N-(1H-indol-3-ylmethyl)(methylsulfanyl)carbothioamide

• ChemBase ID: 162704
• Molecular Formular: C11H12N2S2
• Molecular Mass: 236.35638
• Monoisotopic Mass: 236.04419039
• SMILES: c1ccc2c(c1)c(c[nH]2)CNC(=S)SC
• Canonical SMILES: CSC(=S)NCc1c[nH]c2c1cccc2
• InChI: InChI=1S/C11H12N2S2/c1-15-11(14)13-7-8-6-12-10-5-3-2-4-9(8)10/h2-6,12H,7H2,1H3,(H,13,14)
• InChIKey: QYKQWFZDEDFELK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(1H-indol-3-ylmethyl)(methylsulfanyl)carbothioamide
• IUPAC Traditional name: brassinin
• Synonyms: N-(1H-Indol-3-ylmethyl)carbamodithioic Acid Methyl Ester; Brassinine; Brassinin

Database IDs

• CAS Number: 105748-59-2
• PubChem SID: 162256839
• PubChem CID: 3035211

CALCULATED PROPERTIES

• Acid pKa: 7.4832916
• H Acceptors: 0
• H Donor: 2
• LogD (pH = 5.5): 3.2764375
• LogD (pH = 7.4): 3.0581071
• Log P: 3.2804132
• Molar Refractivity: 70.9719 cm^3
• Polarizability: 28.802431 Å^3
• Polar Surface Area: 27.82 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: 142-144°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - B676950

Brassinin is a plant metabolite of great significance due to its dual role both as an effective phytoalexin and as an early biosynthetic precursor of the majority of the phytoalexins produced by plants of the family Brassicaceae (Cruciferae). A biosynthet

REFERENCES

• Pedras, M., et al.: J. Agric. Food Chem., 47, 1196 (1999)
• Pedras, M., et al.: Phytochemistry, 53, 161 (1999)
• Pedras, M., et al.: Bioorg. Med. Chem., 10, 3307 (1999)