sodium 3,3-bis(3,5-dibromo-4-hydroxyphenyl)-3H-2,1λ6-benzoxathiole-1,1-dione 4-{[4-(ethylamino)-3-methylphenyl][4-(ethylimino)cyclohexa-2,5-dien-1-ylidene]methyl}-3-sulfobenzene-1-sulfonate

• ChemBase ID: 155816
• Molecular Formular: C43H35Br4N2NaO11S3
• Molecular Mass: 1194.54557
• Monoisotopic Mass: 1189.80341523
• SMILES: CCNc1ccc(cc1C)/C(=C\1/C=C/C(=N\CC)/C=C1)/c1ccc(cc1S(=O)(=O)O)S(=O)(=O)[O-].c1ccc2c(c1)C(OS2(=O)=O)(c1cc(c(c(c1)Br)O)Br)c1cc(c(c(c1)Br)O)Br.[Na+]
• Canonical SMILES: Brc1cc(cc(c1O)Br)C1(OS(=O)(=O)c2c1cccc2)c1cc(Br)c(c(c1)Br)O.CC/N=C/1\C=C/C(=C(\c2ccc(cc2S(=O)(=O)O)S(=O)(=O)[O-])/c2ccc(c(c2)C)NCC)/C=C1.[Na+]
• InChI: InChI=1S/C24H26N2O6S2.C19H10Br4O5S.Na/c1-4-25-19-9-6-17(7-10-19)24(18-8-13-22(26-5-2)16(3)14-18)21-12-11-20(33(27,28)29)15-23(21)34(30,31)32;20-12-5-9(6-13(21)17(12)24)19(10-7-14(22)18(25)15(23)8-10)11-3-1-2-4-16(11)29(26,27)28-19;/h6-15,26H,4-5H2,1-3H3,(H,27,28,29)(H,30,31,32);1-8,24-25H;/q;;+1/p-1/b24-17-,25-19-
• InChIKey: ONUYXLWQPRRMIM-AQGONESXSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 3,3-bis(3,5-dibromo-4-hydroxyphenyl)-3H-2,1λ^6-benzoxathiole-1,1-dione 4-{[4-(ethylamino)-3-methylphenyl][4-(ethylimino)cyclohexa-2,5-dien-1-ylidene]methyl}-3-sulfobenzene-1-sulfonate
• IUPAC Traditional name: sodium bromphenol blue 4-{[4-(ethylamino)-3-methylphenyl][4-(ethylimino)cyclohexa-2,5-dien-1-ylidene]methyl}-3-sulfobenzenesulfonate
• Synonyms: Bromophenol blue-Xylenecyanol solid mixture

Database IDs

• MDL Number: MFCD01310505
• PubChem SID: 162249954
• PubChem CID: 71312226

CALCULATED PROPERTIES

• Acid pKa: -2.631067
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): 0.55258214
• LogD (pH = 7.4): -0.66237605
• Log P: 1.8321121
• Molar Refractivity: 145.8906 cm^3
• Polarizability: 51.50652 Å^3
• Polar Surface Area: 135.96 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: powder (lyophilized)
• pH: ~8.3

Safety Information

• European Hazard Symbols: Toxic (T)
• German water hazard class: 3
• Risk Statements: 60-61-36/37/38
• Safety Statements: 53-26-45
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H315-H319-H335-H360FD
• GHS Precautionary statements: P201-P261-P305 + P351 + P338-P308 + P313
• Personal Protective Equipment: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges

DETAILS

Sigma Aldrich - 18047

Application
Tracking dye for DNA sequencing gel electrophoresis
Reconstitution
when reconstituted to 5 mL, solution contains 0.5% Bromophenol Blue and 0.5% Xylenecyanol FF in Tris-borate-EDTA buffer