8-hydroxy-1-N,1-N,3-N,3-N,6-N,6-N-hexamethylpyrene-1,3,6-trisulfonamide

• ChemBase ID: 156026
• Molecular Formular: C22H25N3O7S3
• Molecular Mass: 539.6448
• Monoisotopic Mass: 539.08546316
• SMILES: CN(C)S(=O)(=O)c1cc(c2ccc3c(cc(c4c3c2c1cc4)S(=O)(=O)N(C)C)S(=O)(=O)N(C)C)O
• Canonical SMILES: Oc1cc(c2c3c1ccc1c3c(cc2)c(cc1S(=O)(=O)N(C)C)S(=O)(=O)N(C)C)S(=O)(=O)N(C)C
• InChI: InChI=1S/C22H25N3O7S3/c1-23(2)33(27,28)18-11-17(26)13-7-8-15-19(34(29,30)24(3)4)12-20(35(31,32)25(5)6)16-10-9-14(18)21(13)22(15)16/h7-12,26H,1-6H3
• InChIKey: IMRMTOQIIAICNM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 8-hydroxy-1-N,1-N,3-N,3-N,6-N,6-N-hexamethylpyrene-1,3,6-trisulfonamide
• IUPAC Traditional name: 8-hydroxy-1-N,1-N,3-N,3-N,6-N,6-N-hexamethylpyrene-1,3,6-trisulfonamide
• Synonyms: 8-Hydroxypyrene-1,3,6-tris(dimethylsulfonamide); 8-Hydroxy-N,N,N′,N′,N″,N″-hexamethylpyrene-1,3,6-trisulfonamide

Database IDs

• CAS Number: 127044-59-1
• MDL Number: MFCD00037576
• PubChem SID: 162250164; 24879315
• PubChem CID: 4641263

CALCULATED PROPERTIES

• Acid pKa: 7.8699284
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): 1.1386758
• LogD (pH = 7.4): 1.0148716
• Log P: 1.1405109
• Molar Refractivity: 134.5574 cm^3
• Polarizability: 56.9022 Å^3
• Polar Surface Area: 132.37 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: alcohols: soluble; DMF: soluble; DMSO: soluble
• Melting Point: 276 °C(lit.)
• pKa: 5.7
• Fluorescence: λex 490 nm; λem 545 nm in 0.1 M Tris pH 9.0

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥95% (HPCE)
• Suitability: suitable for fluorescence
• Empirical Formula (Hill Notation): C22H25N3O7S3

DETAILS

Sigma Aldrich - 55328

Application
suitable as pH-indicator
Other Notes
Fluorescent pH indicator for the weakly acidic pH range and enzyme substrate reference standard1