disodium 6-hydroxy-5-[2-(2-methoxy-5-methyl-4-sulfonatophenyl)diazen-1-yl]naphthalene-2-sulfonate

• ChemBase ID: 125690
• Molecular Formular: C18H14N2Na2O8S2
• Molecular Mass: 496.4219
• Monoisotopic Mass: 495.99869598
• SMILES: [Na+].[Na+].COc1cc(c(C)cc1/N=N/c1c2ccc(cc2ccc1O)S(=O)(=O)[O-])S(=O)(=O)[O-]
• Canonical SMILES: COc1cc(c(cc1/N=N/c1c(O)ccc2c1ccc(c2)S(=O)(=O)[O-])C)S(=O)(=O)[O-].[Na+].[Na+]
• InChI: InChI=1S/C18H16N2O8S2.2Na/c1-10-7-14(16(28-2)9-17(10)30(25,26)27)19-20-18-13-5-4-12(29(22,23)24)8-11(13)3-6-15(18)21;;/h3-9,21H,1-2H3,(H,22,23,24)(H,25,26,27);;/q;2*+1/p-2
• InChIKey: CEZCCHQBSQPRMU-UHFFFAOYSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: disodium 6-hydroxy-5-[2-(2-methoxy-5-methyl-4-sulfonatophenyl)diazen-1-yl]naphthalene-2-sulfonate; disodium 6-hydroxy-5-[(E)-2-(2-methoxy-5-methyl-4-sulfonatophenyl)diazen-1-yl]naphthalene-2-sulfonate
• IUPAC Traditional name: disodium 6-hydroxy-5-[2-(2-methoxy-5-methyl-4-sulfonatophenyl)diazen-1-yl]naphthalene-2-sulfonate; disodium 6-hydroxy-5-[(E)-2-(2-methoxy-5-methyl-4-sulfonatophenyl)diazen-1-yl]naphthalene-2-sulfonate
• Synonyms: Allura Red; Food Red 17, C.I. 16035, FD&C Red 40, E129, 2-naphthalenesulfonic acid disodium salt; Allura Red AC; 6-Hydroxy-5-[2-(2-methoxy-5-methyl-4-sulfophenyl)diazenyl]-2-naphthalenesulfonic Acid Sodium Salt; 6-Hydroxy-5-[(6-methoxy-4-sulfo-m-tolyl)azo]-2-naphthalenesulfonic Acid Disodium Salt; Allura Red 40; C.I. Food Red 17; E 129; FD&C Red No. 40; FDC Red 40; FDC Red 40 dye; Fancy Red; Food Red 17; Food Red No. 17; Food Red No. 40; Japan Food Red No. 40; Disodium 6-hydroxy-5-[(2-methoxy-5-methyl-4-sulfophenyl)azo]-2-naphthalenesulfonate; Allura Red AC

Database IDs

• CAS Number: 25956-17-6
• EC Number: 247-368-0
• MDL Number: MFCD00059526
• PubChem SID: 162220040; 24869338
• PubChem CID: 6093299; 5360805
• CHEMBL: 174821
• Chemspider ID: 11588224
• Unique Ingredient Identifier: WZB9127XOA
• Wikipedia Title: Allura_Red_AC
• Color Index Number: 16035
• E Number: E129

CALCULATED PROPERTIES

• Acid pKa: -2.9518418
• H Acceptors: 10
• H Donor: 1
• LogD (pH = 5.5): -0.9701809
• LogD (pH = 7.4): -0.9701992
• Log P: -0.43772212
• Molar Refractivity: 109.3141 cm^3
• Polarizability: 43.05104 Å^3
• Polar Surface Area: 168.58 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Water
• Apperance: Dark Red Solid; red powder
• Melting Point: >300 °C(lit.); >300°C
• Absorption Wavelength: λmax 504 nm

Safety Information

• Storage Condition: Amber Vial, Refrigerator
• RTECS: QK2260000
• German water hazard class: 2

Pharmacology Properties

• Gene Information: human ... PTPN1(5770), PTPRF(5792)

Product Information

• Purity: ≥98.0% (HPLC)
• Grade: analytical standard
• Compostion: Dye content, 80%
• Empirical Formula (Hill Notation): C18H14N2Na2O8S2

DETAILS

Sigma Aldrich - 458848

Packaging
100, 500 g in glass bottle

Toronto Research Chemicals - A548750

Color additive in foods, drugs and cosmetics. It is used as a food dye and has the E number E129. The study found increased levels of hyperactivity and attention deficit hyperactivity disorder and lower IQs were observed in children consuming the chemical

REFERENCES

• Kirschbaum, J., et al.: Eur. Food Res. Technol., 222, 572 (2006)
• Yoshioka, N., et al.: Talanta, 74, 1408 (2006)
• Al-Degs, Y., et al.: Food Chem., 117, 485 (2006)