N,N,N-trimethyl-4-(6-phenylhexa-1,3,5-trien-1-yl)anilinium 4-methylbenzene-1-sulfonate

• ChemBase ID: 133060
• Molecular Formular: C28H31NO3S
• Molecular Mass: 461.61564
• Monoisotopic Mass: 461.20246486
• SMILES: Cc1ccc(cc1)S(=O)(=O)[O-].C[N+](C)(C)c1ccc(cc1)/C=C/C=C/C=C/c1ccccc1
• Canonical SMILES: C[N+](c1ccc(cc1)/C=C/C=C/C=C/c1ccccc1)(C)C.Cc1ccc(cc1)S(=O)(=O)[O-]
• InChI: InChI=1S/C21H24N.C7H8O3S/c1-22(2,3)21-17-15-20(16-18-21)14-8-5-4-7-11-19-12-9-6-10-13-19;1-6-2-4-7(5-3-6)11(8,9)10/h4-18H,1-3H3;2-5H,1H3,(H,8,9,10)/q+1;/p-1/b5-4+,11-7+,14-8+
• InChIKey: ZKARERKEBVSZCX-VMDDUYISSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: N,N,N-trimethyl-4-(6-phenylhexa-1,3,5-trien-1-yl)anilinium 4-methylbenzene-1-sulfonate; N,N,N-trimethyl-4-[(1E,3E,5E)-6-phenylhexa-1,3,5-trien-1-yl]anilinium 4-methylbenzene-1-sulfonate
• IUPAC Traditional name: N,N,N-trimethyl-4-(6-phenylhexa-1,3,5-trien-1-yl)anilinium tosylate; N,N,N-trimethyl-4-[(1E,3E,5E)-6-phenylhexa-1,3,5-trien-1-yl]anilinium tosylate
• Synonyms: 1,6-Diphenyl-1,3,5-hexatriene-4′-trimethylammonium tosylate; 1-(4-Trimethylammoniophenyl)-6-phenyl-1,3,5-hexatriene p-toluenesulfonate; 4′-(Trimethylammonio)diphenylhexatriene p-toluenesulfonate; TMA-DPH; N,N,N-Trimethyl-4-(6-phenyl-1,3,5-hexatrien-1-yl)phenylammonium p-toluenesulfonate

Database IDs

• CAS Number: 115534-33-3
• MDL Number: MFCD08705740
• PubChem SID: 162227337; 24899913; 24866931
• PubChem CID: 5706757

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 1.4272224
• LogD (pH = 7.4): 1.4272224
• Log P: 1.4272224
• Molar Refractivity: 111.7713 cm^3
• Polarizability: 37.534184 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMF: soluble; DMSO: soluble; methanol: soluble
• Melting Point: 237 °C (dec.)(lit.)
• Fluorescence: λex 355 nm; λem ~430 nm in methanol

Safety Information

• European Hazard Symbols: Toxic (T)
• German water hazard class: -; 3
• Risk Statements: 61
• Safety Statements: 53-45
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥95%; ≥96.0% (TLC)
• Suitability: suitable for fluorescence
• Product Line: BioReagent
• Linear Formula: C21H24N · C7H7O3S

DETAILS

Sigma Aldrich - T0775

Biochem/physiol Actions
Lipid marker for endocytosis.

Sigma Aldrich - 43060

Other Notes
Probe for membrane fluidity1