ethyl (2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenoate

• ChemBase ID: 178461
• Molecular Formular: C22H36O2
• Molecular Mass: 332.52004
• Monoisotopic Mass: 332.27153039
• SMILES: C(=CCC/C(=C/CC/C(=C/CC/C(=C/C(=O)OCC)/C)/C)/C)(C)C
• Canonical SMILES: CCOC(=O)/C=C(/CC/C=C(/CC/C=C(/CCC=C(C)C)\C)\C)\C
• InChI: InChI=1S/C22H36O2/c1-7-24-22(23)17-21(6)16-10-15-20(5)14-9-13-19(4)12-8-11-18(2)3/h11,13,15,17H,7-10,12,14,16H2,1-6H3/b19-13+,20-15+,21-17+
• InChIKey: BFYVSGCRUDETNO-JYQWTDEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl (2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenoate
• IUPAC Traditional name: ethyl (2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenoate
• Synonyms: 3,7,11,15-Tetramethylhexadeca-2,6,10,14-tetraensaeureaethylester; 3,7,11,15-Tetramethylhexadeca-2,6,10,14-tetraenoic Acid Ethyl Ester (Mixture of Isomers)

Database IDs

• CAS Number: 60437-17-4
• PubChem SID: 164234371
• PubChem CID: 5366011

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 6.878122
• LogD (pH = 7.4): 6.878122
• Log P: 6.878122
• Molar Refractivity: 108.1724 cm^3
• Polarizability: 41.105614 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Hexane
• Apperance: Light Yellow Oil

DETAILS

Toronto Research Chemicals - T303180

3,7,11,15-Tetramethylhexadeca-2,6,10,14-tetraenoic Acid Ethyl Ester is used for the preparation of some acyclic juvenoidal analogs, showing insect hormone activity.

REFERENCES

• Jarolim, V., et al.: Chem. Comm., 41, 1066 (1976)