ethyl (2E,4E,6E,8E)-9-[4-(2H3)methoxy-2,3,6-trimethylphenyl]-3,7-dimethylnona-2,4,6,8-tetraenoate

• ChemBase ID: 168828
• Molecular Formular: C23H30O3
• Molecular Mass: 354.4825
• Monoisotopic Mass: 354.21949482
• SMILES: c1(/C=C/C(=C/C=C/C(=C/C(=O)OCC)/C)/C)c(c(c(cc1C)OC)C)C
• Canonical SMILES: CCOC(=O)/C=C(/C=C/C=C(/C=C/c1c(C)cc(c(c1C)C)OC)\C)\C
• InChI: InChI=1S/C23H30O3/c1-8-26-23(24)14-17(3)11-9-10-16(2)12-13-21-18(4)15-22(25-7)20(6)19(21)5/h9-15H,8H2,1-7H3/b11-9+,13-12+,16-10+,17-14+
• InChIKey: HQMNCQVAMBCHCO-DJRRULDNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl (2E,4E,6E,8E)-9-[4-(^2H₃)methoxy-2,3,6-trimethylphenyl]-3,7-dimethylnona-2,4,6,8-tetraenoate
• IUPAC Traditional name: ethyl (2E,4E,6E,8E)-9-[4-(^2H₃)methoxy-2,3,6-trimethylphenyl]-3,7-dimethylnona-2,4,6,8-tetraenoate
• Synonyms: (all-E)-9-(4-Methoxy-d3-2,3,6-trimethylphenyl)-3,7-dimethyl-2,4,6,8-nonatetraenoic Acid Ethyl Ester; Ro 10-9359-d3; Tegison-d3; Tigason-d3; Tigasone-d3; Etretinate-d3

Database IDs

• PubChem SID: 162262960
• PubChem CID: 71316698

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 6.323084
• LogD (pH = 7.4): 6.323084
• Log P: 6.323084
• Molar Refractivity: 113.6842 cm^3
• Polarizability: 41.98332 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Yellow Solid
• Melting Point: 98-99°C

Safety Information

• Storage Condition: Amber Vial, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - E938002

Aromatic analog of Retinoic Acid. Immunomodulator. Antipsoriatic.

REFERENCES

• Raab, W.P., et al.: Arch. Dermatol. Res., 256, 247 (1976)
• Bard, D.R., et al.: Br. J. Cancer, 35, 110 (1976)
• Juhl, H.J., et al.: Mutat. Res., 58, 317 (1976)
• Ward, A., et al.: Drugs, 26, 9 (1983).