6-(dimethylamino)-9-[2-(methoxycarbonyl)phenyl]-N,N-dimethyl-3H-xanthen-3-iminium perchlorate

• ChemBase ID: 130855
• Molecular Formular: C25H25ClN2O7
• Molecular Mass: 500.9282
• Monoisotopic Mass: 500.13502883
• SMILES: CN(C)c1ccc2c(c1)oc1cc(=[N+](C)C)ccc1c2c1ccccc1C(=O)OC.[O-][Cl](=O)(=O)=O
• Canonical SMILES: [O-][Cl](=O)(=O)=O.COC(=O)c1ccccc1c1c2ccc(=[N+](C)C)cc2oc2c1ccc(c2)N(C)C
• InChI: InChI=1S/C25H25N2O3.ClHO4/c1-26(2)16-10-12-20-22(14-16)30-23-15-17(27(3)4)11-13-21(23)24(20)18-8-6-7-9-19(18)25(28)29-5;2-1(3,4)5/h6-15H,1-5H3;(H,2,3,4,5)/q+1;/p-1
• InChIKey: PFYWPQMAWCYNGW-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-(dimethylamino)-9-[2-(methoxycarbonyl)phenyl]-N,N-dimethyl-3H-xanthen-3-iminium perchlorate
• IUPAC Traditional name: 6-(dimethylamino)-9-[2-(methoxycarbonyl)phenyl]-N,N-dimethylxanthen-3-iminium perchlorate
• Synonyms: TMRM; Tetramethylrhodamine methyl ester perchlorate

Database IDs

• CAS Number: 115532-50-8
• MDL Number: MFCD00274460
• Beilstein Number: 7162165
• PubChem SID: 24889004; 24900280; 162225133
• PubChem CID: 11755725

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 0.4872015
• LogD (pH = 7.4): 0.49033064
• Log P: 0.4903707
• Molar Refractivity: 143.6948 cm^3
• Polarizability: 45.315693 Å^3
• Polar Surface Area: 41.78 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: alcohols: soluble; DMSO: soluble
• Fluorescence: λem 573 nm in methanol; λex 540 nm; λem 595 nm in DMSO

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
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95%; ≥95% (HPCE)
• Grade: for fluorescence
• Linear Formula: C25H25N2O3 · ClO4

DETAILS

Sigma Aldrich - 87919

Other Notes
Potential-sensitive probe for measuring membrane potential changes in mitochondria1

Sigma Aldrich - T5428

Application
Sensitive probe for mitochondrial membrane potential.