Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C6H5NO2.ClH |
| Molecular Weight | 159.57 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
Cl.OC(=O)C1=CC=CC=N1
InChI
InChIKey=HFAFXVOPGDBAOK-UHFFFAOYSA-N
InChI=1S/C6H5NO2.ClH/c8-6(9)5-3-1-2-4-7-5;/h1-4H,(H,8,9);1H
| Molecular Formula | ClH |
| Molecular Weight | 36.461 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
| Molecular Formula | C6H5NO2 |
| Molecular Weight | 123.1094 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
DescriptionCurator's Comment: description was created based on several sources, including
https://en.wikipedia.org/wiki/Picolinic_acid
Curator's Comment: description was created based on several sources, including
https://en.wikipedia.org/wiki/Picolinic_acid
Picolinic acid is an organic compound, is a derivative of pyridine with a carboxylic acid substituent at the 2-position. Picolinic acid is a bidentate chelating agent of elements such as chromium, zinc, manganese, copper, iron, and molybdenum in the human body. Many of its complexes are charge-neutral and thus lipophilic. After its role in absorption was discovered, zinc dipicolinate dietary supplements became popular as they were shown to be an effective means of introducing zinc into the body. Picolinic Acid is an endogenous metabolite of L-tryptophan (TRP) that has been reported to possess a wide range of neuroprotective, immunological, and anti-proliferative effects within the body. However, the salient physiological function of this molecule is yet to be established. The synthesis of picolinic acid as a product of the kynurenine pathway (KP) suggests that, similar to other KP metabolites, picolinic acid may play a role in the pathogenesis of inflammatory disorders within the CNS and possibly other organs.
Approval Year
Doses
| Dose | Population | Adverse events |
|---|---|---|
10 % 2 times / day multiple, topical (unknown) Studied dose Dose: 10 %, 2 times / day Route: topical Route: multiple Dose: 10 %, 2 times / day Sources: |
unhealthy n = 20 Health Status: unhealthy Condition: acne vulgaris Sex: M+F Food Status: UNKNOWN Population Size: 20 Sources: |
Disc. AE: Burning skin... AEs leading to discontinuation/dose reduction: Burning skin (1 pt) Sources: |
AEs
| AE | Significance | Dose | Population |
|---|---|---|---|
| Burning skin | 1 pt Disc. AE |
10 % 2 times / day multiple, topical (unknown) Studied dose Dose: 10 %, 2 times / day Route: topical Route: multiple Dose: 10 %, 2 times / day Sources: |
unhealthy n = 20 Health Status: unhealthy Condition: acne vulgaris Sex: M+F Food Status: UNKNOWN Population Size: 20 Sources: |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Dicarbonyl-nitrosyl-complexes of rhenium (Re) and technetium (Tc), a potentially new class of compounds for the direct radiolabeling of biomolecules. | 2001 Aug |
|
| Separation and direct UV detection of lanthanides complexed with pyridine-2-carboxylic acid by capillary electrophoresis. | 2001 Jul 27 |
|
| Synthesis and characterization of phosphorescent cyclometalated iridium complexes. | 2001 Mar 26 |
|
| Seizure activity and unresponsiveness after hydroxycut ingestion. | 2001 May |
|
| Auxin herbicides induce H(2)O(2) overproduction and tissue damage in cleavers (Galium aparine L.). | 2001 Sep |
|
| The molybdenum-containing xanthine oxidoreductases and picolinate dehydrogenases. | 2002 |
|
| Concurrent quantification of quinolinic, picolinic, and nicotinic acids using electron-capture negative-ion gas chromatography-mass spectrometry. | 2002 Feb 1 |
|
| Structure-dependent metallokinetics of antidiabetic vanadyl-picolinate complexes in rats: studies on solution structure, insulinomimetic activity, and metallokinetics. | 2002 Jul 25 |
|
| Effects of resistive training and chromium picolinate on body composition and skeletal muscle size in older women. | 2002 Jun |
|
| Determination of bopindolol in pharmaceuticals by capillary isotachophoresis. | 2002 May 15 |
|
| Cationic sigma-phenylplatinum(II) complexes with carboxylic acid functionality: pK(a) determinations and x-ray structures. | 2003 Feb 24 |
|
| The preparation of (S)-aspartate semi-aldehyde appropriate for use in biochemical studies. | 2003 Jan 20 |
|
| Study of the mechanism of the cytostatic effect of picolinic acid on proliferating Tetrahymena pyriformis cells. | 2003 Jul-Aug |
|
| Effect of chromium picolinate on histopathological alterations in STZ and neonatal STZ diabetic rats. | 2003 Jul-Sep |
|
| Reactivity of 2-pyridinecarboxylic esters with cadmium(II) halides: study of (113)Cd NMR solid state spectra and crystal structures of hexacoordinated complexes [CdI(2)(C(5)H(4)NCOOMe)(2)] and [CdI(2)(C(5)H(4)NCOOPr(n))(2)]. | 2003 Nov 17 |
|
| Turning off phototriggered linkage isomerizations in ruthenium dimethyl sulfoxide complexes. | 2003 Nov 17 |
|
| Synthesis of a pyridinium bis[citrato(2-)]oxochromate(V) complex and its ligand-exchange reactions. | 2003 Oct 6 |
|
| Effects of treatment with chromium picolinate on peripheral amino acid availability and brain monoamine function in the rat. | 2003 Sep |
|
| Conformational changes combined with charge-transfer interactions are essential for reduction in catalysis by p-hydroxybenzoate hydroxylase. | 2003 Sep 30 |
|
| Chromium picolinate supplementation improves insulin sensitivity in Goto-Kakizaki diabetic rats. | 2004 |
|
| Recent advances in the nutritional biochemistry of trivalent chromium. | 2004 Feb |
|
| A new electrochemical system for stereoselective allylic hydroxylation of cholesteryl acetate with dioxygen induced by iron picolinate complexes. | 2004 Jun |
|
| Picolinic acid- or desferrioxamine-inducible autocrine activation of macrophages engineered to produce IFNgamma: an approach for gene therapy. | 2004 Mar |
Patents
| Substance Class |
Chemical
Created
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admin
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Sat Dec 16 11:57:50 UTC 2023
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| Record UNII |
8HE8GCH2RD
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Validated (UNII)
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| Related Record | Type | Details | ||
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PARENT -> SALT/SOLVATE |
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