6-(diethylamino)-N,N-diethyl-9-{2-[(octadecyloxy)carbonyl]phenyl}-3H-xanthen-3-iminium perchlorate

• ChemBase ID: 155971
• Molecular Formular: C46H67ClN2O7
• Molecular Mass: 795.48638
• Monoisotopic Mass: 794.46368017
• SMILES: CCCCCCCCCCCCCCCCCCOC(=O)c1ccccc1c1c2ccc(cc2oc2cc(=[N+](CC)CC)ccc12)N(CC)CC.[O-][Cl](=O)(=O)=O
• Canonical SMILES: [O-][Cl](=O)(=O)=O.CCCCCCCCCCCCCCCCCCOC(=O)c1ccccc1c1c2ccc(=[N+](CC)CC)cc2oc2c1ccc(c2)N(CC)CC
• InChI: InChI=1S/C46H67N2O3.ClHO4/c1-6-11-12-13-14-15-16-17-18-19-20-21-22-23-24-27-34-50-46(49)40-29-26-25-28-39(40)45-41-32-30-37(47(7-2)8-3)35-43(41)51-44-36-38(31-33-42(44)45)48(9-4)10-5;2-1(3,4)5/h25-26,28-33,35-36H,6-24,27,34H2,1-5H3;(H,2,3,4,5)/q+1;/p-1
• InChIKey: WPBUPFBTCDYKNM-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-(diethylamino)-N,N-diethyl-9-{2-[(octadecyloxy)carbonyl]phenyl}-3H-xanthen-3-iminium perchlorate
• IUPAC Traditional name: 6-(diethylamino)-N,N-diethyl-9-{2-[(octadecyloxy)carbonyl]phenyl}xanthen-3-iminium perchlorate
• Synonyms: Rhodamine B octadecyl ester perchlorate

Database IDs

• CAS Number: 142179-00-8
• MDL Number: MFCD01863111
• PubChem SID: 24888127; 162250109
• PubChem CID: 16218577

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 9.443042
• LogD (pH = 7.4): 9.465173
• Log P: 9.465463
• Molar Refractivity: 240.9768 cm^3
• Polarizability: 84.06844 Å^3
• Polar Surface Area: 41.78 Å^2
• Rotatable Bonds: 24
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMF: soluble; DMSO: soluble
• Melting Point: 43-45 °C(lit.)
• Fluorescence: λex 554 nm; λem 575 nm in methanol

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: ≥98.0% (TLC)
• Suitability: suitable for fluorescence
• Empirical Formula (Hill Notation): C46H67ClN2O7

DETAILS

Sigma Aldrich - 83685

Other Notes
Lipophilic energy transfer acceptor from lipophilic fluoresceins in fluorescence energy transfer assays for cell fusion1; Probe for measuring potassium in fiber-optic sensors2