2-[6-(dimethylamino)-3-(dimethyliminiumyl)-3H-xanthen-9-yl]-4-isothiocyanatobenzoate

• ChemBase ID: 104690
• Molecular Formular: C25H21N3O3S
• Molecular Mass: 443.51754
• Monoisotopic Mass: 443.13036255
• SMILES: CN(C)c1cc2c(cc1)c(c1ccc(=[N+](C)C)cc1o2)c1c(ccc(c1)N=C=S)C(=O)[O-]
• Canonical SMILES: S=C=Nc1ccc(c(c1)c1c2ccc(=[N+](C)C)cc2oc2c1ccc(c2)N(C)C)C(=O)[O-]
• InChI: InChI=1S/C25H21N3O3S/c1-27(2)16-6-9-19-22(12-16)31-23-13-17(28(3)4)7-10-20(23)24(19)21-11-15(26-14-32)5-8-18(21)25(29)30/h5-13H,1-4H3
• InChIKey: OBYNJKLOYWCXEP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[6-(dimethylamino)-3-(dimethyliminiumyl)-3H-xanthen-9-yl]-4-isothiocyanatobenzoate
• IUPAC Traditional name: 2-[3-(dimethylamino)-6-(dimethyliminio)xanthen-9-yl]-4-isothiocyanatobenzoate
• Synonyms: 6-TRITC; Tetramethylrhodamine-6-isothiocyanate; Tetramethylrhodamine isothiocyanate Isomer R; TRITC; TETRAMETHYLRHODAMINE ISOTHIOCYANATE ISOMER R

Database IDs

• CAS Number: 80724-20-5
• MDL Number: MFCD00063517
• PubChem SID: 162092798; 24900112
• PubChem CID: 4123009

CALCULATED PROPERTIES

• Acid pKa: 3.7768757
• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 1.9295198
• LogD (pH = 7.4): 1.9367417
• Log P: 0.9602121
• Molar Refractivity: 166.8257 cm^3
• Polarizability: 48.824295 Å^3
• Polar Surface Area: 67.97 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: powder

Safety Information

• Storage Condition: 2-8°C
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 2
• Risk Statements: 40-52/53
• Safety Statements: 36/37-61
• Storage Temperature: 2-8°C

Product Information

• Compostion: Dye content, ≥80%
• Description: labeling efficiency with bovine albumin ≥50%

DETAILS

MP Biomedicals - 02156825

Isomer R
Reagent for fluorescent labeling of proteins.

Sigma Aldrich - T3163

Application
Useful in the fluorescent labeling of proteins.

REFERENCES

• McKinney, R., et al., Anal. Biochem. , 14 : 421, (1966).