Fudosteine

Base Information

• Chemical Name: Fudosteine
• CAS No.: 13189-98-5
• Molecular Formula: C6H13NO3S
• Molecular Weight: 179.26
• UNII: UR9VPI71PT
• DSSTox Substance ID: DTXSID4046440
• Nikkaji Number: J880.425G
• Wikidata: Q27291223
• NCI Thesaurus Code: C65777
• ChEMBL ID: CHEMBL1555183
• Mol file: 13189-98-5.mol

Synonyms:2-amino-3-(3-hydroxypropylthio)propionic acid;fudosteine;SS320 A;SS320A

Chemical Property of Fudosteine

Chemical Property:

• Appearance/Colour: off-white powder
• Vapor Pressure: 1.92E-06mmHg at 25°C
• Melting Point: 200-202 °C (dec.)
• Refractive Index: 1.558
• Boiling Point: 354.5 °C at 760 mmHg
• PKA: 2.09±0.10(Predicted)
• Flash Point: 168.2 °C
• PSA: 108.85000
• Density: 1.301 g/cm³
• LogP: 0.21420
• Storage Temp.: -20°C Freezer
• Solubility.: Water (Slightly)
• XLogP3: -3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 179.06161445
• Heavy Atom Count: 11
• Complexity: 120

Purity/Quality:

99% ^*data from raw suppliers

S-(3-Hydroxypropyl)-L-cysteine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CO)CSCC(C(=O)O)N
• Isomeric SMILES: C(CO)CSC[C@@H](C(=O)O)N
• Description: Fudostein was launched in Japan as a new mucoactive agent for the treatment of bronchitis and respiratory congestion. This cysteine derivative was obtained from L-cysteine by condensation with either allylic alcohol in the presence of potassium persulfate or the corresponding bromoalcohol in the presence of a base. Fudostein was shown to significantly reduce mucus glycoprotein hypersecretion and inhibit infiltration of airway mucosa by lymphocytes and inflammatory cells in bronchitic rats. When given to bronchitic rabbits, an oral dose of 500 mg/kg daily potently decreased the fucose/ N-acetylneuraminic acid in sputa, so exhibiting mucoregulatory properties. In another study with SO2-exposed rabbits, fudostein suppressed blood flow of tracheal microvasculature increased by SO2, partly due to scavenging of superoxide anion. Fudosteine is a cysteine derivative that interferes with the increase in goblet cell number, expression of the mucin MUC5AC, and subsequent mucin secretion, in airways agonized with tobacco smoke, isoproterenol, lipopolysaccharide, TNF-α, or oxidants. Fudosteine, which is a thiol compound with antioxidant properties, limits NF-κB signaling and reduces inflammatory gene expression. It has greater bioavailability than N-acetyl-cysteine and increases cysteine levels in cells.
• Uses: An antiinflammatory expectorant MUC5 mucin obstructive pulmonary disease. Fudosteine is a novel mucoactive agent and a MUC5AC mucin hypersecretion inhibitor. MUC5AC mucin synthesis and the expression of the MUC5AC gene were increased by LPS in rats or TNF-α in NCI-H292 cells; these effects were inhibited by fudosteine treatment An antiinflammatory expectorant used in the treatment of MUC5 mucin obstructive pulmonary disease. A demonstrated antiinflammatory Fudosteine is a cysteine derivative that interferes with the increase in goblet cell number, expression of the mucin MUC5AC, and subsequent mucin secretion, in airways agonized with tobacco smoke, isoproterenol, lipopolysaccharide, TNF-α, or oxidants. Fudosteine, which is a thiol compound with antioxidant properties, limits NF-κB signaling and reduces inflammatory gene expression. It has greater bioavailability than N-acetyl-cysteine and increases cysteine levels in cells.