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Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
SKF-34288 (3-Mercaptopicolinic acid) hydrochloride is an orally active phosphoenolpyruvate carboxykinase ( PEPCK ) inhibitor ( K i : 2-9 μM). SKF-34288 hydrochloride is a potent hypoglycemic agent by inhibiting glucose synthesis. SKF-34288 hydrochloride also inhibits Asn metabolism and increases amino acids and amides
In Vitro
SKF-34288 hydrochloride (0.01-1 mM, 48 h) inhibits C2C12 cell proliferation . SKF-34288 hydrochloride (0.25-1 mM, 0-5 day) induces myogenic differentiation of C2C12 cells . SKF-34288 hydrochloride (0.25 or 1 mM) reduces mRNA expression of Pck2 and genes associated with serine biosynthesis . MCE has not independently confirmed the accuracy of these methods. They are for reference only. Cell Viability Assay Cell Line: C2C12 cell Concentration: 0, 0.01, 0.1, 0.25, 0.5, 1 mM Incubation Time: 48 h Result: Dose-dependently inhibited C2C12 cell proliferation.
In Vivo
SKF-34288 hydrochloride (37.5-150mg/kg, p.o.) reduces blood glucose in starved rats . SKF-34288 hydrochloride (25 mg/kg, s.c.) neutralizes Salbutamol- mediated hyperglycaemia in rabbits. SKF-34288 hydrochloride (30 and 300 mg/kg, i.p.) reduces Pyruvate-induced blood glucose level in rats. MCE has not independently confirmed the accuracy of these methods. They are for reference only. Animal Model: Starved rats Dosage: 37.5, 75 and 150mg/kg Administration: Oral administration (p.o.) Result: Showed dose-dependent magnitude and duration of the hypoglycaemic effect.
Form:Solid
IC50& Target:Ki: 2-9 μM (PEPCK)
| Canonical Smiles | C1=CC(=C(N=C1)C(=O)O)S.Cl |
|---|---|
| IUPAC Name | 3-sulfanylpyridine-2-carboxylic acid;hydrochloride |
| InChIKey | DYGYEUUVNLEHJP-UHFFFAOYSA-N |
| INCHI | 1S/C6H5NO2S.ClH/c8-6(9)5-4(10)2-1-3-7-5;/h1-3,10H,(H,8,9);1H |
| Isomeric SMILES | C1=CC(=C(N=C1)C(=O)O)S.Cl |
| PubChem CID | 24721311 |
| Molecular Weight | 191.64 |
Comprehensive hazard, handling, storage, and regulatory compliance document.
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View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organoheterocyclic compounds |
| Class | Pyridines and derivatives |
| Subclass | Pyridinecarboxylic acids and derivatives |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Pyridinecarboxylic acids |
| Alternative Parents | Heteroaromatic compounds Carboxylic acids Azacyclic compounds Thiols Organooxygen compounds Organonitrogen compounds Organic oxides Hydrochlorides Hydrocarbon derivatives |
| Molecular Framework | Aromatic heteromonocyclic compounds |
| Substituents | Pyridine carboxylic acid - Heteroaromatic compound - Azacycle - Arylthiol - Carboxylic acid - Carboxylic acid derivative - Organic nitrogen compound - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Hydrochloride - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Aromatic heteromonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as pyridinecarboxylic acids. These are compounds containing a pyridine ring bearing a carboxylic acid group. |
| External Descriptors | Not available |
| Solubility | H2O : 5 mg/mL (26.09 mM; Need ultrasonic) |
|---|---|
| Molecular Weight | 191.640 g/mol |
| XLogP3 | |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 1 |
| Exact Mass | 190.981 Da |
| Monoisotopic Mass | 190.981 Da |
| Topological Polar Surface Area | 51.200 Ų |
| Heavy Atom Count | 11 |
| Formal Charge | 0 |
| Complexity | 140.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 2 |