5-(chlorosulfonyl)-2-[6-(diethylamino)-3-(diethyliminiumyl)-3H-xanthen-9-yl]benzene-1-sulfonate

• ChemBase ID: 153600
• Molecular Formular: C27H29ClN2O6S2
• Molecular Mass: 577.11196
• Monoisotopic Mass: 576.11555634
• SMILES: CCN(CC)c1ccc2c(c1)oc1cc(=[N+](CC)CC)ccc1c2c1ccc(cc1S(=O)(=O)[O-])S(=O)(=O)Cl
• Canonical SMILES: CCN(c1ccc2c(c1)oc1c(c2c2ccc(cc2S(=O)(=O)[O-])S(=O)(=O)Cl)ccc(=[N+](CC)CC)c1)CC
• InChI: InChI=1S/C27H29ClN2O6S2/c1-5-29(6-2)18-9-12-21-24(15-18)36-25-16-19(30(7-3)8-4)10-13-22(25)27(21)23-14-11-20(37(28,31)32)17-26(23)38(33,34)35/h9-17H,5-8H2,1-4H3
• InChIKey: YERWMQJEYUIJBO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(chlorosulfonyl)-2-[6-(diethylamino)-3-(diethyliminiumyl)-3H-xanthen-9-yl]benzene-1-sulfonate
• IUPAC Traditional name: 5-(chlorosulfonyl)-2-[3-(diethylamino)-6-(diethyliminio)xanthen-9-yl]benzenesulfonate
• Synonyms: Lissamine™ rhodamine B sulfonylchloride; Sulforhodamine B acid chloride

Database IDs

• CAS Number: 62796-29-6
• EC Number: 263-735-8
• MDL Number: MFCD00042001
• Beilstein Number: 7734927
• PubChem SID: 162247739; 24888560
• PubChem CID: 65223

CALCULATED PROPERTIES

• Acid pKa: -2.5724552
• H Acceptors: 7
• H Donor: 0
• LogD (pH = 5.5): 3.0426414
• LogD (pH = 7.4): 3.0646486
• Log P: 0.22744334
• Molar Refractivity: 174.3589 cm^3
• Polarizability: 58.798653 Å^3
• Polar Surface Area: 106.82 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: brown to dark brown powder
• Fluorescence: λex 560 nm; λem ~580 nm in chloroform; λex 560 nm; λem 580 nm in chloroform

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: -20°C

Product Information

• Grade: technical
• Suitability: suitable for fluorescence
• Shipped in: wet ice
• Empirical Formula (Hill Notation): C27H29ClN2O6S2

DETAILS

Sigma Aldrich - S6314

Application
Fluorescent protein label forming stable conjugates
Biochem/physiol Actions
Suitable for fluorescence labeling
Legal Information
Lissamine is a trademark of PerkinElmer Inc.

Sigma Aldrich - 86186

Application
Fluorescent protein label forming stable conjugates
Legal Information
Lissamine is a trademark of PerkinElmer Inc.