ethyl (2E,4E)-5-[4-(2H3)methoxy-2,3,6-trimethylphenyl]-3-methylpenta-2,4-dienoate

• ChemBase ID: 168661
• Molecular Formular: C18H24O3
• Molecular Mass: 288.38136
• Monoisotopic Mass: 288.17254463
• SMILES: c1(/C=C/C(=C/C(=O)OCC)/C)c(c(c(cc1C)OC)C)C
• Canonical SMILES: CCOC(=O)/C=C(/C=C/c1c(C)cc(c(c1C)C)OC)\C
• InChI: InChI=1S/C18H24O3/c1-7-21-18(19)10-12(2)8-9-16-13(3)11-17(20-6)15(5)14(16)4/h8-11H,7H2,1-6H3/b9-8+,12-10+
• InChIKey: BONIYDFKKJJFBB-CDKJVOIVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl (2E,4E)-5-[4-(^2H₃)methoxy-2,3,6-trimethylphenyl]-3-methylpenta-2,4-dienoate
• IUPAC Traditional name: ethyl (2E,4E)-5-[4-(^2H₃)methoxy-2,3,6-trimethylphenyl]-3-methylpenta-2,4-dienoate
• Synonyms: 5-(4-Methoxy-d3-2,3,6-trimethylphenyl)-3-methyl-2,4-pentadienoic Acid Ethyl Ester; Ethyl-5-(4-methoxy-d3-2,3,6-trimethylphenyl)-3-methyl-2,4-pentadienoate(cis/trans Mixture)

Database IDs

• PubChem SID: 162262793
• PubChem CID: 46781558

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 5.0252914
• LogD (pH = 7.4): 5.0252914
• Log P: 5.0252914
• Molar Refractivity: 88.765 cm^3
• Polarizability: 33.23255 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Orange Yellow Oily Residue

DETAILS

Toronto Research Chemicals - E925052

An intermediate for the synthesis of analogs of retinoid lactone.

REFERENCES

• Lewin, A.H., et al.: Pharm. Res., 12, 983 (1995).