2-carboxylic acid, 2-Pyridinecarboxylic acid, 2-Carboxypyridine, o-Pyridinecarboxylic acid, alpha-Picolinic acid, Acide picolique, alpha-Pyridinecarboxylic acid, PYRIDINECARBOXYLIC ACID, Pyridine-carboxylique-2, 2-pyridine carboxylic acid, MFCD00006293, Acide picolique [French], NSC 171, Pyridine-carboxylique-2 [French], 2-Picolate, AI3-19242, EINECS 202-719-7, QZV2W997JQ, NSC 21209, BRN 0109595, CCRIS 8307, 32075-31-3, DTXSID7031903, CHEBI:28747, PICOLINIC ACID [MI], Pyridinecarboxylic acid-(2), CHEMBL72628, .alpha.-Pyridinecarboxylic acid, DTXCID5011903, NSC-171, PCL 016, 5-22-02-00003 (Beilstein Handbook Reference), calcium dipicolinate trihydrate, pyridine, 2-carboxy-, NCGC00165993-01, Nicogamol, Nikogamol, 88161-53-9, PLA, CAS-98-98-6, SMR000814709, NSC21209, UNII-QZV2W997JQ, picolinic-acid, picolic acid, 2picolinic acid, 2Carboxypyridine, 2-picolic acid, TOS-BB-0927, A-Picolinic acid, 6PC, Pyridinecarboxylique2, oPyridinecarboxylic acid, 2pyridinecarboxylic acid, pyridine carboxylic acid, pyridine-carboxylic acid, 2-pyridincarboxylic acid, pyridinium 2-carboxylate, a-Pyridinecarboxylic acid, 2-pyridine carboxic acid, Pyridine-A-carboxylic acid, 2-pyridine-carboxylic Acid, alphaPyridinecarboxylic acid, Oprea1_485360, SCHEMBL36055, MLS001335931, MLS001335932, Picolinic acid (PCL 016), NSC171, SIOXPEMLGUPBBT-UHFFFAOYSA-, HMS2232K05, BCP26613, CS-D1196, HY-I0660, JLA48761, STR00111, Tox21_112282, Tox21_202953, BDBM50000407, s6249, STL164340, AKOS000119032, Tox21_112282_1, AB00685, AC-2105, FP02239, PS-4253, NCGC00165993-02, NCGC00260499-01, 2-Picolinic acid, ReagentPlus(R), 99%, BP-13036, BP-21456, NCI60_001382, SY001169, DB-014967, NS00014903, P0421, EN300-18459, A15945, SBI-0635136.0002, 2-Picolinic acid, Vetec(TM) reagent grade, 98%, Q416682, C9DF3EBC-98F0-4165-BE9A-92F8EE33CDBA, BRD-K60612034-001-07-9, BRD-K60612034-001-08-7, Z57968195, F2191-0113, InChI=1/C6H5NO2/c8-6(9)5-3-1-2-4-7-5/h1-4H,(H,8,9), 202-719-7 |
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| Topological Polar Surface Area | 50.2 |
| Hydrogen Bond Donor Count | 1.0 |
| Heavy Atom Count | 9.0 |
| Description | Picolinic acid is a metabolite of the tryptophan catabolism. Picolinic acid is produced under inflammatory conditions and a costimulus with interferon-gamma (IFNgamma) of macrophage (Mphi) effector functions, is a selective inducer of the Mphi inflammatory protein-1alpha (MIP-1alpha) and -1beta (MIPs), two chemokines/cytokines involved in the elicitation of the inflammatory reactions and in the development of the Th1 responses. IFNgamma and picolinic acid have reciprocal effects on the production of MIPs chemokines and the expression of their receptor. The concerted action of IFNgamma and picolinic acid on MIP-1alpha/beta chemokine/receptor system is likely to be of pathophysiological significance and to represent an important regulatory mechanism for leukocyte recruitment and distribution into damaged tissues during inflammatory responses. Picolinic acid has an effect on the production of L-arginine-derived reactive nitrogen intermediates in macrophages, by augmenting IFN-gamma-induced NO2- production, and acts synergistically with IFN-gamma in activating macrophages. Children with acrodermatitis enteropathica (AE) are treated with oral zinc dipicolinate (zinc-PA). The concentration of picolinic acid in the plasma of asymptomatic children with AE was significantly less than that of normal children. However, oral treatment with PA alone is ineffective. The results support the hypothesis that the genetic defect in AE is in the tryptophan pathway, although the role of PA in zinc metabolism remains to be defined. (PMID: 15206716, 8473748, 1701787, 6694049) [HMDB] |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 114.0 |
