3,6-bis(dimethylamino)-9-[2-(ethoxycarbonyl)phenyl]-10λ4-xanthen-10-ylium perchlorate

• ChemBase ID: 155908
• Molecular Formular: C26H27ClN2O7
• Molecular Mass: 514.95478
• Monoisotopic Mass: 514.15067889
• SMILES: CCOC(=O)c1ccccc1c1c2ccc(cc2[o+]c2c1ccc(c2)N(C)C)N(C)C.[O-][Cl](=O)(=O)=O
• Canonical SMILES: [O-][Cl](=O)(=O)=O.CCOC(=O)c1ccccc1c1c2ccc(cc2[o+]c2c1ccc(c2)N(C)C)N(C)C
• InChI: InChI=1S/C26H27N2O3.ClHO4/c1-6-30-26(29)20-10-8-7-9-19(20)25-21-13-11-17(27(2)3)15-23(21)31-24-16-18(28(4)5)12-14-22(24)25;2-1(3,4)5/h7-16H,6H2,1-5H3;(H,2,3,4,5)/q+1;/p-1
• InChIKey: NBAOBNBFGNQAEJ-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,6-bis(dimethylamino)-9-[2-(ethoxycarbonyl)phenyl]-10λ^4-xanthen-10-ylium perchlorate
• IUPAC Traditional name: 3,6-bis(dimethylamino)-9-[2-(ethoxycarbonyl)phenyl]-10λ^4-xanthen-10-ylium perchlorate
• Synonyms: TMRE; Tetramethylrhodamine ethyl ester perchlorate

Database IDs

• CAS Number: 115532-52-0
• MDL Number: MFCD00467973
• PubChem SID: 162250046
• PubChem CID: 2762682

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 6.238869
• LogD (pH = 7.4): 6.2388906
• Log P: 6.2388906
• Molar Refractivity: 127.3813 cm^3
• Polarizability: 50.858784 Å^3
• Polar Surface Area: 45.92 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

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

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/22-36/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H332
• GHS Precautionary statements: P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥90% (HPCE)
• Suitability: suitable for fluorescence
• Empirical Formula (Hill Notation): C26H27ClN2O7

DETAILS

Sigma Aldrich - 87917

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