9-(2-carboxy-4-isothiocyanatophenyl)-6-(diethylamino)-N,N-diethyl-3H-xanthen-3-iminium chloride

• ChemBase ID: 150647
• Molecular Formular: C29H30ClN3O3S
• Molecular Mass: 536.0848
• Monoisotopic Mass: 535.16964052
• SMILES: CCN(CC)c1ccc2c(c1)oc1cc(=[N+](CC)CC)ccc1c2c1ccc(cc1C(=O)O)N=C=S.[Cl-]
• Canonical SMILES: S=C=Nc1ccc(c(c1)C(=O)O)c1c2ccc(=[N+](CC)CC)cc2oc2c1ccc(c2)N(CC)CC.[Cl-]
• InChI: InChI=1S/C29H29N3O3S.ClH/c1-5-31(6-2)20-10-13-23-26(16-20)35-27-17-21(32(7-3)8-4)11-14-24(27)28(23)22-12-9-19(30-18-36)15-25(22)29(33)34;/h9-17H,5-8H2,1-4H3;1H
• InChIKey: YVSWPCCVTYEEHG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 9-(2-carboxy-4-isothiocyanatophenyl)-6-(diethylamino)-N,N-diethyl-3H-xanthen-3-iminium chloride
• IUPAC Traditional name: 9-(2-carboxy-4-isothiocyanatophenyl)-6-(diethylamino)-N,N-diethylxanthen-3-iminium chloride
• Synonyms: RBITC; Rhodamine B isothiocyanate

Database IDs

• CAS Number: 36877-69-7
• EC Number: 253-248-9
• MDL Number: MFCD00136007
• PubChem SID: 162244808
• PubChem CID: 12047801

CALCULATED PROPERTIES

• Acid pKa: 3.2749054
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 3.3376074
• LogD (pH = 7.4): 3.3637245
• Log P: 2.8500428
• Molar Refractivity: 174.983 cm^3
• Polarizability: 56.282135 Å^3
• Polar Surface Area: 65.14 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Absorption Wavelength: λmax 555 nm
• Fluorescence: λex 540 nm; λem 573 nm in ethanol; λex 543 nm; λem 580 nm in methanol

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-36/37/38-42
• Safety Statements: 22-26-45
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H302 + H312 + H332-H315-H319-H334-H335; H302-H312-H315-H319-H332-H334-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338-P342 + P311
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• Storage Temperature: -20°C; 2-8°C

Product Information

• Grade: for fluorescence
• Suitability: suitable for protein labeling
• Label efficiency with BSA: >70%; ≥70%
• Product Line: BioReagent
• Empirical Formula (Hill Notation): C29H30ClN3O3S

DETAILS

Sigma Aldrich - R1755

Packaging
1 g in glass bottle
100, 500 mg in glass bottle

Sigma Aldrich - 283924

Packaging
100, 500 mg in glass bottle

Sigma Aldrich - 83692

Other Notes
Red fluorescent marker of proteins1