3-(4-tert-butylbenzenesulfonyl)prop-2-enenitrile

• ChemBase ID: 155758
• Molecular Formular: C13H15NO2S
• Molecular Mass: 249.3287
• Monoisotopic Mass: 249.08234973
• SMILES: CC(C)(C)c1ccc(cc1)S(=O)(=O)/C=C/C#N
• Canonical SMILES: N#C/C=C/S(=O)(=O)c1ccc(cc1)C(C)(C)C
• InChI: InChI=1S/C13H15NO2S/c1-13(2,3)11-5-7-12(8-6-11)17(15,16)10-4-9-14/h4-8,10H,1-3H3
• InChIKey: VHKZGNPOHPFPER-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(4-tert-butylbenzenesulfonyl)prop-2-enenitrile
• IUPAC Traditional name: 3-(4-tert-butylbenzenesulfonyl)prop-2-enenitrile
• Synonyms: (E)-3-(4-t-Butylphenylsulfonyl)-2-propenenitrile; Bay 11-7085

Database IDs

• CAS Number: 196309-76-9
• MDL Number: MFCD01862602
• PubChem SID: 162249896; 24278273
• PubChem CID: 5353432

CALCULATED PROPERTIES

• Acid pKa: 16.550097
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.7417123
• LogD (pH = 7.4): 2.7417123
• Log P: 2.7417123
• Molar Refractivity: 68.559 cm^3
• Polarizability: 26.875313 Å^3
• Polar Surface Area: 57.93 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble >25 mg/mL; H2O: insoluble
• Apperance: white solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: human ... NFKB1(4790)

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C13H15NO2S

DETAILS

Sigma Aldrich - B5681

Biochem/physiol Actions
Inhibits NF-κB activated expression of ICAM-1, VCAM-1, E-selectin, IL-6 and IL-8.