| Database Name | cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;npass_chem_all;pubchem |
| Defined Atom Stereocenter Count | 0.0 |
| Uniprot Id | Q9NXG6, Q93RY0, Q6TUJ4, Q44079, P52700, n.a., P02545, Q9F4F7, Q9Y468, P00811, P22894, P03956, P08253, P29477, P14780, O42713, P15917, P09917, P08254, O75164, Q96KQ7, Q9UIF8, Q9UNA4, P39748, Q7Z2H8, O75496, Q6XEC0, Q6XQN6, P0DTD1, P15101, P05412 |
| Iupac Name | pyridine-2-carboxylic acid |
| Prediction Hob | 1.0 |
| Class | Pyridines and derivatives |
| Target Id | NPT2807, NPT483, NPT864, NPT1006 |
| Xlogp | 0.8 |
| Superclass | Organoheterocyclic compounds |
| Subclass | Pyridinecarboxylic acids and derivatives |
| Molecular Formula | C6H5NO2 |
| Prediction Swissadme | 0.0 |
| Inchi Key | SIOXPEMLGUPBBT-UHFFFAOYSA-N |
| Fcsp3 | 0.0 |
| Logs | 0.222 |
| Rotatable Bond Count | 1.0 |
| State | Solid |
| Logd | -0.181 |
| Synonyms | 2-Carboxypyridine, 2-methoxy-5-aminopyridine, 2-Picolinic acid, 2-Pyridinecarboxylate, 2-Pyridinecarboxylic acid, 4,5-Dehydropipecolic acid, 5-Amino-2-fluoropyridine, 5-Amino-2-methoxypyridine, 5-amino-2-Pyridinecarboxylic acid, 5-Aminopicolinic acid, 5-Aminopyridine-2-carboxylic acid, 6-Methoxy-pyridin-3-ylamine, a-Picolinate, a-Picolinic acid, a-Pyridinecarboxylate, a-Pyridinecarboxylic acid, acide picolique, alpha-Picolinate, alpha-Picolinic acid, alpha-Pyridinecarboxylate, alpha-Pyridinecarboxylic acid, L-Baikiain, O-Pyridinecarboxylate, o-Pyridinecarboxylic acid, Phenyl-(2-pyridyl)acetonitrile, Picolinate, PLA, PYRIDINE-2-carboxylate, Pyridine-2-carboxylic acid, Pyridine-carboxylique-2, Pyridinecarboxylic acid-(2), α-picolinate, α-picolinic acid, α-pyridinecarboxylate, α-pyridinecarboxylic acid, O-Pyridinecarboxylic acid, PYRIDINE-2-carboxylIC ACID, 2-Picolinate, Α-picolinate, Α-picolinic acid, Α-pyridinecarboxylate, Α-pyridinecarboxylic acid, 2-Methoxy-5-aminopyridine, 5-amino-2-Fluoropyridine, 5-amino-2-Methoxypyridine, Acide picolique, Iron(III) picolinate, Zinc picolinate, Picolinic acid, sodium salt, 2-Pyridine carboxylic acid, Calcium dipicolinate trihydrate, Picolinic acid, hydrochloride, Chromium picolinate |
| Substituent Name | Pyridine carboxylic acid, Heteroaromatic compound, Azacycle, Monocarboxylic acid or derivatives, Carboxylic acid, Carboxylic acid derivative, Hydrocarbon derivative, Aromatic alcohol, Organooxygen compound, Organonitrogen compound, Carbonyl group, Aromatic heteromonocyclic compound |
| Compound Name | Picolinic acid |
| Kingdom | Organic compounds |
| Prediction Hob Swissadme | 0.0 |
| Exact Mass | 123.032 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 123.032 |
| Hydrogen Bond Acceptor Count | 3.0 |
| Molecular Weight | 123.11 |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 0.0 |
| Total Bond Stereocenter Count | 0.0 |
| Molecular Framework | Aromatic heteromonocyclic compounds |
| Esol | -1.4842215333333333 |
| Inchi | InChI=1S/C6H5NO2/c8-6(9)5-3-1-2-4-7-5/h1-4H,(H,8,9) |
| Smiles | C1=CC=NC(=C1)C(=O)O |
| Nring | 1.0 |
| Defined Bond Stereocenter Count | 0.0 |
| Taxonomy Direct Parent | Pyridinecarboxylic acids |
- 1. Outgoing r'ship
FOUND_INto/from Aloe Africana (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 2. Outgoing r'ship
FOUND_INto/from Aloe Barbadensis (Plant) Rel Props:Source_db:npass_chem_all - 3. Outgoing r'ship
FOUND_INto/from Aloe Ferox (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 4. Outgoing r'ship
FOUND_INto/from Aloe Spicata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 5. Outgoing r'ship
FOUND_INto/from Aloe Vera (Plant) Rel Props:Source_db:cmaup_ingredients